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

To a solution of tert-butyl 3-cyano-4-oxopiperidine-1-carboxylate (21 g, 93.6 mmol) in DCM (200 mL) at 0 C was added triethylamine (17 mL, 121 mmol), N,N-dimethylpyridin-4- amine (2.3 g, 18.7 mmol) and trifluoromethanesulfonic anhydride (20.4 mL, 121 mmol). The reaction was stirred at room temperature for 6 h. DCM (100 mL) was added and washed with water (200 mL), brine (200 mL). The organic layer was dried over anhydrous Na2SO4, filteredand concentrated in vacuo. The crude residue was purified by silica gel chromatography (petroleum ether / EtOAc = 3 : 1) to give the title compound (20 g, 60%) as a yellow solid. ?H NMR (400 IVIFIz, DMSO-d6) 4.26 (s, 2H), 3.62 – 3.56 (m, 2H), 2.73 – 2.62 (m, 2H), 1.42 (s, 9H)., 914988-10-6

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

Reference：
Patent; GENENTECH, INC.; CONSTELLATION PHARMACEUTICALS, INC.; CYR, Patrick; BRONNER, Sarah; ROMERO, F. Anthony; MAGNUSON, Steven; TSUI, Vickie Hsiao-Wei; MURRAY, Jeremy M.; WAI, John; LAI, Kwong Wah; WANG, Fei; CHEN, Kevin X.; (351 pag.)WO2017/205538; (2017); 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

914988-10-6, A mixture of tert-butyl 3 -cyano-4-oxopiperidine- 1 -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 in EtOAc (1 L) and washed with water (1 L x 2). The organic layer was dried over anhydrous Na2SO4, filtered and concentrated in vacuo to afford the title compound (230 g, 70%) as a colorless solid. ?HNMR (400 IVIHz, CD3OD) 4.28 (s, 2H), 3.66- 3.63 (m, 2H), 2.62-2.59 (m, 2H), 1.49 (s, 9H).

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

Reference：
Patent; GENENTECH, INC.; CONSTELLATION PHARMACEUTICALS, INC.; CYR, Patrick; BRONNER, Sarah; ROMERO, F. Anthony; MAGNUSON, Steven; TSUI, Vickie Hsiao-Wei; MURRAY, Jeremy M.; WAI, John; LAI, Kwong Wah; WANG, Fei; CHEN, Kevin X.; (351 pag.)WO2017/205538; (2017); 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

[0313] Step a: To a stirred suspension of 1-(2-methoxy-6-methylphenyl)hydrazine hydrochloride (3.77 g, 20.0 mmol) in EtOH (50 mL) and glacial acetic acid (10 mL, 208 mmol) was added tert-butyl 3-cyano-4-oxopiperidine-1-carboxylate (4.5 g, 22.0 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 tert-butyl 3-amino-2-(2-methoxy-6-methylphenyl)-6,7-dihydro-2H-pyrazolo[4,3-c]pyridine- 5(4H)-carboxylate . MS: (ES) m/z calculated for C19H27N4O3 [M + H]+ 359.2, found 359.2. Caution: Diazonium formation could be potentially dangerous, please handle with care and ware proper personal protection equipment.

914988-10-6, 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

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,914988-10-6

Into a 250-mL round-bottom flask, was placed tert-butyl 3-cyano-4-oxopiperidine-l-carboxylate (5 g, 22.30 mmol, 1.00 equiv), NH2NH2H20 (11.1 g, 223 mmol, 10.00 equiv), EtOH (100 mL). The resulting solution was stirred overnight at 25 oC. The resulting mixture was concentrated under vacuum. The residue was applied onto a silica gel column with chloroform/methanol (95/5). This resulted in 4.9 g (93%) of tert-butyl 3-amino-4,5,6,7-tetrahydro-2H-pyrazolo[4,3-c]pyridin-5-carboxylate as a white solid. MS (ES, m/z) [M+H]: 239.

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; THE ROCKEFELLER UNIVERSITY; PONDA, Manish P.; SELNICK, Harold; EGBERTSON, Melissa; BRESLOW, Jan L.; (179 pag.)WO2019/108565; (2019); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

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

To a solution of tert-butyl 3-cyano-4-oxopiperidine-1-carboxylate (13.6 g, 61 mmol) in 50 mL of dry toluene was added 2-(4-phenoxyphenylamino)acetonitrile (11.38 g, 51 mmol), followed by 4-methylbenzenesulfonic acid (1.36 g, 6.1 mmol). The resulting mixture was heated to reflux with a Dean-Stark for 5 h. After cooling down to RT, the mixture was washed with 50 mL of sat. NaHCO3 solution. The organic phase was collected, the aqueous phase was further extracted with EA (30 mL×3). The combined organic phases were dried over Na2SO4, filtered and concentrated under reduced pressure. The crude residue was purified by chromatograph on 300 g of silica gel (eluting with EA/PE=from to ) to give 7.3 g (27.8%) of the desired compound as a gray solid. 1H NMR (400 MHz, DMSO-d6) delta 7.41-7.34 (m, 2H), 7.28-7.23 (m, 2H), 7.16-7.10 (m, 1H), 7.10-7.05 (m, 2H), 7.04-6.99 (m, 2H), 4.86 (s, 2H), 3.97 (s, 2H), 3.50 (t, J=5.6 Hz, 2H), 2.44 (t, J=5.6 Hz, 2H), 1.42 (s, 9H). MS (ESI) m/e [M+23]+ 430.9

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; Wang, Zhiwei; Guo, Yunhang; US2015/5277; (2015); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

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

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 (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 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.

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

Reference：
Patent; CHEMOCENTRYX, INC.; FAN, Pingchen; LUI, Rebecca M.; SINGH, Rajinder; MALI, Venkat Reddy; ZENG, Yibin; ZHANG, Penglie; US2019/300526; (2019); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem