Category: piperidines

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.24686-78-0,1-Benzoylpiperidin-4-one,as a common compound, the synthetic route is as follows.

Method 1 Preparation of 3,4-Dihydro-spiro[(2H)-1-benzopyran-2,4′-piperidine]-4-one hydrochloride A solution of 2-acetylphenol (5 g, 0.037 mmol), 1-benzoyl-4-piperidone (7.5 g, 0.037 mmol), pyrrolidine (2.6 g, 0.037 mol) and CH3 OH (50 ml) was heated at reflux for 8 hours. After cooling to room temperature overnight, the solid was filtered to yield 8.2 g of 1′-benzoyl-3,4-dihydro-spiro[(2H)-1-benzopyran-2,4′-piperidin]-4-one. The mother liquor was concentrated to dryness and the residue triturated with ether to yield an additional 1.7 g (83percent total yield).

24686-78-0, The synthetic route of 24686-78-0 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Merck & Co., Inc.; US5206240; (1993); A;,
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.

To a -20 0C solution of N,N,N’,N’-tetraniethylethylenediamine (0.335 g, 2.89 mmol) in THF (1 mL) was added n-butyllithium (2.5M, 1.15 mL, 2.89 mmol) over 10 min. After 30 min, the mixture was cooled to -78 0C and tert-butyl (6-chloropyridin-2-yl)carbamate (0.300 g, 1.31 mmol) in THF (0.8 mL) was added over 15 min. After Ih, the reaction was warmed to -50 0C, stirred for 2h and then N-benxyloxycarbonyl-4-piperidinone (0.459 g, 1.97 mmol) in THF (1 mL) was added over 10 min. The reaction was allowed to warm to room temperature and then stirred for 24 h. A solution of saturated aqueous NaHCO3 was added and the mixture extracted with EtOAc (3x). The combined organic layers were washed with H2O, brine, dried over MgStheta4, filtered, and concentrated under reduced pressure. The crude product was purified by silica gel chromatography, eluting with a gradient of 25 to 50% ethyl acetate: hexane to give the title compound (0.160 g). MS: mlz = 338.0 (M + 1).

19099-93-5, 19099-93-5 1-Cbz-Piperidin-4-one 643496, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; MERCK & CO., INC.; WO2006/99268; (2006); A2;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.24666-55-5,Benzyl (2,6-dioxopiperidin-3-yl)carbamate,as a common compound, the synthetic route is as follows.

3-N-benzyloxycarbonylamino-2,6-piperidinone hydrochloride 40 g (0.153 mol) was added to a 1 L reaction flask.40% hydrobromic acid solution 300ml, acetic acid 400ml,Stir well and mix well, heat to 60 C, keep warm for 1 h,Cool to room temperature, distill off the solvent and water under reduced pressure.Add 1 L of ethyl acetate to the residue and stir for 0.5 h.The product was white filtered to give a white solid (30.4 g, yield: 95.2%)., 24666-55-5

The synthetic route of 24666-55-5 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Shijiazhuang Duen Pharmaceutical Technology Co., Ltd.; Fang Yu; Du Yumin; (8 pag.)CN109776493; (2019); A;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.3612-20-2,1-Benzylpiperidin-4-one,as a common compound, the synthetic route is as follows.

A. (1-Benzyl-piperidin-4-yl)-phenyl-amine To a mixture of 10.9 g (57.6 mmol) of 1-benzyl-4-piperidone, 100.0 g (576 mmol) of sodium sulfate and 175 mL of acetic acid under nitrogen was added 7.00 g (74.9 mmol) of aniline by syringe and the mixture was stirred at room temperature for 15 min. To the stirring solution was added 61.0 g (288 mmol) of sodium triacetoxyborohydride and the mixture was stirred overnight. The mixture was concentrated and the residue was poured onto ice and neutralized with 2 N NaOH to pH 7.5. The mixture was extracted four times with chloroforn, and the organics washed once with brine. The solution was dried over Na2 SO4 and concentrated. The residue was triturated with ether to give 4.2 g of 70A as a white solid., 3612-20-2

3612-20-2 1-Benzylpiperidin-4-one 19220, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; Pfizer Inc; US5936089; (1999); A;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

3612-20-2, 1-Benzylpiperidin-4-one is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Synthesis of 1-Benzyl-3,3-dimethylpiperid-4-one 1-Benzylpiperid-4-one (9.45 g, 8.92 mL, 49.98 mmol, 1.0 eq) was added to a suspension of sodium hydride (3.50 g of a 60% suspension in oil, 87.50 mmol, 1.75 eq) in tetrahydrofuran (100 mL). Iodomethane (9.84 g, 3.93 mL, 62.96 mmol, 1.26 eq) was added and the reaction heated to 60 C. for 5 hours. The reaction was filtered and the filtrate concentrated. The residue was partitioned between EtOAc (150 mL) and water (150 mL). The aqueous phase was extracted with EtOAc (150 mL). The organics were combined, washed with brine (150 mL), dried (Na2SO4), and concentrated under reduced pressure. Column chromatography (silica, 20?60% EtOAc-hexane) yielded the title compound as a colourless oil; 1H nmr (CDCl3) delta 7.36-7.26 (5H, m, C6H5), 3.56 (2H, s, CH2C6H5), 2.72 (2H, t, J 6.0 Hz, pipH-5 or H-6), 2.51 (2H, t, J 6.0 Hz, pipH-5 or H-6), 2.41 (2H, s, pipH-2), 1.13 (6H, s, 2*CH3); and 1-benzyl-3-methylpiperidin-4-one (3.12 g) as a colourless oil.

3612-20-2, The synthetic route of 3612-20-2 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Rigel Pharmaceuticals, Inc.; Goff, Dane; Payan, Donald; Carroll, David; Shaw, Simon; Yasumichi, Hitoshi; (285 pag.)US9409884; (2016); B2;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.141774-61-0,tert-Butyl (piperidin-2-ylmethyl)carbamate,as a common compound, the synthetic route is as follows.

To a solution of Compound L (14.71 g, 46.7 mmol) in THF(250 mE) at -60 C. was added 0.5 M KHMDS solution inTHF (103 mE) dropwise. After stirring at -60 C. for 30 mithe reaction mixture was added to a solution of 4-nitrophenylchloroformate at -60 C. (9.41 g, 46.7 mmol) in THF (200This reaction mixture was then stirred for 30 mm at -60C., followed by addition of piperidine-2-yl-methylcarbamicacid tert-butyl ester, also referred to herein as (R,S)-piperi-dine-2-yl-methylcarbamic acid tert-butyl ester, (5.0 g, 23.3mmol) in portions. The reaction was allowed to warm toambient temperature and then stirred for 18 h. The reactionwas then concentrated under vacuum, and the residue dilutedwith EtOAc (500 mE). The mixture was then washed withwater (2×250 mE) and brine (250 mE). The organic layer wasseparated, dried over Na2504, and filtered. Removal of sol-vents under vacuum afforded crude Compound N. CrudeCompound N was purified by flash chromatography using100% EtOAc. Removal of solvent under vacuum affordedCompound N in 50% yield (6.5 g, 11.7 mmol) as a whitesolid. EC-MS [M+H] 556.1 (C30H41N307+H, calc: 555.3)., 141774-61-0

The synthetic route of 141774-61-0 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Signature Therapeutics, Inc.; Jenkins, Thomas E.; Husfeld, Craig O.; US9139612; (2015); B2;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1067915-34-7,Ethyl 1-benzyl-5,5-difluoro-4-oxopiperidine-3-carboxylate,as a common compound, the synthetic route is as follows.

1067915-34-7, 10245] A mixture of compound 6 (6.5 g, 21.9 mmol) in hydrochloric acid (6 N, 180 mE) was stirred at 1100 C. for 16 hours. The mixture was adjusted pH to 8 with 1 N aqueous NaOH solution. The mixture was extracted with EtOAc (180 mE), the organic layer was dried over Na2SO4 and concentrated in vacuo to give the crude product compound 7 as whitesolid. ECMS: 244 [M+1].

As the paragraph descriping shows that 1067915-34-7 is playing an increasingly important role.

Reference：
Patent; Novira Therapeutics, Inc.; Hartman, George D.; US2015/274652; (2015); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

189333-49-1, 3-Benzyl-3,9-diazaspiro[5.5]undecane is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Preparation of compound 2The mixture of the compound 1 (2.44 g) (US6291469, page 62, column 123), BoC2O (2 g) in MeOH (30 mL) was stirred overnight. After evaporation, the residue was purified by column to give the compound 2 (3 g, 87%).

189333-49-1, As the paragraph descriping shows that 189333-49-1 is playing an increasingly important role.

Reference：
Patent; ASTRAZENECA AB; WO2007/30061; (2007); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

4801-58-5,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.4801-58-5,Piperidin-1-ol,as a common compound, the synthetic route is as follows.

To a solution of 5,6-bis(4-chlorophenyl)pyrazine-2-carbonyl chloride, Inte. D (84 mg, 0.23 mmol) in DCM (1ml) was added slowly at room temperature a solution of hydroxypiperidine (93 mg, 0.91mmol) in pyridine (5 ml). After 40 minutes at room temperature, the solvent was removed in vacuo and the residue redissolved in diethyl ether. Extracted with 1M HC1 (aq) and K2CO3 (aq) and dried (MgSO4). The solvent was removed in vacuo to yield the subtitle compound (58 mg, 59%).JH NMR (399.964 MHz) 8 9.19 (s, 1H), 7.47-7.26 (m, 8H), 3.71-3.50 (m, 2H), 3.16-2.74 (m, 2H), 1.98-1.77 (m, 4H), 1.77-1.57 (m, 1H), 1.40-1.23 (m, 1H).13C NMR (100.58 MHz) 5 162.59,154.17, 151.20, 143.18,140.79,136.22, 136.17, 136.09,135.89, 131.42, 131.29, 129.08, 129.04, 57.87, 25.30, 23.27.MS m/z 428, 430, 432 (M+H)+.

As the paragraph descriping shows that 4801-58-5 is playing an increasingly important role.

Reference：
Patent; ASTRAZENECA AB; WO2004/111033; (2004); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

236406-22-7, 1-Boc-4-(Aminomethyl)-4-methylpiperidine is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a 0 oC solution of tert-butyl 4-(aminomethyl)-4-methylpiperidine-1- carboxylate (7.0 g, 30.66 mmol), NaHCO3 (3.86 g, 45.99 mmol) in ethanol (131 mL) and water (92 mL) was added benzyl chloroformate (4.4 mL, 30.66 mmol). The reaction mixture was stirred at room temperature for 2 hours and most of ethanol was removed under reduced pressure. The resulting mixture was extracted with Et2O (3 x 100 mL). Combined organic layers were washed with brine, dried over anhydrous MgSO4, filtrated and the volatiles were removed under reduced pressure. The resulting residue was purified on a silica gel pad (20 to 30% gradient of EtOAc/hexanes) to give tert-butyl 4-((benzyloxycarbonylamino)methyl)-4- methylpiperidine-1-carboxylate (9.78 g, 88% yield) as a yellowish oil.1H NMR (500 MHz, CDCl3) delta ppm 7.41- 7.29 (m, 5H), 5.17- 5.05 (m, 2H), 4.79 (br. s, 1H), 3.70- 3.58 (m, 2H), 3.22- 2.99 (m, 4H), 1.45 (s, 9H), 1.42- 1.35 (m, 2H), 1.31- 1.23 (m, 2H), 0.94 (s, 3H). MS (ES+) m/z 363 (M+1)., 236406-22-7

The synthetic route of 236406-22-7 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; RELAY THERAPEUTICS, INC.; D.E. SHAW RESEARCH, LLC; ALBRECHT, Brian K.; GIORDANETTO, Fabrizio; GREISMAN, Jack, Benjamin; MARAGAKIS, Paul; TAYLOR, Alexander M.; WALTERS, W. Patrick; (117 pag.)WO2018/57884; (2018); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem