Day: November 4, 2020

24537-50-6, 2-Oxopiperidine-4-carboxylic acid is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of 2-oxopiperidine-4-carboxylic acid (21.3 g) in tetrahydrofuran (300 mL) was added 60% sodium hydride (18 g, containing mineral oil) under cooling to 0C. The reaction mixture was stirred for 30 min under cooling to 0C. To the reaction mixture was added dropwise 1- (bromomethyl) -2, 4-bis (trifluoromethyl) benzene (46 g) under cooling to 0C, and the mixture was further stirred at 80C for 2 days. Water was added to the reaction mixture under cooling to 0C, and the mixture was extracted with ethyl acetate. To the aqueous layer was further added 10% hydrochloric acid, and the mixture was extracted with ethyl acetate. The extract was dried over sodium sulfate, and the solvent was evaporated under reduced pressure to give the title compound (32 g) .? NMR (400 MHz, CDC13) delta 2.03-2.09 (1H, m) , 2.18-2.24 (1H, m) , 2.81-2.82 (2H, m) , 2.97-3.01 (1H, m) , 3.28-3.31 (2H, m) , 4.66 (1H, d, J = 16.0 Hz), 5.10 (1H, d, J = 16.0 Hz), 7.50 (1H, d, J = 8.0 Hz), 7.78 (1H, d, J = 8.0 Hz), 7.91 (1H, s) .MS (ESI+) : [M+H]+ 370., 24537-50-6

24537-50-6 2-Oxopiperidine-4-carboxylic acid 55286080, apiperidines compound, is more and more widely used in various fields.

Reference£º
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; MATSUMOTO, Shigemitsu; ONO, Koji; TOMINARI, Yusuke; KATOH, Taisuke; MIWA, Kazuhiro; HASUOKA, Atsushi; IMAMURA, Shinichi; WO2013/18929; (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.211108-50-8,tert-Butyl 3-fluoro-4-oxopiperidine-1-carboxylate,as a common compound, the synthetic route is as follows.

Sodium hydride in mineral oil (60percent, 0.18 g, 4.6 mmol) was suspended in THF (12 mL) and methyl 2-(dimethoxyphosphoryl)acetate (0.84 g, 4.6 mmol) was added drop wiseat 0 C. The reaction mixture was stirred at 0 00 for 1 h then tert-butyl-3-fluoro-4-oxo- piperidine-1-carboxylate (1.0 g, 4.6 mmol) in THF (5 mL) was added drop wise at 0 C. The reaction mixture was stirred at rtfor 16 h, then quenched with water (10 mL). The reaction mixture was extracted with EtOAc (3 x 20 mL), the organic layers were combined and washed with sat. NaHCO3 sol. (20 mL) and brine (20 mL) then dried(Na2504). The solvents were removed in vacuo and the residue was purified by column chromatography (normal phase, [Biotage SNAP cartridge KP-sil 25 g, 40-63 tim, 60 A, 25 mL per mm, gradient 0percent to 35percent EtOAc in Isohexane]) to give teit-butyl 3-fluoro-4-(2-methoxy-2-oxoethyl idene)pi peridine- 1 -carboxylate (0.94 g, 75percent).1H NMR: (400 MHz, DMSO-d6) oe: 1.39 (d, J = 2.5 Hz, 9 H), 2.20 – 2.35 (m, 1 H), 2.74 -2.96 (m, 2 H), 3.64 (d, J= 2.0 Hz, 3 H), 4.02-4.20 (m, 1 H), 4.22-4.43 (m, 1H), 5.05(ddd, J= 47.5, 4.5, 3.5 Hz, 1 H), 5.98 (5, 1 H), 6.19 (5, 0.5H), 6.31 (5, 0.5H)

211108-50-8, The synthetic route of 211108-50-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; HEPTARES THERAPEUTICS LIMITED; CONGREVE, Miles Stuart; BROWN, Giles Albert; TEHAN, Benjamin Gerald; PICKWORTH, Mark; CANSFIELD, Julie Elaine; (105 pag.)WO2015/140559; (2015); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

496807-97-7, 3,3-Difluoropiperidine hydrochloride is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

496807-97-7, Step 2:; To a solution of 37a2 (100 mg, 0.18 mmol) and 3,3-difluoropiperidine hydrochloride (31 mg, 0.20 mmol) in DCE (1.5 ml.) is added NaBH(OAc)3 (52 mg, 0.25 mmol). The mixture is stirred at RT overnight, then water is added. The mixture is extracted with DCM (3x), the organics are dried and concentrated under reduced pressure. Purification by combiflash (15% EtOAc in hex) gives 37a3.

The synthetic route of 496807-97-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GmbH; WO2009/76747; (2009); 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.324769-03-1,(3S,5R)-1-Benzyl-3,5-dimethylpiperidin-4-one,as a common compound, the synthetic route is as follows.

(3R,5S)-1-Benzyl-3,5-dimethyl-piperidin-4-one (from preparation 14) was dissolved in ethanol (200 mL) and di-tert-butyl dicarbonate (5.08 g, 23 mmol) was added, followed by palladium hydroxide on carbon (20% on carbon, 200 mg) and the reaction mixture placed under 40 atmosphere pressure of hydrogen and stirred overnight at room temperature. The reaction mixture was then filtered through a pad of Celite and Arbocel and concentrated in vacuo to afford a yellow oil which crystallised on standing to afford the title compound (5.2 g, 90%) of sufficient purity to use directly in the next stage (preparation 10). 1H NMR (400 MHz, CDCl3) delta 1.03 (6H, d), 1.49 and 1.52 [9H, 2¡Ás (Rotamers)], 2.48-2.76 (4H, m), 4.24-4.53 (2H, m).

324769-03-1, The synthetic route of 324769-03-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Pfizer Inc; US2005/176772; (2005); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

73874-95-0, tert-Butyl piperidin-4-ylcarbamate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

73874-95-0, 10 g (0.050 mol, 1 eq) of 4-boc-amino-piperidine, 6 g (0.060 mol, 1.2 eq) of tetrahydro- 4H-pyran-4-one, 16 g (0.075 mol, 1.5 eq) of sodium triacetoxyborohydride, and 3 g (0.050 mol, 1 eq) of acetic acid were combined in 600 mL of dichloroethane and stirred at ambient temperature. After two days, the reaction was washed with 2 x 200 mL saturated sodium bicarbonate. The organic layer was separated, dried with sodium sulfate, and evaporated to yield 9.2 g (65% yield) of 1 ,1-dimethylethyl [1-(tetrahydro-2H-pyran-4-yl)-4- piperidinyl]carbamate as a white solid. 1H-NMR (400 MHz, DMSO-Of6): delta 6.73 (d, J = 7.6 Hz, 1 H), 3.86 (m, 2H), 3.24 (app t, 2H), 3.16 (m, 1 H), 2.81 (m, 4H), 2.37 (m, 1 H), 2.07 (app t, 2H), 1.73-1.59 (m, 4H), 1.44-1.24 (m, 4H), 1.37 (s, 9H).

The synthetic route of 73874-95-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; GLAXO GROUP LIMITED; WO2007/36711; (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.138163-07-2,1-Benzyl 4-methyl piperidine-1,4-dicarboxylate,as a common compound, the synthetic route is as follows.

General procedure: A 0.2 M solution of the corresponding methyl ester in aq NH4OH (28-30%) was stirred at r.t. for 16 h. The solvent was evaporated to affordthe amide, which was, in some cases, purified by silica gel chromatography. The known amides 3, 33 5a,34 5b, 6c 5h,35 11a,36 11b,37 11c,3611e,38 11h,4 11i,39 11j,39 13,40 14,41 20,42 and 2343 were synthesized following the general procedure described above. Compound 5e was synthesized following the literature.44, 138163-07-2

The synthetic route of 138163-07-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Keita, Massaba; Vandamme, Mathilde; Paquin, Jean-Francois; Synthesis; vol. 47; 23; (2015); p. 3758 – 3766;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

290328-55-1, 4-(Methylsulfonyl)piperidine is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step 3 Preparation of (S)-benzyl 4-((1R,3aS,5aR,5bR,7aR,11aS,11bR,13aR,13bR)-5a,5b,8,8,11a-pentamethyl-3a-((2-(4-(methylsulfonyl)piperidin-1-yl)ethyl)amino)-1-(prop-1-en-2-yl)-2,3,3a,4,5,5a,5b,6,7,7a,8,11,11a,11b,12,13,13a,13b-octadecahydro-1H-cyclopenta[a]chrysen-9-yl)cyclohex-3-enecarboxylate To a flask containing a suspension of (S)-benzyl 4-((1R,3 aS,5aR,5bR,7aR,11aS,11bR,13aR,13bR)-3a-(aziridin-1-yl)-5a,5b,8,8,11a-pentamethyl-1-(prop-1-en-2-yl)-2,3,3a,4,5,5a,5b,6,7,7a,8,11,11a,11b,12,13,13a,13b-octadecahydro-1H-cyclopenta[a]chrysen-9-yl)cyclohex-3-enecarboxylate (0.044 g, 0.067 mmol) in 1,4-dioxane (2 mL) was added Hunig’s base (0.070 mL, 0.402 mmol) followed by 4-(methylsulfonyl)piperidine, HCl (0.067 g, 0.335 mmol). The flask attached to a reflux condensor and was heated to 95 C. for 15 h, then was cooled to rt. The crude mixture was adsorbed to silica gel and was purified by flash chromatography using a 10-75% ethyl acetate in hexanes gradient and a 12 g silica gel column. The fractions containing the expected product were combined and concentrated under reduced pressure to give (S)-benzyl 4-((1R,3aS,5aR,5bR,7aR,11aS,11bR,13aR,13bR)-5a,5b,8,8,11a-pentamethyl-3a-((2-(4-(methylsulfonyl)piperidin-1-yl)ethyl)amino)-1-(prop-1-en-2-yl)-2,3,3a,4,5,5a,5b,6,7,7a,8,11,11a,11b,12,13,13a,13b-octadecahydro-1H-cyclopenta[a]chrysen-9-yl)cyclohex-3-enecarboxylate (0.033 g, 0.041 mmol, 60.6% yield) as a clear, colorless film. LCMS: m/e 813.8 (M+H)+, 2.17 min (method 1). 1H NMR (500 MHz, chloroform-d) delta=7.40-7.29 (m, 5H), 5.37-5.33 (m, 1H), 5.16 (dd, J=6.1, 1.7 Hz, 1H), 5.14 (s, 2H), 4.71 (d, J=1.7 Hz, 1H), 4.59 (s, 1H), 3.17-3.06 (m, 2H), 2.83 (s, 3H), 2.86-2.78 (m, 1H), 2.65-2.53 (m, 4H), 2.49-2.42 (m, 2H), 2.38-2.30 (m, 2H), 2.19-2.12 (m, 4H), 1.69 (s, 3H), 1.08 (s, 3H), 0.96 (s, 6H), 0.89 (s, 3H), 0.85 (s, 3H), 2.12-0.82 (m, 29H)., 290328-55-1

290328-55-1 4-(Methylsulfonyl)piperidine 22275038, apiperidines compound, is more and more widely used in various fields.

Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; Swidorski, Jacob; Meanwell, Nicholas A.; Regueiro-Ren, Alicia; Sit, Sing-Yuen; Chen, Jie; Chen, Yan; US2013/210787; (2013); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

1209780-71-1, tert-Butyl 3,3-difluoro-4-hydroxypiperidine-1-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Tert-butyl 3,3-difluoro-4-hydroxypiperidine-1-carboxylate (8-1) (100 mg, 0.42 mmol) and tetrahydrofuran (5 mL) were added to a 25 mL flask, and cooled to 0 C under protection of nitrogen, sodium hydride (20 mg, 0.5 mmol) was added thereto, and the reaction was performed for 30 minutes. Iodomethane (120 mg, 0.84 mmol) was then added thereto, and the reaction was performed for 16 hours. The reaction solution was slowly poured into water, and a crude product of the title compound 100 mg was obtained after work-up, and was used directly for the next reaction without purification. ESI-MS (m/z): 252.2 [M+H]+,, 1209780-71-1

1209780-71-1 tert-Butyl 3,3-difluoro-4-hydroxypiperidine-1-carboxylate 56932106, apiperidines compound, is more and more widely used in various fields.

Reference£º
Patent; Sichuan Kelun-Biotech Biopharmaceutical Co., Ltd.; SONG, Shuai; CAI, Jiaqiang; TIAN, Qiang; ZENG, Hong; SONG, Hongmei; DENG, Hanwen; TANG, Zujian; DUAN, Xiaofan; LONG, Rongrong; LIU, Yao; WANG, Lichun; WANG, Jingyi; (80 pag.)EP3508483; (2019); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

79421-45-7,79421-45-7, 1-(4-Nitrophenyl)piperidin-4-ol is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Reference Example 6 Synthesis of Compound 13 [Show Image] Compound 12 (1.50 g, 6.75 mmol) was dissolved in methanol (25 ml), 10% palladium-carbon (150 mg) was added, and the interior of the system was replaced with a hydrogen gas. After stirred at room temperature for 2 hours, the reaction solution was filtered using Celite, and washed with methanol. The filtrate, and the washing solution were combined, and the solvent was distilled off under reduced pressure to obtain Compound 13 (1.28 g, yield 99%). 1H-NMR (CDCl3 / TMS) deltappm: 1.70-1.80 (m, 2H), 2.07 (br, 2H), 2.84 (br, 2H), 3.37 (br, 3H), 3.85 (br, 1H), 6.65 (d, J = 8.4Hz, 2H), 6.91 (br, 2H).

As the paragraph descriping shows that 79421-45-7 is playing an increasingly important role.

Reference£º
Patent; SHIONOGI & CO., LTD.; EP1988077; (2008); 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.1155-56-2,1-Benzyl-N-phenylpiperidin-4-amine,as a common compound, the synthetic route is as follows.

Reference Example 2 N-(1-Benzyl-4-piperidinyl)-N-phenylacetamide (1-Benzyl-4-piperidinyl)-phenylamine obtained in Step1 of Reference Example 1 was heated in acetic anhydride at 70C to obtain the oily title compound.

1155-56-2, 1155-56-2 1-Benzyl-N-phenylpiperidin-4-amine 70865, apiperidines compound, is more and more widely used in various fields.

Reference£º
Patent; Takeda Pharmaceutical Company Limited; EP1559428; (2005); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem