Brief introduction of 31166-44-6

31166-44-6, The synthetic route of 31166-44-6 has been constantly updated, and we look forward to future research findings.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.31166-44-6,1-Cbz-Piperazine,as a common compound, the synthetic route is as follows.

2.6 g of 3-oxetanone, 1.0 g of sodium cyanoborohydride and 0.16 ml of acetic acid are added to a solution of 2.0 g of benzyl piperazine-1-carboxylate in 20 ml of acetonitrile and then stirred for 16 hours at RT. The reaction mixture is diluted with water and filtered through a Chem Elut.(R). cartridge, eluting with DCM. The combined organic phases are dried over MgSO4 and the solvent is evaporated under vacuum. The residue is purified by preparative HPLC and 1.7 g of a white solid is obtained.

31166-44-6, The synthetic route of 31166-44-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; SANOFI; US2012/277205; (2012); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Analyzing the synthesis route of 31166-44-6

The synthetic route of 31166-44-6 has been constantly updated, and we look forward to future research findings.

31166-44-6, 1-Cbz-Piperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step 1:; Preparation of 1-(benzyloxycarbonyl)-4-(2,3,6-trifluoro-4- nitrophenyl) piperazine; A solution of 2,3,4,5-tetrafluoronitrobenzene (10.0 g, 51.2 mmol) in DMSO (200 mL) is treated with N, N-diisopropylethylamine (6.95 g, 8.8 mL, 53.8 mmol) and then N-(benzyloxycarbonyl)piperazine (Aldrich, 11.8 g, 53.8 mmol) is added over 30 min at room temperature. The mixture is stirred overnight at ambient temperature. The mixture is diluted with H20 and the extracted with EtOAc. The combined organic extracts are washed with H20, brine, dried over Mg2S04, filtered and concentrated under reduced pressure. The residue is triturated with Et20 / hexanes. The solid is collected by filtration and dried under vacuum to give 18.70 g (92percent) of the title compound as a light yellow solid. HRMS calc’d. for C18H16F3N3O4: 396.1171; Found: 396.1190. Analytical calc’d. for C18H16F3N3O4: C, 54.69; H, 4.08; N, 10.63; Found: C, 54.56; H, 4.12; N, 10.62.

The synthetic route of 31166-44-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; PHARMACIA & UPJOHN COMPANY LLC; WO2005/113520; (2005); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Brief introduction of 31166-44-6

The synthetic route of 31166-44-6 has been constantly updated, and we look forward to future research findings.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.31166-44-6,1-Cbz-Piperazine,as a common compound, the synthetic route is as follows.

To a stirred solution of tert-butyl 2-methylsulfanyl-4-(trifluoromethylsulfonyloxy)-6,8-dihydro-5H-pyrido[3,4- -d]pyrimidine-7-carboxylate (46.0 g, 107 mmol, 1.00 eq) in DMF (500 mL) was added DIEA (27.7 g, 214 mmol, 37.4 mL, 2.00 eq) followed by benzyl piperazine-1-carboxylate (25.9 g, 117 mmol, 22.7 mL, 1.10 eq). The reaction was heated to 100¡ã C. for 1 hour under a nitrogen atmosphere. The reaction mixture was poured into ethyl acetate (300 mL), washed with H 2O (300 mL 3) and brine (200 mL), dried over anhydrous Na 2SO 4, filtered and concentrated under vacuum. The residue was purified by column chromatography (SiO 2, Petroleum ether/Ethyl acetate=1:0 to 5:1) to give tert-butyl 4-(4-benzyloxycarbonylpiperazin-1-yl)-2-methylsulfanyl-6,8-dihydro-5H-pyr- ido[3,4-d]pyrimidine-7-carboxylate (51.0 g, 96.9 mmol, 90.5% yield, 92.0% purity) as a white solid ESI MS m/z 500.3 [M+H] +.

The synthetic route of 31166-44-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Mirati Therapeutics, Inc.; Array BioPharma Inc.; Blake, James F.; Burgess, Laurence E.; Chicarelli, Mark Joseph; Christensen, James Gail; Cook, Adam; Fell, Jay Bradford; Fischer, John P.; Marx, Matthew Arnold; Mejia, Macedonio J.; Savechenkov, Pavel; Vigers, Guy P.A.; Smith, Christopher Ronald; Rodriguez, Martha E.; US2019/144444; (2019); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics