Day: March 25, 2022

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.32559-18-5,Methyl piperidine-2-carboxylate hydrochloride,as a common compound, the synthetic route is as follows.

1-(2-Oxo-2-thiophen-2-yl-acetyl)piperidine-2-carboxylic acid N’-(6-methyl-4-trifluoromethyl-pyridin-2-yl)-hydrazide A solution of methyl pipecolinate hydrochloride (7.2 g, 40 mmol) in dry DCM (100 mL) and TEA (8.3 g) was cooled to 0 C. The slurry was stirred for 1 h. Methyl oxalyl chloride was added. The mixture was stirred at 0 C. for 2 h. Water was added, and the organic phase was washed with a NaHCO3 solution, dried with MaSO4. Evaporation of the solvent and drying in vacuum gave a reddish oil; 9.1 g (99%); MS (m/z) 252 (M+Na).

32559-18-5, 32559-18-5 Methyl piperidine-2-carboxylate hydrochloride 13246231, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; Sui, Zhihua; Macielag, Mark; Lanter, James; US2003/144262; (2003); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

21168-72-9, 2-(4-(Aminomethyl)piperidin-1-yl)ethanol is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

12 g of 2- (4- (aminomethyl) piperidin-1-yl) ethanol was added to150 ml of N, N-dimethylformamide,Add 18g bromoethane, then add 15g of potassium carbonate,Heated to reflux for 2 hours,Water and ethyl acetate were added, the mixture was extracted and separated, and the organic phase was collected, dried and concentrated. The residue was separated on a silica gel column to obtain 9 g2- (4 – ((ethylamino) methyl) piperidin-1-yl) ethanol., 21168-72-9

As the paragraph descriping shows that 21168-72-9 is playing an increasingly important role.

Reference：
Patent; Hunan Huateng Pharmaceutical Co., Ltd.; Bu Gonggaofamingren; (5 pag.)CN104557672; (2016); B;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.140645-24-5,(S)-3-(Aminomethyl)-1-N-Boc-piperidine,as a common compound, the synthetic route is as follows.

To the solution of 5-bromothiazole-2-carboxylic acid (scheme 8-33 compound S1, 458 mg, 2.2mmol) and tert-butyl (S)-3-(aminomethyl)piperidine-1-carboxylate (scheme 8-33 compound S2, 429 mg, 2.0mmol) in DCM (15.0 mL) at 0 C, HATU (912 mg, 2.4mmol) was added, followed by addition of DIEA (3.6mmol). The mixture was stirred for 1 h. The volatiles were evaporated under reduced pressure. The residue was diluted with ethyl acetate (60mL) and washed with saturated NaHCO3, water and brine. The organic solution was dried over MgSO4. The solution was filtered and the filtrate was concentrated. The remaining material was purified to afford 513 mg of title product. LC (method A): tR = 2.30 min. LC/MS (EI) m/z: [M + H]+ 404.06, 406.09.

140645-24-5, As the paragraph descriping shows that 140645-24-5 is playing an increasingly important role.

Reference：
Patent; ACHILLION PHARMACEUTICALS, INC.; WILES, Jason, Allan; PHADKE, Avinash, S.; DESHPANDE, Milind; AGARWAL, Atul; CHEN, Dawei; GADHACHANDA, Venkat, Rao; HASHIMOTO, Akihiro; PAIS, Godwin; WANG, Qiuping; WANG, Xiangzhu; GREENLEE, William; (508 pag.)WO2017/35409; (2017); 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.19099-93-5,1-Cbz-Piperidin-4-one,as a common compound, the synthetic route is as follows.

Benzyl 4-oxopiperidine-l-carboxylate (5g, 21 mmol) in THF (50 ml) was cooled to 0C. Sodium hydride (1.1 g, 43 mmol), then iodomethane (3.0 ml, 47 mmol) was added slowly. Mixture was stirred at 0C for 2 hours, then slowly warm up to room temperature and stirred overnight. Saturated aq. NH4C1 solution was added and the product was extracted with EtOAc. The extract was washed with brine, dried over anhydrous sodium sulfate, and concentrated. The crude product thus obtained was purified by column chromatography on a 100 gram-size silica gel column, eluting with gradient EtOAc/hexane to afford the titled product as colorless oil.

19099-93-5, The synthetic route of 19099-93-5 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; MERCK SHARP & DOHME CORP.; ALI, Amjad; LO, Michael Man-Chu; LIM, Yeon-Hee; STAMFORD, Andrew; KUANG, Rongze; TEMPEST, Paul; YU, Younong; HUANG, Xianhai; HENDERSON, Timothy J.; KIM, Jae-Hun; BOYCE, Christopher; TING, Pauline; ZHENG, Junying; METZGER, Edward; ZORN, Nicolas; XIAO, Dong; GALLO, Gioconda V.; WON, Walter; WU, Heping; WO2014/101373; (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.14813-01-5,1-Benzylpiperidin-3-ol,as a common compound, the synthetic route is as follows.,14813-01-5

Under ultrasound, 10 g of dihydropyridine main ring , i.e.,[2,6-dimethyl -4-(3-nitrophenyl)-l ,4-dihydropyridine-3,5-dicarboxylic acid monomethyl ester] was placed into 200 mL reaction flask, and 14 mL Nu,Nu-dimethylformamide (DMF) and 56 mL dichloromethane was added. To the resultant homogeneous suspension was added 2.4 mL of thionyl chloride under ice-bath, then the mixture was stirred for 1 hour to obtain a clear solution.Then, 6.3 g of pyridine (alcohol) side chain, i.e., [l-benzyl-3 -hydroxypiperidine] was added and stirred for 2.5 hours under ice-bath.The reaction solution was washed with 40 mL water (x 4) and 40 mL saturated saline solution (x 1). The dichloromethane solution was dried for two hours by adding 4 g of anhydrous sodium sulfate. Then, sodium sulfate solid was removed by filtering, and dichloromethane was recycled under reduced pressure to obtain a yellow to red crude crystal (herein after referred to as crude crystal of benidipine hydrochloride). The crude crystal mentioned above was dissolved in 100 mL acetone, and ultrasounded at 150 W and 40 MHz for 7 minutes, filtered under reduced pressure and dried to obtain 5.9 g of crystal as yellow powder (yield 36.2%)

The synthetic route of 14813-01-5 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; HEFEI BEINI MEDICAL TECHNOLOGY COMPANY, LTD; ZHANG, Zhaoyong; WO2012/142815; (2012); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

147611-03-8, tert-Butyl 7-azaspiro[3.5]nonan-2-ylcarbamate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,147611-03-8

To a vial was added (2-chloropyrimidin-5-yl)boronic acid (0.049 g, 0.317 mmol), EtOH (2 mL), and tert- butyl 7-azaspiro[3.5]nonan-2-ylcarbamate (0.056 g, 0.317 mmol) followed by the addition of TEA (0.42 mL, 0.30 mmol). The contents were heated at about 95 C for about 2 h. The mixture was then added to a second vial preloaded with (5)-7-bromo-4-phenyl-3,4-dihydro-lH-benzo[4,5]imidazo[2,l-c][l,4]oxazine (0.040 g, 0.12 mmol, Preparation 24), 2M Cs2C03 (0.12 mL, 0.24 mmol), and SiliaCirf DPP-Pd (0.049 g, 0.012 mmol, 0.25 mmol/g load, SiliCycle Cat R390-100). The contents were heated at about 95 C for about 4 h, the mixture was cooled to rt and filtered through Celite. The to the filtrate was added 2 mL of 4 N HQ in 1,4-dioxane and the reaction was allowed to proceed for about 4 hours. The contents were then dried under nitrogen stream and redissolved in 50% DMSO/MeOH (2 mL). The crude material was purified by preparative HPLC (Table 1 Method k) to give the title compound (0.009 g, 9%); LC/MS (Table 1, Method f) J = 0.53 min; MS m/z: 467 (M+H)+ . (TNF IC50=A).

The synthetic route of 147611-03-8 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; ABBVIE INC.; BREINLINGER, Eric, C.; COX, Phil, B.; DAANEN, Jerome; DIETRICH, Justin; DJURIC, Stevan; DOMBROWSKI, Amanda, W.; FRANK, Kristine, E.; FRIEDMAN, Michael, M.; GOMTSYAN, Arthur; LI, Huan-Qui; LONGENECKER, Kenton; OSUMA, Augustine; ROWLEY, Ann, Marie; SCHMIDT, Robert; VASUDEVAN, Anil; WILSON, Noel; (378 pag.)WO2016/168641; (2016); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

118511-81-2, 1-(Piperidin-4-yl)-1H-indole is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,118511-81-2

A mixture of an intermediate compound 5 (prepared according to A3) (0.00057 mol), l-piperidin-4-yl-2H-indole (0.00029 mol) and PS-NaB(OAc)2H (0.001137 mol) in THF/HOAc 5% (3 ml) and N,N-dimethylformamide (3 ml) was stirred at room temperature for 16 hours and then the reaction mixture was filtered. PS-p- toluensulfonic acid (0.001137 mol) was added to the filtrate and the resulting mixture was stirred at room temperature for 16 hours. The solvent was evaporated and the resin was washed with DMF, with CH2Cl2, with CH3OH, with CH2Cl2 and with dimethyl ether. A saturated CH3OH/NH3 solution, was added to the resin and the mixture was stirred at room temperature for 16 hours, then filtered off and the filtrate was evaporated. The residue was purified by short open column chromatography over silica gel (eluent: EtOAc 100 %). The product fractions were collected and the solvent was evaporated. The residue was precipitated from CH3CN/DIPE, the resulting precipitate was collected and dried. Yield : 0.0076 g of final compound 58 (6 %; (3alpha;, 3aalpha;) racemic mixture)).

The synthetic route of 118511-81-2 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; JANSSEN PHARMACEUTICA N.V.; WO2006/56600; (2006); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

7006-50-0, 4-(Methylamino)-1-benzylpiperidine is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

7006-50-0, b) 18.9 g of 1-benzyl-4-methylaminopiperidine as the oil prepared according to a) are taken up in 250 ml of methanol and combined with 8.3 g of cyclopropanecarboxaldehyde and 11.3 g of sodium cyanoborohydride. The mixture is stirred for 5 hours at 40-50 C., then for about another 16 hours at ambient temperature. It is then acidified with 2 N hydrochloric acid, evaporated to dryness in vacuo and the residue is taken up in water. It is washed with ether, made alkaline with concentrated sodium hydroxide solution and extracted with ether/ethyl acetate. The organic extract is dried over sodium sulphate and freed from the solvents in vacuo. 22.7 g 1-benzyl-4-(cyclopropylmethyl-methyl-amino)-piperidine are obtained as a yellowish oil.

As the paragraph descriping shows that 7006-50-0 is playing an increasingly important role.

Reference：
Patent; Pairet, Michel; Pieper, Michael P.; Meade, Christopher J. M.; US2002/169181; (2002); 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.5274-99-7,1-Benzoylpiperidine-4-carboxylic acid,as a common compound, the synthetic route is as follows.

A mixed solution of methyl (2R, 3S)-2-AMINO-3- (LH-INDOL-3- yl) butanoate (1.28 g), 1-benzoylpiperidine-4-carboxylic acid (1.54 g), WSC (1.58 g) and HOBt (1.10 g) in acetonitrile (50 mL) was stirred at room temperature for 16 hrs. The reaction solution was diluted with ethyl acetate, a saturated aqueous solution of sodium carbonate was added and the mixture was subjected to extraction. The extract was purified by silica gel column chromatography (developing solvent: hexane/ethyl acetate = 1/1-1/4-ethyl acetate) to give the title compound as a pale yellow powder (2.01 g, yield 82%). LC/MS (ESI) m/z 448 (M+H+)., 5274-99-7

The synthetic route of 5274-99-7 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; TAKEDA CHEMICAL INDUSTRIES, LTD.; WO2004/46107; (2004); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

1062580-52-2, (3R,4R)-1-Benzyl-N,4-dimethylpiperidin-3-amine dihydrochloride is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

After (3R,4R)-l-ber)_^l-N,4-dimemylpiperidin-3-amine dihydrochloride (195.5 mg, 0.6 mmol) was dissolved in ethanol(5.0 ml), N,N-diisopropyletheylamine (350.8 2.0 mmol) was added dropwise thereto, and the mixture was stirred at room temperature for 10 minutes. 3,4,6-tric oro-lH-pyrazolo[3,4-d]pyrirnidine (50.0 mg, 0.4 mmol) was added, the temperature was raised to 100 C and stirring was further carried out for 2 hours. Thereafter, the solution was filtered under reduced pressure, and the obtained residue was isolated by column chromatography to obtain a title compound (45.1 mg , yield: 24.9%). NMR (500MHz, CD3OD) delta 7.32-7.21(m, 5H), 5.11-5.07(m, 1H), 3.69(s, 3H), 3.52-3.48(m, 2H), 2.98-2.70(m, 2H), 2.62-2.59(m, 1H), 2.25-2.14(m, 2H), 1.73-1.72(m, 2H), 0.95-0.94(d, J= 5 Hz, 3H), 1062580-52-2

As the paragraph descriping shows that 1062580-52-2 is playing an increasingly important role.

Reference：
Patent; DAEWOONG PHARMACEUTICAL CO., LTD.; KIM, In Woo; HAN, Mi Ryeong; YOO, Jakyung; OH, Yun Ju; KIM, Ji Duck; KIM, Nam Youn; JUN, Sun Ah; LEE, Jun Hee; PARK, Joon Seok; (197 pag.)WO2018/4306; (2018); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem