Month: October 2020

4897-50-1, 4-Piperidinopiperidine is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a stirred solution of 2-tert-butoxycarbonylamino-4-oxo-4- [4- (2-oxo-1, 4- dihydro-2H-quinazolin-3-yl)-piperidin-1-yl]-butyric acid (1.14 g, 2.55 mmol) and 4- [PIPERIDINYL-PIPERIDINE] (525 mg, 2.81 mmol) in methylene chloride (20 [ML)] was added [3- (DIETHOXYPHOSPHORYLOXY)-1,] 2,3-benzotriain-4 [(3H)-ONE] (DEPBT, 840 mg, 2.81 mmol) in one portion followed by dropwise addition of triethylamine (0.427 [ML,] 3.06 mmol). The resulted mixture was stirred at room temperature overnight (15 h). The mixture was diluted with methylene chloride and washed with sodium hydroxide (0.5 N) solution and water. The layers were separated and the organic layer was dried with sodium sulfate and concentrated [IN VACUO] to give a light yellow foam. The crude product was purified by flash column chromatography (10percent [(1M] ammonia in methanol) in methylene chloride) to give a colorless foam (1.08 g, [71percent).] [APOS;H-NMR] (400 MHz, [CDC13)] [8] 8.86-8. 55 [(1H,] br), 7.05 [(1H,] br), 6.93 [(1H,] br), 6.82 [(1H,] br), 6.72 [(1H,] d, J = 7.6 Hz), 6.10-5. 68 [(1H,] br), 5.20 [(1H,] m), 54.70-4. 40 (2H, br), 4.20 (2H, br), 4. [01-3. 82] (2H, br. ), 3.10-2. 88 (3H, br), 2.99 (3H, br), 2.53 (6H, br), 1.90-1. 10 (23H, m). Mass spec.: 597 [(MH) +.]

4897-50-1, 4897-50-1 4-Piperidinopiperidine 78607, apiperidines compound, is more and more widely used in various fields.

Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; WO2003/104236; (2003); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

648921-37-3, 3,3-Dimethyl-4-piperidone Hydrochloride is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

648921-37-3, Preparation of 1-66: A solution of 1-65 (4.20 g, 33.07 mmol) in CH2C12 (80 mL) was charged with benzyl chloroformate (6.70 g, 39.68 mmol) followed by triethyl amine (5.00 g, 49 mmol) over 20 min at 0C. The reaction mixture was stirred at RT for 16 h. The organic layer was washed with saturated NaHCC solution (50 mL), water (100 mL) and brine (50 mL). The organic layer was concentrated under reduced pressure to afford 1-66 as a liquid. MS (MM) m/z 262.1 [M + H]+.

648921-37-3 3,3-Dimethyl-4-piperidone Hydrochloride 57358418, apiperidines compound, is more and more widely used in various fields.

Reference£º
Patent; IOMET PHARMA LTD.; MERCK SHARP & DOHME CORP.; COWLEY, Phillip, M.; MCGOWAN, Meredeth Ann; BROWN, Thomas, J.; HAN, Yongxin; LIU, Kun; PU, Qinglin; WISE, Alan; ZHANG, Hongjun; ZHOU, Hua; (70 pag.)WO2017/189386; (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.287953-54-2,Benzyl 4-(chlorosulfonyl)piperidine-1-carboxylate,as a common compound, the synthetic route is as follows.

(1) To a solution of Compound 1 (1574 mg) in dichloromethane (10 mL) was added an aqueous solution of dimethylamine (50% aqueous solution, 2 mL) under ice-cooling, and then the mixture was stirred at room temperature for 2 hours. To the reaction mixture were added an aqueous solution of hydrochloric acid (0.5 mol/L) and chloroform, stirred, then the organic layer was separated, washed with saturated saline, dried, and then concentrated under reduced pressure to give Compound 2 (1.609 g) as a colorless viscous material. MS (APCI): m/z 327 [M+H] +

287953-54-2, The synthetic route of 287953-54-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Mitsubishi Tanabe Pharma Corporation; YAMAMOTO, Yasuo; SATO, Atsushi; MOROKUMA, Kenji; SHITAMA, Hiroaki; ADACHI, Takashi; MIYASHIRO, Masahiko; (260 pag.)EP3150578; (2017); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

32018-96-5, 1-Benzyl-4-methylpiperidin-3-one is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Method A: (1-Benzyl-4-methyl-piperidin-3-yl)-methyl-amine To a stirred solution of 1-benzyl-4-methyl-piperidin-3-one (2.3 grams, 11.5 mmol), prepared by the methods of Iorio, M. A. and Damia, G., Tetrahedron, 26, 5519 (1970) and Grieco et al., Journal of the American Chemical Society, 107, 1768 (1985), (modified using 5% methanol as a co-solvent), both references are incorporated by reference in their entirety, dissolved in 23 mL of 2 M methylamine in tetrahydrofuran was added 1.4 mL (23 mmol) of acetic acid and the resulting mixture stirred in a sealed tube for 16 hours at room temperature. Triacetoxy sodium borohydride (4.9 grams, 23 mmol) was added and the new mixture stirred at room temperature in a sealed tube for 24 h, at which time, the reaction was quenched upon addition of 1 N sodium hydroxide (50 mL). The reaction mixture was then extracted 3¡Á80 mL with ether, the combined ether layers dried over sodium sulfate (Na2SO4) and concentrated to dryness in vacuo affording 1.7 grams (69%) of the title compound as a white solid. LRMS: 219.1 (M+1).

32018-96-5, 32018-96-5 1-Benzyl-4-methylpiperidin-3-one 12084828, apiperidines compound, is more and more widely used in various fields.

Reference£º
Patent; BEALS, Channing Rodney; WOLDEMUSSIE, Elizabeth; GUKASYAN, Hovhannes John; MA, Jingwen; US2013/303557; (2013); 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.73874-95-0,tert-Butyl piperidin-4-ylcarbamate,as a common compound, the synthetic route is as follows.

A suspension of 1.0 eq of 183 in 5 mL of dry DMF was prepared. While stirring, 1.2 eq of triethylamine was added followed by 1.2 eq of 184. The mixture was stirred at rt for 40 min and 30 mL OF H2O was added. The mixture was then extracted with EtOAc (3 x 50 mL). The combined organic extracts were dried over MGS04 and vacuum filtered. The filtrate was rotary evaporated and flash chromatographed on silica using 20% EtOAc/hexanes as eluent. After concentration and drying under vacuum of the fractions containing product, a white solid was obtained as 185.

73874-95-0, As the paragraph descriping shows that 73874-95-0 is playing an increasingly important role.

Reference£º
Patent; ELAN PHARMACEUTICALS, INC.; WO2004/98589; (2004); 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.1123-40-6,4,4-Dimethylpiperidine-2,6-dione,as a common compound, the synthetic route is as follows.

Crude 2- (2-METHOXY-5-NITRO-PHENOXY)-ETHANOL (0.43 g, 2 MMOL) was dissolved in dry THF, 4, 4-dimethylglutarimide (0.28 g, 2 mmol), triphenylphosphine (0.52 g, 2 MMOL) and diethylazodicarboxylate (1.1 ml, 2.4 MMOL) were added at 45 C. After 6 h the reaction mixture was concentrated in vacuo and purified by flash-chromatography (cyclohexane/ ethyl ether 3/7) to give 0.41 g of the title compound as a white solid. NMR (‘H, CECI3) : 8 7.88 (d, 1H), 7.73 (s, 1H), 6.85 (d, 1H), 4.30-4. 15 (m, 4H), 3.90 (s, 3H), 2.52 (s, 4H), 1.13 (s, 6H)., 1123-40-6

As the paragraph descriping shows that 1123-40-6 is playing an increasingly important role.

Reference£º
Patent; GLAXO GROUP LIMITED; WO2004/89897; (2004); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

50534-49-1, N,N-Dimethylpiperidin-3-amine is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

50534-49-1, General procedure: Compound 265a was prepared from 3-carbamoyl-l-(2-((2-((3-chloro-2-fluorobenzyl)amino)- 2-oxoethyl)(cyclopropyl)amino)-2-oxoethyl)-lH-indazole-5-carbonyl azide (235a) (400 mg, 0.38 mmol) and N,N-dimethylpiperidin-3 -amine (97 mg, 0.76 mmol) using TEA (0.21 mL, 1.52 mmol) as base according to the procedure reported in step-4 of Scheme 129. This gave after workup, purification by flash column chromatography [silica gel (12 g), eluting with DMA80 in DCM 0 to 40%] followed by preparative HPLC [Cis column, eluting with CH3CN in water (containing 0.1% TFA) 0-100%] l-(2-((2-((3-chloro-2-fluorobenzyl)amino)-2- oxoethyl)(cyclopropyl)amino)-2-oxoethyl)-5-(3-(dimethylamino)piperidine-l-carboxamido)- lH-indazole-3-carboxamide (265a) (32 mg, 0.051 mmol, 13 % yield) white solid as a TFA salt; NMR (300 MHz, DMSO-d) delta 9.60 – 9.46 (m, 1H), 8.77 (s, 1H), 8.50 (t, J= 5.8 Hz, 1H), 8.25 – 8.18 (m, 1H), 7.66 (s, 1H), 7.56 – 7.50 (m, 2H), 7.50 – 7.42 (m, 1H), 7.32 (s, 1H), 7.27 – 7.19 (m, 1H), 7.19 – 7.08 (m, 1H), 5.61 (s, 2H), 4.33 (d, J= 5.7 Hz, 2H), 4.24 (d, J = 13.0 Hz, 2H), 3.98 (s, 2H), 3.94 – 3.88 (m, 1H), 3.33 – 3.22 (m, 1H), 3.10 – 2.97 (m, 2H), 2.86 and 2.85 and 2.82 and 2.81 (4s, 6H), 2.13 – 2.03 (m, 1H), 1.86 – 1.65 (m, 2H), 1.61 – 1.39 (m, 1H), 1.03 – 0.95 (m, 2H), 0.95 – 0.85 (m, 2H);19F NMR (282 MHz, DMSO-i) delta – 73.92 (TFA peak), -121.58; MS (ES+): 627.5 (M+1). Scheme 266 A suspension of 3-acetyl-l-(2-((2-((3-chloro-2-fluorobenzyl)amino)-2- oxoethyl)(isopropyl)amino)-2-oxoethyl)-lH-indole-5-carbonyl azide (129d) (75 mg, 0.14 mmol) in THF/Tol (24 mL, Ratio: 1 :2) was heated at reflux for 4h, cooled to room temperature and concentrated in vacuum to dryness. The residue obtained was dissolved in THF (20 mL) and ACN (10 mL) followed by the addition of cyclopropanamine (16.25 mg, 0.29 mmol) and triethylamine (0.060 mu^, 0.427 mmol). The reaction mixture was stirred at room temperature overnight, diluted with EtOAc (100 mL), washed with water (3x), dried, filtered and concentrated in vacuum. The residue was purified by column chromatography [silica (12 g), eluting with CMA80 in CHCb 0 to 40%] followed by preparative HPLC with water/ ACN to give 2-(3-acetyl-5-(3-cyclopropylureido)-lH-indol-l-yl)-N-(2-((3-chloro-2- fluorobenzyl)amino)-2-oxoethyl)-N-isopropylacetamide (129e) (6 mg, 10.79 mupiiotaomicron, 6% yield) as a white solid after lyophilization; NMR (300 MHz, DMSO-de) (a mixture of two rotamers) delta 8.84 – 8.13 (m, 4H), 7.60 – 6.90 (m, 5H), 6.27 (d, J = 2.3 Hz, 1H), 5.29 and 5.11 (2s, 2H), 4.66 – 4.50 and 4.28-4.20 (2m, 1H), 4.47 (d, J = 5.4 Hz) and 4.34 (d, J = 5.8 Hz) (2d, 2H), 4.17 and 3.84 (2s, 2H), 2.40 and 2.39 (2s, 3H), 1.24 (d, J = 6.3 Hz) and 1.00 (d, J = 6.8 Hz) (2d, 6H), 0.71 – 0.55 (m, 2H), 0.50 – 0.31 (m, 2H); 19F NMR (282 MHz, DMSO-d) delta -73.45 (TFA peak), -121.20, -121.82; MS (ES+); 578.5 (M+Na); MS (ES”): 554.5 (M-l).

50534-49-1 N,N-Dimethylpiperidin-3-amine 14459854, apiperidines compound, is more and more widely used in various fields.

Reference£º
Patent; BIOCRYST PHARMACEUTICALS, INC.; KOTIAN, Pravin, L.; BABU, Yarlagadda, S.; ZHANG, Weihe; VOGETI, Lakshminarayana; WU, Minwan; CHINTAREDDY, Venkat, R.; RAMAN, Krishnan; (479 pag.)WO2017/136395; (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.3970-68-1,4-Methylpiperidin-4-ol,as a common compound, the synthetic route is as follows.

3970-68-1, Step 2: (S)-1-Phenylethyl (R)-2-(4-hydroxy-4-methylpiperidin-1-yl)-2-phenylacetate To a solution of (S)-1-phenylethyl 2-bromo-2-phenylacetate (0.464 g, 1.45 mmol) in THF (8 mL) was added triethylamine (0.61 mL, 4.35 mmol), followed by tetrabutylammonium iodide (0.215 g, 0.58 mmol). The reaction mixture was stirred at room temperature for 5 minutes and then a solution of 4-methyl-4-hydroxypiperidine (0.251 g, 2.18 mmol) in THF (2 mL) was added. The mixture was stirred for 1 hour at room temperature and then it was heated at 55-60 C. (oil bath temperature) for 4 hours. The cooled reaction mixture was then diluted with ethyl acetate (30 mL), washed (H2O*2, brine), dried (MgSO4), filtered and concentrated. The residue was purified by silica gel chromatography (0-60% ethyl acetate-hexane) to provide first the (S,R)-isomer of the title compound (0.306 g, 60%) as a white solid and then the corresponding (S,S)-isomer (0.120 g, 23%), also as a white solid. (S,R)-isomer: 1H NMR (CD3OD) delta 7.51-7.45 (m, 2H), 7.41-7.25 (m, 8H), 5.85 (q, J=6.6 Hz, 1H), 4.05 (s, 1H), 2.56-2.45 (m, 2H), 2.41-2.29 (m, 2H), 1.71-1.49 (m, 4H), 1.38 (d, J=6.6 Hz, 3H), 1.18 (s, 3H). LCMS: Anal. Calcd. for C22H27NO3: 353; found: 354 (M+H)+. (S,S)-isomer: 1H NMR (CD3OD) delta 7.41-7.30 (m, 5H), 7.20-7.14 (m, 3H), 7.06-7.00 (m, 2H), 5.85 (q, J=6.6 Hz, 1H), 4.06 (s, 1H), 2.70-2.60 (m, 1H), 2.51 (dt, J=6.6, 3.3 Hz, 1H), 2.44-2.31 (m, 2H), 1.75-1.65 (m, 1H), 1.65-1.54 (m, 3H), 1.50 (d, J=6.8 Hz, 3H), 1.20 (s, 3H). LCMS: Anal. Calcd. for C22H27NO3: 353; found: 354 (M+H)+.

3970-68-1 4-Methylpiperidin-4-ol 15649174, apiperidines compound, is more and more widely used in various fields.

Reference£º
Patent; Bristol-Myers Squibb Company; US2009/202483; (2009); A1;; ; Patent; Bristol-Myers Squibb Company; US2010/80772; (2010); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

1454-53-1, Ethyl 1-benzyl-4-oxopiperidine-3-carboxylate hydrochloride is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

1454-53-1, Preparation of 1-benzyl-4-trifluorornethanesulfonyloxy-1 , 2,5,6- tetrahvdro-rhoyridine-3-carboxylic acid ethyl ester; A solution of 15% sodium carbonate (6L) was prepared and to this was added ethyl N-benzyl-3-oxo-piperidine carbalphaxylate hydrochloride (1800 g, 6.06 mol). The slurry was allowed to stir for one hour at which time most of the solids had dissolved. To this was added MTBE (6L). The organic layer was removed and the aqueous layer was extracted twice more with MTBE (2 L each extraction). The combined organic layers were dried over sodium sulfate, filtered, and the solvent was removed by rotary evaporation giving an orange oil (1422 g, 90%). The oil was used without any further purification, To a room temperature suspension of sodium hydride (120 g, 3.0 mol) in diethyl ether (9 L) was added the free ethyl N-benzyl-3-oxo-piperidine carboxylate (711 g, 2.72 mol) as a solution in diethyl ether (1 L). Once the addition was complete the reaction mixture was allowed to stir at room temperature for one hour. Trifluoromethanesulfonic anhydride (460 mL, 2.72 mol) was then added carefully and the reaction mixture was allowed to stir overnight. The reaction was quenched with saturated ammonium chloride and extracted with ethyl acetate. The combined organic layers were dried over sodium sulfate, filtered, and the solvent was removed by rotary evaporation giving 1-benzyl-4-trifluoromethanesulfonyloxy-1 ,2,5,6-tetrahydro- pyridine-3-carboxylic acid ethyl ester as an orange oil (940 g, 88%). The crude product was used without any further purification.

The synthetic route of 1454-53-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; PFIZER INC.; WO2008/120093; (2008); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

203662-51-5, 4-Allyl-1-Boc-4-hydroxypiperidine is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

9.83 g of tert-butyl 4-allyl-4-hydroxy-1-piperidinecarboxylate was dissolved in 60 ml tetrahydrofuran/water (9:1), a solution (2.5 wt %, 2 ml) of osmium tetraoxide in tert-butyl alcohol and 6.68 g of N-methylmorpholine-N-oxide were added thereto, and the mixture was stirred at room temperature overnight. The reaction solution was evaporated, and the resulting residue was partitioned into ethyl acetate and water, washed with brine and dried over magnesium sulfate. After filtration, the solvent was evaporated, and the resulting residue was purified by silica gel column chromatography (ethyl acetate/methanol) to give 9.11 g of tert-butyl 4-(2,3-dihydroxypropyl)-4-hydroxy-1-piperidinecarboxylate., 203662-51-5

As the paragraph descriping shows that 203662-51-5 is playing an increasingly important role.

Reference£º
Patent; Eisai Co., Ltd.; US6498159; (2002); B1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem