Day: November 19, 2020

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.79421-45-7,1-(4-Nitrophenyl)piperidin-4-ol,as a common compound, the synthetic route is as follows.

79421-45-7, A mixture of the yellowish solid (0.90 g, 4.05 mmol) and Pd-C (10%, 120 mg) in MeOH (20 mL) containing aqueous 6N HCl (0.20 mL) was hydrogenated under balloon H2 overnight. It was filtered through celite. The filtrate was concentrated in vacuo to give a solid (0.841 g) as l-(4-aminophenyl)piperidin-4-ol.

79421-45-7 1-(4-Nitrophenyl)piperidin-4-ol 613768, apiperidines compound, is more and more widely used in various fields.

Reference£º
Patent; PORTOLA PHARMACEUTICALS, INC.; WO2009/131687; (2009); A2;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

15883-20-2, N-(2′,6′-Dimethylphenyl)-2-piperidinecarboxamide is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 7 A clean and dry four neck round bottom flask was charged with N-((R)-1- phenylethyl)phthalamic acid (28.9 gm), isopropanol (300 ml) and 2′,6′-pipecoloxylidide (25 gm). The reaction mixture was stirred at 25C to 30C for one hour. The reaction mass was cooled to 1 0C to 15C to get a precipitate of corresponding (R)-(-)- 2′, 6′- pipecoloxylidide-phthalamic acid salt (27.30 gm) which was separated by filtration to afford white crystalline solid. IR:- 3300.8, 3032.8, 1677.2, 1629.7, 1583.4, 1529.8, 1444.7, 1378.4, 1244.8, 1037.7, 947.9, 835.5, 699.9 CM”1 NMR:- delta = 1.39(d, J= 4.0Hz, 3H), 1.50-1.70(m, 4H), 2.13(s, 7H), 2.82(dd, J= 2.8Hz, 5.8Hz, 16.4Hz, 1H), 3.13(d, J = 12.4Hz, 1H), 3.79(dd, J = 2.8Hz, 2.8Hz, 1 1.0Hz, 1H), 5.06(pen, 1H), 7.04-7.10(m, 3H), 7.21(t, J= 7.2Hz, 7.2Hz, 1H), 7.3 l(t, J= 7.6Hz, 7.6Hz, 2H), 7.30-7.43(m, 4H), 7.57(d, J= 6.4Hz, 2H), 9.68(s, 1H), 10.27(s, 1H). The filtrate was concentrated under vacuum, treated with 10%) sodium carbonate (500 ml) and stirred the reaction mass at room temperature for 1.5 hours to get a solid. The solid was collected by filtration, washed with water and dried to get (S)-2′,6′-pipecoloxylidide. Yield – 12 gm (96%) Enantiomeric purity – 96.66% (R)-(-)-2′,6′-pipecoloxylidide-phthalamic acid salt was hydro lyzed with 10% sodium carbonate (520 ml) and stirred the reaction mass at room temperature for one hour to get a solid. The solid washed with water and dried to get (R)-2′,6′-pipecoloxylidide. Yield – 9.3 gm (74.4%) Enantiomeric purity – 95.95%

15883-20-2, As the paragraph descriping shows that 15883-20-2 is playing an increasingly important role.

Reference£º
Patent; NEON LABORATORIES LIMITED; DALVI, Mahesh Bhagoji; KENNY, Rajesh Shashikant; TARADE, Pradeep Kisan; WO2014/9964; (2014); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

149353-75-3, 4-(1-(tert-Butoxycarbonyl)piperidin-4-yl)benzoic acid is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Production Example 1-8 tert-Butyl 4-(4-((4-((6-methoxy-1-(methylcarbamoyl)-1H-indol-5-yl)oxy)pyridin-2-yl)carbamoyl)phenyl)piperidine-1-carboxylate Benzotriazole (2.32 g, 19.5 mmol) was dissolved in dichloromethane (100 mL), thionyl chloride (1.4 mL, 19.2 mmol) was added under nitrogen atmosphere at room temperature, and the mixture was stirred for 5 minutes. 4-(1-(tert-Butoxycarbonyl)piperidin-4-yl)benzoic acid described in Production Example 1-12 (5.4 g, 17.7 mmol) was added to the reaction mixture at mom temperature, and the mixture was stirred for 25 minutes. The reaction mixture was filtered through a glass filter entirely covered with anhydrous sodium sulfate and then washed with dichloromethane, then the filtrate was added to a mixture of 5-((2-aminopyridin-4-yl)oxy)-6-methoxy-N-methyl-1H-indole-1-carboxamide described in Production Example 1-6 (2.5 g, 8.01 mmol), triethylamine (11 mL, 79.4 mmol), and 4-dimethylaminopyridine (101 mg, 0.827 mmol) in tetrahydrofuran (80 mL) at 0 C. The resultant was stirred at mom temperature for 5 hours and then the reaction mixture was concentrated under vacuum. Water and ethyl acetate were added to the residue for partition, and the organic layer was washed with a saturated saline solution, and then dried over anhydrous magnesium sulfate and filtered. The filtrate was concentrated under vacuum, the residue was dissolved in tetrahydrofuran, an excessive quantity of 9.8 M methylamine methanol solution was added at room temperature, and the mixture was stirred for 50 minutes. The reaction mixture was concentrated under vacuum, the residue was dissolved in dichloromethane, and the resultant was purified with NH silica gel column chromatography (n-heptane:ethyl acetate=1:1-1:3-0:1). The target fraction was concentrated under vacuum and the precipitate was collected by filteration and washed with diethyl ether and ethyl acetate to obtain the title compound (3.15 g, 66%). The filtrate was combined with the mixture fraction and the resultant was concentrated under vacuum and dissolved in dichloromethane, and the resultant was purified with NH silica gel column chromatography (n-heptane:ethyl acetate=1:1-1:3-0:1). The target fraction was concentrated under vacuum and the precipitate was collected by filteration and washed with diethyl ether and ethyl acetate to obtain the title compound (264 mg, 5.5%). 1H-NMR Spectrum (CDCl3) delta (ppm): 1.48 (9H, s), 1.55-1.69 (2H, m), 1.77-1.87 (2H, m), 2.64-2.89 (3H, m), 3.02-3.07 (3H, m), 3.86 (3H, s), 4.26 (2H, brs), 5.62 (1H, brs), 6.50-6.55 (1H, m), 6.61 (1H, dd, J=5.9, 2.2 Hz), 7.22 (1H, d, J=3.7 Hz), 7.27-7.33 (3H, m), 7.80 (2H, d, J=8.4 Hz), 7.90 (1H, d, J=2.2 Hz), 8.04 (1H, s), 8.09 (1H, d, J=5.9 Hz), 8.54 (1H, brs)., 149353-75-3

As the paragraph descriping shows that 149353-75-3 is playing an increasingly important role.

Reference£º
Patent; Eisai R&D Management Co., Ltd.; Funasaka, Setsuo; Okada, Toshimi; Tanaka, Keigo; Nagao, Satoshi; Ohashi, Isao; Yamane, Yoshinobu; Nakatani, Yusuke; Karoji, Yuki; US2014/235614; (2014); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.175213-46-4,N-Boc-Piperidin-4-yl-acetic acid methyl ester,as a common compound, the synthetic route is as follows.

Diisopropylamine (3.40 mL, 24.2 mmol) was dissolved in tetrahydrofuran (70 mL). The mixture was cooled to -78 C. Butyllithium (2 M in cyclohexane, 12.2 muL, 24.4 mmol) was added dropwise to the reaction. The mixture was held at -78 C. with stirring and held for 20 minutes. A solution of tert-butyl 4-(2-methoxy-2-oxoethyl)piperidine-1-carboxylate (5.20 g, 20.2 mmol) in tetrahydrofuran (15 mL) was added to the mixture dropwise. The mixture was held at -78 C. with stirring and held for 45 min. In a separate flask, sodium hydride (60% in mineral oil, 970 mg, 24.3 mmol) was washed with hexanes then suspended in tetrahydrofuran (50 mL). The mixture was cooled to 0 C. A solution of N-(2-Fluoro-6-formylphenyl)pivalamide (4.50 g, 20.2 mmol) in tetrahydrofuran (20 mL) was added to the mixture dropwise. The mixture was held at 0 C. with stirring and held for 1 h. The above prepared aldehyde mixture was added to the ester mixture dropwise over 1.25 h. The mixture was held at -78 C. with stirring and held for 1 h. The reaction was quenched with aqueous ammonium chloride, warmed to room temperature, and diluted with water. The mixture was extracted ethyl acetate (2¡Á) and the aqueous phase was discarded. The material was dried (magnesium sulfate), filtered, and concentrated to dryness. Silica gel chromatography gave the title compound as white foam in 81% yield. Mass spec.: 381.2 (M-C4H8O2+H)+.

175213-46-4, The synthetic route of 175213-46-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Degnan, Andrew P.; Han, Xiaojun; Dubowchik, Gene M.; Macor, John E.; Mercer, Stephen E.; US2005/215576; (2005); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

175213-46-4, N-Boc-Piperidin-4-yl-acetic acid methyl ester is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a -78 C. solution of 2-bromopyridine (1.86 ml, 19.5 mmol) in anhydrous THF (30 ml) was slowly added 1.6 M BuLi soln. in hexanes (10.8 ml, 17.3 mmol), resulting in a dark orange solution. The reaction mixture was allowed to stir for 90 min. at -78 C. The cold reaction mixture was cannulated over a period of 2 h into a -78 C. solution of 76 (2.5 g (9.72 mmol) in anhydrous THF (20 ml). The reaction mixture was allowed to stir for 2.5 h at -78 C., then was allowed to reach rt. The reaction mixture was quenched with AcOH, followed by extraction with CH2Cl2 (3¡Á70 ml). The organic layer was dried over Na2SO4, followed by concentration and flash chromatography (from 50% hexanes/CH2Cl2 to 10% acetone/CH2Cl2) to afford 0.41 g (2.83 g; 14%) of 77 as a yellow oil

175213-46-4, The synthetic route of 175213-46-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Schering Corporation; US2007/10513; (2007); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.28697-07-6,N-Cbz-2-Piperidinecarboxylic acid,as a common compound, the synthetic route is as follows.

General procedure: (i) A solution of 2,6-difluorobenzoic acid (0.32 mol) in thionyl chloride (100 mL) was heated to reflux for 2 h. The resulting solution was concentrated and acid chloride intermediate was used in the next step without additional purification. To a solution of the acid chloride in anhydrous THF (100 mL) was added ammonium hydroxide (79 mL) at 0 C. After stirring at room temperature for 0.5 h, the reaction mixture was concentrated under reduced pressure. Then the reaction mixture was poured into cooled water (50 mL), extracted with ethyl acetate (100 mL x 3), and washed with brine (150 mL x 2). The organic layer was dried and concentrated to give the intermediate 2 in 90% yield which used in next step without purification. (ii) To a solution of 2,6-difluorobenzamide (0.28 mol) in concentrated sulfuric acid (90 mL) was added fuming nitric acid (12 mL) by dropwise under 0 C. The mixture was stirred for 2 h at room temperature. The pH was adjusted to 6 with 30% sodium hydroxide solution, then filtered and the filtrate was extracted with ethyl acetate (100 mL x 3),and washed with brine (150 mL x 2). The organic layer was dried and concentrated in vacuo to give the intermediate 3 as yellow solid in 91.40%yield. (iii) To a solution of 2,6-difluoro-3-nitrobenzamide (0.25 mol) in ethanol (300 mL) was added ammonium hydroxide (25 mL). The reaction mixture was stirred at room temperature overnight and the precipitate was collected by filtration, washed with isopropanol and dried in vacuum to give 4 31.5 g as yellow solid, yield 77.6%. (iv) A suspension of 2-amino-6-fluoro-3-nitrobenzamide (0.05 mol) in ethanol (100 mL) was reduced by hydrogen in the presence of palladium on carbon (10%, 1.00 g). After stirring at room temperature for 12 h, the reaction mixture was filtered. Solvent was removed under reduced pressure and the residue was subjected to silica gel column chromatography using dichloromethane/methanol (3:1) as eluent to give 55.00 g as light yellow solid, yield 58.9%. (v) To a solution of 3-pipecolinic acid (0.06 mol) and 2,3-diamino-6-fluorobenzamide (0.06 mol) in DMF (100 mL) was treated with PyBOP (0.06 mol) and N,N-diisopropylethylamine (0.18 mol).The reaction mixture was stirred at room temperature overnight. The solvent was removed using high vacuum. The residue was subjected to flash column chromatography using methylene chloride/methanol (30:1) to give the intermediate 6 as a white solid. The intermediate 6 was dissolved in glacial acetic acid (30 mL) and refluxed for 4 h until the reaction was complete (monitoring by TLC). The solvent was removed and the solid residue was purified by column chromatography using methylene chloride/methanol(80:1) as eluent to give pure 7a-7e in 50-72% yield. (vi) A solution of 7a-7e (25 mmol) in methanol (100 mL) was reduced with hydrogen in the presence of palladium on carbon (10%, 1.00 g). After stirring at room temperature for 12 h, the reaction mixture was filtered, and the filtrate was concentrated to give pure target compounds 8a-8e in 52-80% yield., 28697-07-6

The synthetic route of 28697-07-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Wang, Junwei; Wang, Xuyan; Li, Hui; Ji, Dezhong; Li, Yuyan; Xu, Yungen; Zhu, Qihua; Bioorganic and Medicinal Chemistry Letters; vol. 26; 16; (2016); p. 4127 – 4132;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

143900-44-1, (S)-tert-Butyl 3-hydroxypiperidine-1-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 57[0363] Synthesis of (^)-l-(3-(7H-pyrrolo[2,3-J]pyrirnidin-4-yloxy)piperidin- chloro-5-fluorophenylamino)ethanone.Reagents and conditions: a) NaH, DMSO, 4-chloro-7-((2-(trimethylsilyl)ethoxy)methyl)-7H- pyrrolo[2,3-J]pyrimidine; b) TBAF, THF, reflux, 5 h; c) HC1 in 1 ,4-dioxane, rt, 30 min; d) EDCI, HOBt, 2-(3-chloro-5-fluorophenylamino)acetic acid, DMF, rt, 24 h.[0364] Synthesis of (S^-tert-butyl 3-(7-((2-(trimethylsilyl)ethoxy)methyl)-7H- pyrrolo[2,3-J]pyrimidin-4-yloxy)piperidine-l-carboxylate: To a solution of (^-ieri-butyl 3- hydroxypiperidine-l-carboxylate (0.4 g, 2.0 mmol) in DMSO (5 mL) under nitrogen, was added NaH (60% suspension in mineral oil, 79 mg, 2.0 mmol). After the reaction was stirred for 1.5 h at rt, a solution of 4-chloro-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-J]pyrimidine (564 mg, 2.0 mmol) in DMSO (5 mL) was added dropwise at rt and the mixture was heated at 50 C for 2h. The reaction mixture was cooled to rt, diluted with water (10 mL) and extracted with EtOAc (4 x 60 mL). The combined organic layer was washed with water (50 mL), dried over Na2S04 and concentrated in vacuo to give the crude compound which was purified by column chromatography (silica gel, gradient EtOAc in Hexanes) to give (750 mg, 85%) of the titled intermediate., 143900-44-1

As the paragraph descriping shows that 143900-44-1 is playing an increasingly important role.

Reference£º
Patent; BIOGEN IDEC MA INC.; SUNESIS PHARMACEUTICALS, INC.; HOPKINS, Brian, T.; SCOTT, Daniel; CONLON, Patrick; JENKINS, Tracy, J.; POWELL, Noel; GUAN, Bing; CURERVO, Julio, H.; WANG, Deping; TAVERAS, Art; WO2012/58645; (2012); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.4897-50-1,4-Piperidinopiperidine,as a common compound, the synthetic route is as follows.

General procedure: 2-(7-Aza-1H-benzotriazole-1-yl)-1,1,3,3-tetramethyluronium hexafluorophosphate (HATU; 1.2 equivalents) was added to a solution of the corresponding alpha-methyl carboxylic acid (2) (1 equiv), the appropriate amine (1.5 equiv) and DIEA (2 equiv) in dry acetonitrile (10 mL) at room temperature under argon atmosphere. The reaction mixture was stirred at room temperature overnight. Solvent was evaporated under reduced pressure, and the crude product was purified using a Teledyne Isco Combiflash? Rf purification machine using 0-10percent CHCl3/methanol as eluent to provide the desired amides 3-59 in 68-95percent yields., 4897-50-1

As the paragraph descriping shows that 4897-50-1 is playing an increasingly important role.

Reference£º
Article; Mathew, Bini; Snowden, Timothy S.; Connelly, Michele C.; Guy, R. Kiplin; Reynolds, Robert C.; Bioorganic and Medicinal Chemistry Letters; vol. 28; 12; (2018); p. 2136 – 2142;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.79099-07-3,1-Boc-4-Piperidone,as a common compound, the synthetic route is as follows.

79099-07-3, Trimethylsulfoxonium iodide (13.3 grams, 0.06 mole) was added to a stirred solution of sodium hydride (60 % dispersion in oil, 3.0 grams, 0.126 mole) in THF (150 mL) at 10 C. Reaction mass temperature was slowly raised to RT and stirred further for 2 hours at the same temperature. Reaction mass, was then cooled to 10 C and added M-boc-piperidine-4-one (10 grams, 0.05 mole) solution in THF (50 mL) at the same temperature. Then reaction mass temperature was slowly raised to RT and stirred for 3 hours at same temperature. The progress of the reaction was monitored by. TLC. After completion of the reaction (TLC), the mass was quenched in chilled water (300 mL), the compound was extracted with dichloromethane (3 x 150 mL). The combined organic phase was washed with water (100 mL), brine solution (100 mL) and dried over sodium sulphate. The organic phase was concentrated on rotavacuum to obtain the crude residue, which was further purified by flash chromatography using ethyl acetate: n-hexane ( 15:85) to afford the title compound. Yield: 7.1 grams (66 %). – N R (6 ppm): 1.47 (9H, s), 1.59 – 1.62 (2H. m), 1.76 – 1.83 (2H, m).2.69 (2H, s), 3.39 – 3.45 (2H,m), 3.70 -3.73 (2H, m); Mass(m/z): 158.2 (M-56)+.

79099-07-3 1-Boc-4-Piperidone 735900, apiperidines compound, is more and more widely used in various fields.

Reference£º
Patent; SUVEN LIFE SCIENCES LIMITED; NIROGI, Ramakrishna; SHINDE, Anil Karbhari; JASTI, Venkateswarlu; WO2014/147636; (2014); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.73579-08-5,1-Methyl-4-(methylamino)piperidine,as a common compound, the synthetic route is as follows.

To E10 (1.04 g, 3.2 mmol) dissolved in THF (40 mL) was added a solution ofN-methyl-4- (methyl-amino)-piperidine (0.5 mL, 3.2 mmol) in THF (2 mL) followed by addition of NaOH (1.3 mL, 2.5 N, 3.2 mmol) and 3.5 mL of water. The reaction mixture stirred and heated at reflux for 2 hours. The reaction mixture was extracted 3 times using dichloromethane ; the combined organic layers were washed with brine and dried over potassium carbonate. The sample was filtered, concentrated, and the resulting solid was dried overnight under vacuum. Column chromatography (90: 9: 1 v: v: v dichloromethane: methanol: ammonium hydroxide) yielded a light yellow solid (Ell) (164 mg,13percent) ; mp94 C ; HPLC : Inertsil ODS 3VC18, 40 : 30: 30[KH2PO4 (0.01 M, pH 3.2) :CH30H : CH3CN], 264 nm, Rt 3.2 min, 96.7percent purity; MS (TOF ES+) m/z 402.1(M+H, 100),231(41. 5), 202.1 (6)., 73579-08-5

As the paragraph descriping shows that 73579-08-5 is playing an increasingly important role.

Reference£º
Patent; REDDY US THERAPEUTICS, INC.; WO2004/26844; (2004); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem