Category: 169447-70-5

169447-70-5, (S)-tert-Butyl 2-methylpiperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

169447-70-5, To a solution of 2,6-difluorobenzonitrile (0.8g, 5.7 mmol) in DMF (10 mL) was added (S)-tert-butyl 2-methylpiperazine-l-carboxylate (1.14 g, 5.7 mmol) and K2CO3 (2.35g, 17. Immol). The solution was stirred for 17 hrs at 100C, then concentrated to give the crude. The crude was purified by chromatography (silica, EtOAc/PE = 1/10) to afford (S)-/er/-butyl-4-(2- cyano-3-fluorophenyl)-2-methylpiperazine-l-carboxylate (0.6 g, 1.88 mmol, 33%) as a white solid. MS (EI+, m/z): 320 [M+H]+.

As the paragraph descriping shows that 169447-70-5 is playing an increasingly important role.

Reference£º
Patent; NAVITOR PHARMACEUTICALS, INC.; O’NEILL, David John; SAIAH, Eddine; KANG, Seong Woo Anthony; BREARLEY, Andrew; BENTLEY, Jonathan; (184 pag.)WO2018/89493; (2018); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.169447-70-5,(S)-tert-Butyl 2-methylpiperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

Acryloyl chloride (1.34 mL, 16.5 mmol) was added to a solution of (S)-1-boc-2-methyl-piperazine (3.00 g, 15.0 mmol, Boc Sciences, Shirley, N.Y.) in THF (30.0 mL) at -10 C., and the resulting mixture was stirred at -10 C. for 5 min. Triethylamine (6.26 mL, 44.9 mmol) was then slowly added, and the resulting mixture was stirred at -10 C. for 15 min, then allowed to warm to rt. The reaction mixture was partitioned between EtOAc and saturated aqueous NaHCO3. The aqueous layer was extracted with EtOAc (3¡Á), and the organic layers were then combined, dried over MgSO4, filtered, and concentrated in vacuo. Chromatographic purification of the residue (silica gel, 0-100% EtOAc in heptane) furnished (S)-tert-butyl 4-acryloyl-2-methylpiperazine-1-carboxylate: 1H NMR (400 MHz, DMSO-d6) delta 6.72-6.85 (m, 1H) 6.10-6.18 (m, 1H) 5.68-5.76 (m, 1H) 4.08-4.32 (m, 2H) 3.68-4.03 (m, 2H) 2.86-3.14 (m, 2H) 2.66-2.80 (m, 1H) 1.38-1.43 (s, 9H) 0.96-1.04 (m, 3H). m/z (ESI, +ve) 277.3 (M+Na)+., 169447-70-5

The synthetic route of 169447-70-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Amgen Inc.; LANMAN, Brian Alan; CHEN, Jian; REED, Anthony B.; CEE, Victor J.; LIU, Longbin; KOPECKY, David John; LOPEZ, Patricia; WURZ, Ryan Paul; NGUYEN, Thomas T.; BOOKER, Shon; NISHIMURA, Nobuko; SHIN, Youngsook; TAMAYO, Nuria A.; ALLEN, John Gordon; ALLEN, Jennifer Rebecca; (266 pag.)US2018/334454; (2018); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.169447-70-5,(S)-tert-Butyl 2-methylpiperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

Methanesulfonyl chloride (232 1iL, 3.00 mmol) was slowly added at OC to a solution of tert-butyl (28)-2-methylpiperazine- 1 -carboxylate (300 mg, 1.5 mmol) and triethylamine (835 1iL, 6 mmol) in methylene chloride (6 mL). After stirring at r.t. for 1 h, reaction mixture was carefully quenched by addition of water and the desired product was extracted with ethyl acetate. The organic phase was washed with brine, dried over sodium sulfate, and filtered.The filtrate was concentrated under reduced pressure. The resulting residue was purified by Biotage Isolera (flash purification system with hexane/ethyl acetate at a ratio from 0 to 100%) to give tert-butyl (25)-2-methyl-4-(methylsulfonyl)piperazine- 1 -carboxylate (404 mg, 97%). LCMS calculated for C6H15N202S (M+H-Boc) m/z = 179.1; found: 179.1., 169447-70-5

The synthetic route of 169447-70-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; INCYTE CORPORATION; VECHORKIN, Oleg; LI, Yun-Long; SOKOLSKY, Alexander; WANG, Anlai; ZHU, Wenyu; ZHUO, Jincong; (185 pag.)WO2017/59251; (2017); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.169447-70-5,(S)-tert-Butyl 2-methylpiperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

Description 149(S)-tert-butyl 4-(5-fluoro-2-methyl-3-nitrobenzyl)-2-methylpiperazine-1-carboxylate (D149)To a solution of 5-fluoro-2-methyl-3 -nitrobenrzaldehyde (D142, 10 g) and (S)-tert-butyl 2-methylpiperazine-l-carboxylate (12.03 g) in DCM (120 mL) was added drops of acetic acid (3.28 g) and the mixture was stirred at RT for 1 hour. Sodium triacetoxyhydroborate (23.15 g) was added to the mixture in ice-bath and the mixture was stirred at RT overnight and quenched with saturated NaHCO3 solution. The organic layer was dried with anhydrous Na2SO4, filtered and the filtrate evaporated in vacuo to give the title compound (22.17 g) as a syrup. MS (ESI): C18H26FN304requires 367; found 368 {M+H]., 169447-70-5

The synthetic route of 169447-70-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; GLAXOSMITHKLINE (CHINA) R&D COMPANY LIMITED; DENG, Jing; LEI, Hui; MA, Xin; LIN, Xichen; WO2015/180612; (2015); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

169447-70-5, (S)-tert-Butyl 2-methylpiperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A mixture of K2CO3 (8.8 g, 63.8 mmol), l-fluoro-3 -nitrobenzene (3 g, 21.3 mmol), and (S)-tert-butyl-2-methylpiperazine-l-carboxylate (4.26 g, 21.3 mmol) in DMSO (80 mL) was stirred at 130C for 16 hrs. The mixture was then filtered and the filtrate was washed with water, extracted with EtOAc, and purified by chromatography (silica, EtOAc/PE = 1/10) to afford (,S)- tert-butyl-2-methyl-4-(3-nitrophenyl)piperazine-l-carboxylate (1.98 g, 6.18 mmol, 29%). ESI-MS (EI+, m/z): 222.2 [M-99]+., 169447-70-5

The synthetic route of 169447-70-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; NAVITOR PHARMACEUTICALS, INC.; O’NEILL, David John; SAIAH, Eddine; KANG, Seong Woo Anthony; BREARLEY, Andrew; BENTLEY, Jonathan; (184 pag.)WO2018/89493; (2018); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.169447-70-5,(S)-tert-Butyl 2-methylpiperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

Step 2: (S)-tert-butyl 2-methyl-4-(1-((2-(trimethylsilyl)ethoxy)methyl)-1H-indol-5-yl)piperazine-1-carboxylate To a solution of 5-bromo-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-indole (2 g, 6.13 mmol) and (S)-tert-butyl-2-methylpiperazine-1-carboxylate (1.23 g, 6.13 mmol) in toluene (20 mL) was added Pd2(dba)3 (281 mg, 0.31 mmol), BINAP (381 mg, 0.613 mmol), and t-BuONa (1.17 g, 12.26 mmol). The mixture was stirred at 80 C. for 5 hrs under nitrogen. The resulting mixture was concentrated in vacuo and the residue was purified by column chromatography on silica gel to give (S)-tert-butyl-2-methyl-4-(1-((2-(trimethylsilyl)ethoxy)methyl)-1H-indol-5-yl)piperazine-1-carboxylate (645 mg, 1.45 mmol, 16.5%) as a yellow liquid. ESI-MS (EI+, m/z): 446.4 [M+H]+., 169447-70-5

The synthetic route of 169447-70-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Navitor Pharmaceuticals, Inc.; O’Neill, David John; Saiah, Eddine; Kang, Seong Woo Anthony; Brearley, Andrew; Bentley, Jonathan; (136 pag.)US2019/389843; (2019); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

169447-70-5, (S)-tert-Butyl 2-methylpiperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step 1: Preparation of tert-butyl (2S)-4-[[2-fluoro-4-(morpholin-4-yl)phenyl]methyl]-2- methylpiperazine-l-carboxylate [00251] A 100-mL round-bottom flask was charged with 2-fluoro-4-(morpholin-4- yl)benzaldehyde (0.800 g, 3.82 mmol, 1.00 equiv), tert-butyl (2S)-2-methylpiperazine-l- carboxylate (0.840 g, 4.20 mmol, 1.10 equiv), and 1,2-dichloroethane (20 mL). The mixture was stirred for 30 min at room temperature. Sodium triacetoxyborohydride (2.40 g, 1 1.3 mmol, 3.00 equiv) was added. The resulting solution was stirred overnight at room temperature, diluted with 0 (10 mL), and extracted with dichloromethane (3 x 10 mL). The organic layers were combined and washed with brine (50 mL), dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The residue was chromatographed on a silica gel column with ethyl acetate/petroleum ether (25/75) to provide 1.40 g (93% yield) of ter/-butyl (2S)-4-[[2-fluoro-4-(morpholin-4-yl)phenyl]methyl]-2-methylpiperazine-l-carboxylate as a white solid. LCMS (ESI, m/z): 394 [M+H]+., 169447-70-5

The synthetic route of 169447-70-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ABIDE THERAPEUTICS; THE SCRIPPS RESEARCH INSTITUTE; CISAR, Justin, S.; GRICE, Cheryl, A.; JONES, Todd, K.; WANG, Dong-Hui; WEBER, Olivia; CRAVATT, Benjamin, F.; NIPHAKIS, Micah, J.; COGNETTA, Armand; CHANG, Jae Won; WO2013/142307; (2013); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.169447-70-5,(S)-tert-Butyl 2-methylpiperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

tert-Butyl (25)-2-methylpiperazine-1-carboxylate ( 43.1 g, 215 mmol) was added to asolution of aldehyde from Preparation 3 (39.0 g, 195 mmol) in dichloromethane (780mL). The reaction mixture was stirred at room temperature for 10 min then sodiumtriacetoxyborohydride (83.1 g, 391 mmol) was added portion-wise. On complete30 addition the reaction mixture was stirred at room temperature for 4 h. The reaction mixture was carefully quenched with water (200 mL) and extracted withdichloromethane (200 mL). The organic layer was dried over sodium sulphate andconcentrated under reduced pressure. Trituration of the crude product with n-pentane afforded the title compound as an off-white solid. (43.0 g, 57.3%)5 1H NMR (300MHz, DM50-d6) o =7.92 (d, 1=2.2 Hz, lH), 7.68 (d, 1=2.2 Hz, lH), 4.09(m, lH), 3.67 (br d, J= 13.1 Hz, lH), 3.52 (s, 2H), 2.88-3.02 (m, lH), 2.69 (br d,J=ll.l Hz, lH), 2.57 (br d, 1=11.3 Hz, lH), 2.35 (s, 3H), 2.15 (dd, 1=11.3, 3.6 Hz, lH),1.98 (td, 1=11.7, 3.4 Hz, lH), 1.39 (s, 9H), 1.13 (d, J=6.7 Hz, 3H). LCM5 Method 1:10m/z 384.66 [M+H+]; RT = 3.47 min

169447-70-5, As the paragraph descriping shows that 169447-70-5 is playing an increasingly important role.

Reference£º
Patent; LEO PHARMA A/S; JESSIMAN, Alan Stuart; JOHNSON, Patrick Stephen; MAANSSON, Kristoffer; S?RENSEN, Morten Dahl; (156 pag.)WO2018/11201; (2018); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

169447-70-5, (S)-tert-Butyl 2-methylpiperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A solution of 5-bromo-l,2,3-trifluorobenzene (1.05 g, 5.0 mmol), (S) -ter t-butyl 2- methylpiperazine-l-carboxylate (1.0 g, 5.0 mmol), t-BuONa (720 mg, 7.5 mmol), BetaGammaNuAlphaRho (62 mg, 0.1 mmol), and Pd2(dba)3 (92 mg, 0.1 mmol) in dry toluene (20 mL) was stirred for 17 hrs at 80C. The crude product was purified by chromatography (silica, EtOAc/PE = 1/30) to afford (S)-tert- butyl-2-methyl-4-(3,4,5-trifluorophenyl)piperazine-l-carboxylate (0.9 g, 2.7 mmol, 54%) as a yellow oil. ESI-MS (EI+, m/z): 275.0 [M-56]+.

169447-70-5, As the paragraph descriping shows that 169447-70-5 is playing an increasingly important role.

Reference£º
Patent; NAVITOR PHARMACEUTICALS, INC.; O’NEILL, David John; SAIAH, Eddine; KANG, Seong Woo Anthony; BREARLEY, Andrew; BENTLEY, Jonathan; (184 pag.)WO2018/89493; (2018); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics