Analyzing the synthesis route of 169447-70-5

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

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

4-Chloro-2-fluoro-l-nitrobenzene (0.5 g, 2.85 mmol), (S)-tert-b tyl 2-methylpiperazine-l- carboxylate (0.856 g, 4.27 mmol), and DIEA (0.995 mL, 5.70 mmol) were dissolved in DCM (20 mL). The reaction was stirred at reflux overnight. The mixture was concentrated and the residue was purified by chromatography (0 – 30% EtOAc hexanes) to give the title compound (1.0 g, 98%). LCMS mlz = 356.4 [M+H]+; NMR (400 M Hz, DMSO – d6) delta ppm 1.16 (d, 7 = 6.87 Hz, 3H), 1.41 (s, 9H), 2.76 – 2.90 (m, 1H), 2.97 – 3.23 (m, 4H), 3.66 – 3.79 (m, 1H), 4.12 – 4.23 (m, 1H), 7.18 (d, 7 = 8.65 Hz, 1H), 7.32 – 7.40 (m, 1H), 7.85 (d, 7 = 8.90 Hz, 1H)., 169447-70-5

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

Reference£º
Patent; ARENA PHARMACEUTICALS, INC.; TRAN, Thuy-Anh; KRAMER, Bryan Aubrey; SHIN, Young-Jun; WO2014/182673; (2014); A1;,
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Piperazines – an overview | ScienceDirect Topics

Some tips on (S)-tert-Butyl 2-methylpiperazine-1-carboxylate

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

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

To a solution of HOBT (0.777 g, 5.07 mmol), EDC (0.972 g, 5.07 mmol), TEA (0.707 mL,5.07 mmol) and 3-methoxy-4-nitrobenzoic acid (lg, 5.07 mmol) in DMF (20 mL) was added(S)-tert-butyl 2-methylpiperazine-1-carboxylate (1.016 g, 5.07 mmol). The reaction wasstirred at room temperature for 3 hours. The mixture was partitioned between ethyl acetate(50 mL) and water (25 mL). The organic layer was washed with water (25 mL), saturatedNaHCO3 (25 mL) and brine (25 mL), dried over Na2SO4 and evaporated in vacuum to givethe title compound D42 (1 .78g, 3.61 mmol, 71.2 % yield) as orange oil.LCMS: 380[M+H]. tR=l.325. (LCMS condition 2)

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; DING, Xiao; LIU, Qian; LONG, Kai; SANG, Yingxia; STASI, Luigi Piero; WAN, Zehong; XU, Qiongfeng; EDGE, Colin Michael; WO2015/113451; (2015); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Analyzing the synthesis route of (S)-tert-Butyl 2-methylpiperazine-1-carboxylate

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

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

The mixture of 2,4,5-trifluorobenzonitrile (1.0 g, 6.4 mmol), (S)-tert-butyl 2- methylpiperazine-1-carboxylate (1.53 g, 7.6 mmol) and K2C03 (2.64 g, 19.1 mmol) in MeCN (20 mL) were stirred at 80 C for 16 h. The mixture was then filtered, washed with MeCN (5 mL x 2), concentrated, and purified by chromatography (PE:EtOAc = 2:3) to afford (S)-tert-butyl 4-(2- cyano-4,5-difluorophenyl)-2-methylpiperazine-1-carboxylate (1.8 g, 84%) as a white solid. MS (EI+, m/z): 338.2 [M+H]t

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; (565 pag.)WO2018/89433; (2018); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Simple exploration of 169447-70-5

The synthetic route of 169447-70-5 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.169447-70-5,(S)-tert-Butyl 2-methylpiperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

169447-70-5, Step 1: (S)-tert-butyl 2-methyl-4-(3,4,5-trifluorophenyl)piperazine-1-carboxylate A solution of 5-bromo-1,2,3-trifluorobenzene (1.05 g, 5.0 mmol), (S)-tert-butyl 2-methylpiperazine-1-carboxylate (1.0 g, 5.0 mmol), t-BuONa (720 mg, 7.5 mmol), BINAP (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 80 C. 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-1-carboxylate (0.9 g, 2.7 mmol, 54%) as a yellow oil. ESI-MS (EI+, m/z): 275.0 [M-56]+.

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

Analyzing the synthesis route of (S)-tert-Butyl 2-methylpiperazine-1-carboxylate

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

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

To a solution of 1 14 (1.60 g, 6.91 mmol) in toluene (21.1 mL) under an argon atmosphere was added (S)-/eri-butyl 2-methylpiperazine-l -carboxylate (1 15, 1.38 g, 6.91 mmol, AK Scientific, Inc., Union City, CA), sodium teri-butoxide (0.73 g, 7.60 mmol, Sigma-Aldrich), and 2-dicyclohexylphosphino-2′,4′,6′-triisopropylbiphenyl (i.e., “X-Phos,” 0.49 g, 1.04 mmol, Sigma-Aldrich). The mixture was degassed under argon and thentris(dibenzylideneacetone) dipalladium (Pd2(DBA)3, 0.63 g, 0.69 mmol, Sigma-Aldrich) was added to form a reaction mixture. The reaction mixture, heated in an oil bath maintained at temperature within the range of from 80C to 85C, was stirred for 1.5 hours. Thereafter, the mixture was cooled to a temperature of about 25C, poured onto cold water, and extracted with EtOAc. The organic layer was separated, washed with brine, and concentrated to an oil which was chromatographed on a silica gel column eluted with 10:90 EtOAc:hexanes and 20:80 EtOAc:hexanes to provide 1.71 g of 1 16 as a solid (63% yield). NMR (CDC13) delta: 1.25 (3H, d, J=6.80Hz), 1.46 (3H, s), 1.48 (9H, s), 1.53 (3H, s), 2.89 (1H, dt, J=3.29, 13.59Hz), 3.09 ( 1 H, dd, J=3.73, 12.06Hz), 3.23 (1H, dt, J=2.85, 13.59Hz), 3.69 (1H, t, J=7.89Hz), 3.83 (1 H, d, J=12.72Hz), 3.92 (1 H, d, J=13.81Hz), 4.01 (1H, d, J=12.90Hz), 4.27 (1H, t, J=6.14Hz), 4.31 (1H, brs), 5.01 (1H, t, J=7.24Hz), 7.30 (1H, d, J=1.97Hz), 7.95 (1H, s). LC/MS (M+1): m/z = 396.

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

Reference£º
Patent; PURDUE PHARMA L.P.; Shionogi & Co. Ltd.; TAFESSE, Laykea; ANDO, Shigeru; KUROSE, Noriyuki; WO2012/176061; (2012); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics