Category: 914988-10-6

914988-10-6, tert-Butyl 3-cyano-4-oxopiperidine-1-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A mixture of 3-(6-phenylpyridin-3-yl)-6,7-dihydro-5H-pyrazolo[l ,5- a]pyrrolo[3,4-d]pyrimidin-8-amine (0.36 mmol), D-(-)-lactic acid (42.2 mg, 0.47 mmoL), EDC (137.8 mg, 0.72 mmol), HOBt (97.4 mg, 0.72mmol) and DIEA (376.3uL, 2.16 mraol) in DMF (3 mL) was stirred at room temperature overnight. Purification with prep-LC provided (R)-l- (8-amino-3-(6-phenylpyridin-3-yl)-5H-pyrazolo[l,5-a]pyrrolo[3,4-d]pyrimidin-6(7H)-yl)-2- hydroxypropan-l-one: LCMS tR = 2.68 Min (10 min run, UV254nm)5 Mass calculated for, M+ 414.2, observed LC/MS m/z 415.1 (M+H)., 914988-10-6

As the paragraph descriping shows that 914988-10-6 is playing an increasingly important role.

Reference：
Patent; SCHERING CORPORATION; MENG, Zhaoyang; REDDY, Panduranga Adulla P.; SIDDIQUI, M. Arshad; WO2012/47569; (2012); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

914988-10-6, tert-Butyl 3-cyano-4-oxopiperidine-1-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a stirred suspension of 51 (2-isobutoxy-6-methylphenyl)hydrazine hydrochloride (8.0 g, 39.9 mmol) in 42 EtOH (60 mL) and 53 glacial acetic acid (12 mL, 208 mmol) was added 54 tert-butyl 3-cyano-4-oxopiperidine-1-carboxylate (5.0 g, 22.3 mmol) at room temperature. The resulting mixture was stirred under reflux for 16 h. After removal of solvent under reduced pressure, the residue was dissolved in 38 EtOAc and washed with 2 N aqueous NaOH, brine, and dried over MgSO4. The solvent was removed under reduced pressure and the residue was purified by silica gel flash chromatography (5 to 55% EtOAc in hexanes) to give 55 tert-butyl 3-amino-2-(2-isobutoxy-6-methylphenyl)-2,4,6,7-tetrahydro-5H-pyrazolo[4,3-c]pyridine-5-carboxylate. MS: (ES) m/z calculated for C22H33N4O3 [M+H]+ 401.2, found 401.2., 914988-10-6

914988-10-6 tert-Butyl 3-cyano-4-oxopiperidine-1-carboxylate 42609283, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; CHEMOCENTRYX, INC.; FAN, Pingchen; LANGE, Christopher W.; MALATHONG, Viengkham; MALI, Venkat Reddy; PUNNA, Sreenivas; TANAKA, Hiroko; ZENG, Yibin; ZHANG, Penglie; (210 pag.)US2019/192491; (2019); 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.914988-10-6,tert-Butyl 3-cyano-4-oxopiperidine-1-carboxylate,as a common compound, the synthetic route is as follows.

914988-10-6, To a stirred solution of sodium bis(trimethylsilyl)amide (1.0M in tetrahydrofuran) (5.89 mL, 5.89 mmol) in tetrahydrofuran (4 mL) at -78C was added slowly tert-butyl 3-cyano-4-oxopiperidine- 1 -carboxylate (1.2 g, 5.35 mmol) in tetrahydrofuran (3 mL). The reaction mixture was stirred for 30 minutes and then treated over 15 minutes with a solution of 1 , 1 , 1 -trifluoro-N-phenyl-N- ((trifluoromethyl)sulfonyl)methanesulfonamide (2.103 g, 5.89 mmol) in tetrahydrofuran (5 mL). The mixture was stirred at -78C for 1.5 hours, allowed to warm to room temperature for 30 minutes and quenched by the addition of water (12.5 mL). The mixture was extracted with ether, and the organic layer was washed with brine, dried over Na2S04, filtered and concentrated in vacuo. The residue was purified by falsh chromatography on Analogix IntelliFlash280 eluting with 5 – 50% ethyl acetate/hexanes to afford the title compound (-85% pure). MS (ESI+) m/z 374 (M+NH4)+.

The synthetic route of 914988-10-6 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; ABBVIE INC.; ABBVIE PHARMACEUTICAL TRADING (SHANGHAI) CO., LTD.; TONG, Yunsong; BRUNCKO, Milan; CLARK, Richard F.; CURTIN, Michael L.; FLORJANCIC, Alan S.; FREY, Robin R.; GONG, Jianchun; HANSEN, Todd M.; JI, Zhiqin; LAI, Chunqiu; MASTRACCHIO, Anthony; MICHAELIDES, Michael; MIYASHIRO, Juliem; RISI, Roberto M.; SONG, Xiaohong; TAO, Zhi-fu; WOODS, Keith W.; ZHU, Guidong; PENNING, Thomas; SOUERS, Andrew; GOSWAMI, Rajeev; IQUTURI, Omprakash Reddy; DABBEERU, Madhu Babu; WO2014/139328; (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.914988-10-6,tert-Butyl 3-cyano-4-oxopiperidine-1-carboxylate,as a common compound, the synthetic route is as follows.,914988-10-6

To a solution of (±)-tert-butyl 3-cyano-4-oxo-piperidine-1-carboxylate (200 mg, 892 mumol, CAS 914988-10-6) in acetone (50 mL) was added potassium carbonate (370 mg, 2.68 mmol) and methyl iodide (380 mg, 2.68 mmol) in one portion. The reaction was stirred at 30 C for 12 hrs. On completion, 20 mL water was added to the solution. Then the solution was extracted with ethyl acetate (3 x 30 mL), washed with water (100 mL), dried over anhydrous sodium sulfate, and concentrated in vacuo to give the title compound. 1H NMR (400MHz, CDCl3) delta = 4.25 (s, 2H), 2.85 – 2.80 (m, 2H), 2.50 – 2.45 (m, 2H), 1.40 (s, 3H), 1.39 (s, 9H).

914988-10-6 tert-Butyl 3-cyano-4-oxopiperidine-1-carboxylate 42609283, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; RAZE THERAPEUTICS, INC.; MAINOLFI, Nello; MOYER, Mikel P.; (208 pag.)WO2017/156177; (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.914988-10-6,tert-Butyl 3-cyano-4-oxopiperidine-1-carboxylate,as a common compound, the synthetic route is as follows.

914988-10-6, [0280] Step a: N,N-diisopropylethylamine (6 mL, 34.5 mmol) was added to a mixture of (2,6- dimethylphenyl)hydrazine hydrochloride (5 g, 28.9 mmol), tert-butyl 3-cyano-4-oxopiperidine- 1-carboxylate (5 g, 22.3 mmol) and EtOH (60 mL) in a 250 mL round bottom flask under magnetic stirring. The resulting mixture was stirred under reflux for 3 h. Glacial acetic acid (6 mL, 104 mmol) was added and the mixture was stirred under reflux for another 2 h. After removal of solvent under reduced pressure, the residue was dissolved in EtOAc and washed with aqueous NaOH (2N), brine and dried over MgSO4. The solvent was removed under reduced pressure and the residue was purified by silica gel flash chromatography (5 to 55% EtOAc in hexanes) to give tert-butyl 3-amino-2-(2,6-dimethylphenyl)-6,7-dihydro-2H-pyrazolo[4,3- c]pyridine-5(4H)-carboxylate . MS: (ES) m/z calculated for C19H27N4O2 [M + H]+ 343.2, found 343.2. Caution: Diazonium formation could be potentially dangerous, please handle with care and ware proper personal protection equipment.

As the paragraph descriping shows that 914988-10-6 is playing an increasingly important role.

Reference：
Patent; CHEMOCENTRYX, INC.; FAN, Pingchen; LANGE, Christopher W.; LUI, Rebecca M.; MALATHONG, Viengkham; MALI, Venkat Reddy; PUNNA, Sreenivas; SINGH, Rajinder; TANAKA, Hiroko; ZENG, Yibin; ZHANG, Penglie; (284 pag.)WO2018/222598; (2018); 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.914988-10-6,tert-Butyl 3-cyano-4-oxopiperidine-1-carboxylate,as a common compound, the synthetic route is as follows.

[00229] To a mixture of tert-butyl 3-cyano-4-oxopiperidine-1 -carboxylate (2 g, 8.92 mmol) in water (27 mL) at rt was added NaOH (2.68 mL, 26.8 mmol) and the resultant mixture was stirred at 70 00 for 2 hours. After cool to rt, the white precipitate was collected by filtration and washed water three times and dried. The product was further dried under high vacuum at 50 CC to give product 1 .90 g (89 % yield). LCMS (m/z): 240.4 [M+H].

914988-10-6, The synthetic route of 914988-10-6 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; NOVARTIS AG; FU, Jiping; LINDVALL, Mika; MANNING, James R.; MCENROE, Glenn; (103 pag.)WO2019/97479; (2019); 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.914988-10-6,tert-Butyl 3-cyano-4-oxopiperidine-1-carboxylate,as a common compound, the synthetic route is as follows.

914988-10-6, [0308] Step d: To a stirred suspension of (2-isobutoxy-6- methylphenyl)hydrazine hydrochloride (8 g, 39.9 mmol) in EtOH (60 mL) and glacial acetic acid (12 mL, 208 mmol) was added tert-butyl 3-cyano-4-oxopiperidine-1-carboxylate (5 g, 22.3 mmol) at room temperature. The resulting mixture was stirred under reflux for 16 h. After removal of solvent under reduced pressure, the residue was dissolved in EtOAc and washed with aqueous NaOH (2 N), brine and dried over MgSO4. The solvent was removed under reduced pressure and the residue was purified by silica gel flash chromatography (5 to 55% EtOAc in hexanes) to give l 3- amino-2-(2-isobutoxy-6-methylphenyl)-6,7-dihydro-2H-pyrazolo[4,3-c]pyridine-5(4H)- carboxylate . MS: (ES) m/z calculated for C22H33N4O3 [M + H]+ 401.2, found 401.2. Caution: Diazonium formation could be potentially dangerous, please handle with care and ware proper personal protection equipment.

The synthetic route of 914988-10-6 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; CHEMOCENTRYX, INC.; FAN, Pingchen; LANGE, Christopher W.; LUI, Rebecca M.; MALATHONG, Viengkham; MALI, Venkat Reddy; PUNNA, Sreenivas; SINGH, Rajinder; TANAKA, Hiroko; ZENG, Yibin; ZHANG, Penglie; (284 pag.)WO2018/222598; (2018); 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.914988-10-6,tert-Butyl 3-cyano-4-oxopiperidine-1-carboxylate,as a common compound, the synthetic route is as follows.

914988-10-6, A mixture of tert-butyl 3-eyano-4-oxopiperidine- I -carboxylate (310 g, 1.38 mol) and hydrazine mono-hydrate (140 mL, 2.08 mol) in EtOH (1.5 L) was heated to 60 C for 2 h. The mixture was concentrated in vacuo to give the crude product that was dissolved inEtOAc (1 L) and washed with water (1 L x 2), The organic layer was dried over anhydrousNa2SO4, filtered and concentrated in vacuo to afford the title compound (230 g, 70%) as acolorless solid, ?H NMR (400 MHz, CD3OD) 6 4.28 (s, 211), 3.66 -3.63 (m, 211), 2.62 – 2.59(m, 211), 1.49 (s, 9H).

As the paragraph descriping shows that 914988-10-6 is playing an increasingly important role.

Reference：
Patent; GENENTECH, INC.; CONSTELLATION PHARMACEUTICALS, INC.; ROMERO, F. Anthony; MAGNUSON, Steven; PASTOR, Richard; TSUI, Vickie Hsiao-Wei; MURRAY, Jeremy; CRAWFORD, Terry; ALBRECHT, Brian, K.; COTE, Alexandre; TAYLOR, Alexander, M.; LAI, Kwong Wah; CHEN, Kevin, X.; BRONNER, Sarah; ADLER, Marc; EGEN, Jackson; LIAO, Jiangpeng; WANG, Fei; CYR, Patrick; ZHU, Bing-Yan; KAUDER, Steven; (0 pag.)WO2016/86200; (2016); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

914988-10-6,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.914988-10-6,tert-Butyl 3-cyano-4-oxopiperidine-1-carboxylate,as a common compound, the synthetic route is as follows.

[0127] Step b: N,N-diisopropylethylamine (8 mL, 46.0 mmol) was added to a mixture of (2,6- diethylphenyl)hydrazine hydrochloride (8 g, 39.9 mmol), tert-butyl 3-cyano-4-oxopiperidine-1- carboxylate (5 g, 22.3 mmol) and EtOH (60 mL) in a 250 mL round bottom flask under magnetic stirring. The resulting mixture was stirred under reflux for 3 h. Glacial acetic acid (12 mL, 208 mmol) was added and the mixture was stirred under reflux for another 2 h. The solvent was removed under reduced pressure and the residue was dissolved in EtOAc and washed with NaOH solution (2N), brine, and dried over MgSO4. The solvent was removed under reduced pressure and the residue was purified by silica gel flash chromatography (5 to 55% EtOAc in hexanes) to give tert-butyl 3-amino-2-(2,6-diethylphenyl)-6,7-dihydro-2H-pyrazolo[4,3- c]pyridine-5(4H)-carboxylate . MS: (ES) m/z calculated for C21H31 N4O2 [M + H]+ 371.2, found 371.2. Caution: Diazonium formation could be potentially dangerous, please handle with care and wear proper personal protection equipment.

914988-10-6 tert-Butyl 3-cyano-4-oxopiperidine-1-carboxylate 42609283, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; CHEMOCENTRYX, INC.; FAN, Pingchen; LANGE, Christopher W.; LUI, Rebecca M.; MALATHONG, Viengkham; MALI, Venkat Reddy; PUNNA, Sreenivas; SINGH, Rajinder; TANAKA, Hiroko; ZENG, Yibin; ZHANG, Penglie; (284 pag.)WO2018/222598; (2018); 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.914988-10-6,tert-Butyl 3-cyano-4-oxopiperidine-1-carboxylate,as a common compound, the synthetic route is as follows.

To a solution of (±)-tert-butyl 3-cyano-4-oxo-piperidine-1-carboxylate (3.00 g, 13.3 mmol, CAS 914988-10-6) in acetone (25 mL) was added potassium carbonate (3.70 g, 26.7 mmol) and iodoethane (4.17 g, 26.7 mmol). The mixture was stirred at 25 C for 16 hrs. On completion, the reaction mixture was concentrated in vacuo to give a residue. The residue was diluted with ice water (20 mL) and extracted with dichloromethane (3 × 20 mL). The combined organic layers were washed with brine (60 mL), dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure to give the title compound, which was used in the next step directly without further purification. 1H NMR (400MHz, CDCl3) delta = 3.84 – 3.71 (m, 3H), 3.57 (t, J = 5.7 Hz, 1H), 2.79 – 2.72 (m, 1H), 2.60 – 2.50 (m, 1H), 2.36 (br. s., 1H), 2.07 – 1.99 (m, 1H), 1.53 (s, 9H), 1.12 (t, J = 7.5 Hz, 3H)., 914988-10-6

914988-10-6 tert-Butyl 3-cyano-4-oxopiperidine-1-carboxylate 42609283, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; RAZE THERAPEUTICS, INC.; MAINOLFI, Nello; MOYER, Mikel P.; (208 pag.)WO2017/156177; (2017); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem