Category: 1211587-42-6

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1211587-42-6,Benzyl 4-((chlorosulfonyl)methyl)piperidine-1-carboxylate,as a common compound, the synthetic route is as follows.

Into a 25-mL round-bottom flask purged and maintained with an inert atmosphere of nitrogen was placed N-[(1R,3r,5S)-8-azabicyclo[3.2.1]octan-3-yl]-5-ethyl-1,2- oxazole-3-carboxamide (100 mg, 0.40 mmol, 1.00 equiv), and tetrahydrofuran (5 mL). This was followed by the addition of lithium bis(trimethylsilyl)amide (1N in THF, 1.5 mL) dropwise with stirring at -70oC. To this was added benzyl 4- [(chlorosulfonyl)methyl]piperidine-1-carboxylate (200 mg, 0.60 mmol, 1.50 equiv) in several portions at -70oC. The resulting solution was stirred for 30 min at -70oC in a dry ice bath. The reaction mixture was stirred for an additional 16 h at 25oC. The resulting solution was diluted with 30 mL of ethyl acetate andwashed with 2×15 mL of H2O. The resulting mixture was concentrated under vacuum. The residue was chromatographed on a silica gel column with ethyl acetate/petroleum ether (2:3). This resulted in 140 mg (64%) of benzyl 4-[[(1R,3r,5S)-3-(5-ethyl-1,2-oxazole-3-amido)-8- azabicyclo[3.2.1]octane-8-sulfonyl]methyl]piperidine-1-carboxylate as white solid. LCMS (method C, ESI): RT = 1.53 min, m/z = 545.0 [M+H]+., 1211587-42-6

1211587-42-6 Benzyl 4-((chlorosulfonyl)methyl)piperidine-1-carboxylate 50988934, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; EPIZYME, INC.; MITCHELL, Lorna Helen; BELL, Andrew Simon; CHESWORTH, Richard; FOLEY, Megan Alene Cloonan; KUNTZ, Kevin Wayne; MILLS, James Edward John; MUNCHHOF, Michael John; (375 pag.)WO2016/40515; (2016); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

1211587-42-6, Benzyl 4-((chlorosulfonyl)methyl)piperidine-1-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Compound 13 was prepared from sulfochloride 11 analogously to 12. Yield 11.6g (63%). White solid. Mp 75-76. [alpha]D=+5.3 ( 1.03, MeOH). MS (CI, m/z): 502 (MH+). Anal. Calcd for C26H35N3O5S: C, 62.25; H, 7.03; N, 8.38; S, 6.39. Found: C, 61.87; H, 7.09; N, 8.21; S, 6.48. 1H NMR (500MHz, CDCl3) delta 7.52-7.29 (m, 7H), 7.29-7.20 (m, 3H), 6.08-5.80 (m, 1H), 5.66-5.30 (m, 1H), 5.12 (s, 2H), 4.10 (s, 2H), 4.04-3.91 (m, 2H), 3.21-3.11 (m, 1H), 3.04-2.93 (m, 1H), 2.75 (s, 2H), 2.53-2.37 (m, 2H), 2.03-1.87 (m, 1H), 1.83-1.65 (m, 2H), 1.12 (d, J=6.0Hz, 3H), 1.12-1.04 (m, 2H), 1.04 (d, J=6.1Hz, 3H). 13C NMR (126MHz, cdcl3) delta 169.6, 155.1, 136.7, 136.6, 129.6, 128.9, 128.5, 128.0, 127.8, 127.4, 67.1, 59.0, 58.6, 43.6, 41.8, 39.4, 31.7, 31.5, 22.5, 22.3.

1211587-42-6, 1211587-42-6 Benzyl 4-((chlorosulfonyl)methyl)piperidine-1-carboxylate 50988934, apiperidines compound, is more and more widely used in various fields.

Reference：
Article; Grygorenko, Oleksandr O.; Zhersh, Sergey; Oliinyk, Bohdan V.; Shishkin, Oleg V.; Tolmachev, Andrey A.; Tetrahedron Asymmetry; vol. 25; 3; (2014); p. 229 – 237;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

1211587-42-6, Benzyl 4-((chlorosulfonyl)methyl)piperidine-1-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of 5-cyclopropyl-N-(2-methylpiperidin-4-yl)-1,2-oxazole-3- carboxamide hydrochloride (920 mg, 3.22 mmol) in DCM (40ml) was added DIPEA (3.37ml, 19.3 mmol) followed by benzyl 4-[(chlorosulfonyl)methyl]piperidine-1- carboxylate (1175 mg, 3.54 mmol) as a solution in DCM (10ml) and the reaction was left at rt overnight. The reaction was diluted with DCM (100ml) and washed with water (50ml) and brine (50ml). The combined aqueous layers were back-extracted with EtOAc (2x25ml). The combined organic layers were dried over Na2SO4, filtered and concentrated. The residue was purified by Isolera over SiO2 (100g), dry loaded and eluted with a gradient of EtOAc in heptane from 12 to 100% then with a gradient of MeOH in EtOAc from 0 to 20% to yield 0.92 g (47%) of sulfonamide as a white solid. TLC (2.5% MeOH in DCM), rf:0.30. 1H NMR (500 MHz, Chloroform-d) 7.40- 7.28 (m, 5H), 6.77 (d, J = 7.4 Hz, 1H), 6.32 (s, 1H), 5.12 (s, 2H), 4.20 (ddt, J = 16.0, 7.7, 4.5 Hz, 3H), 3.76- 3.63 (m, 2H), 3.21 (ddd, J = 13.5, 7.4, 3.8 Hz, 1H), 2.83 (hept, J = 6.4 Hz, 4H), 2.24- 1.90 (m, 6H), 1.79- 1.69 (m, 2H), 1.44 (d, J = 6.9 Hz, 3H), 1.33- 1.22 (m, 2H), 1.16- 1.09 (m, 2H), 1.01 – 0.96 (m, 2H). LCMS analysis (METCR1673 Generic 2 minutes), 100%, 1.38 min, [MH]+.=545.00.

1211587-42-6, The synthetic route of 1211587-42-6 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; EPIZYME, INC.; MITCHELL, Lorna Helen; BELL, Andrew Simon; CHESWORTH, Richard; FOLEY, Megan Alene Cloonan; KUNTZ, Kevin Wayne; MILLS, James Edward John; MUNCHHOF, Michael John; (375 pag.)WO2016/40515; (2016); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

1211587-42-6, Benzyl 4-((chlorosulfonyl)methyl)piperidine-1-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Into a 100-mL 3-necked round-bottom flask was placed N,N-dimethylformamide (10 mL), N-[(1R,3r,5S)-8-azabicyclo[3.2.1]octan-3-yl]-2-methyl-3-oxo-3,4-dihydro-2H- benzo[b][1,4]oxazine-6-carboxamide (250 mg, 0.79 mmol, 1.00 equiv), and TEA (231 mg, 3.00 equiv). This was followed by the addition of a solution of benzyl 4- [(chlorosulfonyl)methyl]piperidine-1-carboxylate (657 mg, 1.98 mmol, 2.50 equiv) in 2 ml N,N-dimethylformamide which was added dropwise with stirring at -20oC. The resulting solution was stirred for 30 min at -20oC. The mixture was allowed to react, with stirring, for an additional 15 h at room temperature. The mixture was diluted with 50 mL of EA and washed with 2×20 mL of water and 2×20 mL of brine. The organic phase was dried over anhydrous sodium sulfate and filtered. The residue was chromatographed on a silica gel column with dichloromethane/methanol (20:1). This resulted in 60 mg (12%) of benzyl 4-[[(1R,3r,5S)-3-(2-methyl-3-oxo-3,4-dihydro-2H-benzo[b][1,4]oxazine-6- carboxamido)-8-azabicyclo[3.2.1]octane-8-sulfonyl]methyl]piperidine-1-carboxylate as a white solid

1211587-42-6, 1211587-42-6 Benzyl 4-((chlorosulfonyl)methyl)piperidine-1-carboxylate 50988934, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; Epizyme, Inc.; Poley, Megan Allen Clunan; Kunz, Kevin Wayne; Mills, James Edward John; Mitchell, Lona Helen; munckhof, Michael John; Harvey, Darren Martin; (303 pag.)KR2017/45749; (2017); A;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1211587-42-6,Benzyl 4-((chlorosulfonyl)methyl)piperidine-1-carboxylate,as a common compound, the synthetic route is as follows.

Into a 50-mL round-bottom flask was placed 2-oxo-N-(piperidin-4-yl)-2,3- dihydro-1H-indole-5-carboxamide hydrochloride (80 mg, 0.27 mmol, 1.00 equiv) and NMP (16 mL). This was followed by the addition of TEA (82 mg, 0.81 mmol, 3.00 equiv) dropwise with stirring at 0oC. To this was then added benzyl 4- [(chlorosulfonyl)methyl]piperidine-1-carboxylate (135 mg, 0.41 mmol, 1.50 equiv) in several batches at 0oC. The resulting solution was stirred for 2 h at 20oC. The mixture was concentrated under vacuum. The residue was chromatographed on a silica gel column with dichloromethane/methanol (50:1-20:1). The collected fractions were combined and concentrated under vacuum. This resulted in 100 mg (67%) of benzyl 4- [[4-(2-oxo-2,3-dihydro-1H-indole-5-carboxamido)piperidine-1- sulfonyl]methyl]piperidine-1-carboxylate as a yellow solid

1211587-42-6, The synthetic route of 1211587-42-6 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Epizyme, Inc.; Poley, Megan Allen Clunan; Kunz, Kevin Wayne; Mills, James Edward John; Mitchell, Lona Helen; munckhof, Michael John; Harvey, Darren Martin; (303 pag.)KR2017/45749; (2017); A;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1211587-42-6,Benzyl 4-((chlorosulfonyl)methyl)piperidine-1-carboxylate,as a common compound, the synthetic route is as follows.

Into a 100-mL round-bottom flask, was placed dichloromethane (30 mL), 2,2,2- trichloroethyl N-[(1R,3S,5S)-8-azabicyclo[3.2.1]octan-3-yl]carbamate (2.4 g, 7.96 mmol, 1.00 equiv), TEA (3.2 g, 31.62 mmol, 3.97 equiv). Then benzyl 4- [(chlorosulfonyl)methyl]piperidine-1-carboxylate (4 g, 12.05 mmol, 1.51 equiv) was added by dropwise at 0oC. The resulting solution was stirred for 12 h at 10oC. The resulting mixture was washed with 3×30 mL of water and 1×30 mL of brine. The mixture was dried over anhydrous sodium sulfate and concentrated under vacuum. The residue was applied onto a silica gel column with dichloromethane/methanol (20:1). This resulted in 2.8 g (59%) of benzyl 4-[[(1R,3S,5S)-3-[[(2,2,2-trichloroethoxy)carbonyl]amino]-8- azabicyclo[3.2.1]octane-8-sulfonyl]methyl]piperidine-1-carboxylate as a yellow solid

1211587-42-6, As the paragraph descriping shows that 1211587-42-6 is playing an increasingly important role.

Reference：
Patent; Epizyme, Inc.; Poley, Megan Allen Clunan; Kunz, Kevin Wayne; Mills, James Edward John; Mitchell, Lona Helen; munckhof, Michael John; Harvey, Darren Martin; (303 pag.)KR2017/45749; (2017); A;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

1211587-42-6, Benzyl 4-((chlorosulfonyl)methyl)piperidine-1-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Into a 1000-mL round-bottom flask, was placed N-((1S,3r,5R)-8-aza- bicyclo[3.2.1]octan-3-yl)-5-cyclopropylisoxazole-3-carboxamide hydrochloride (28.4 g, 95.37 mmol, 1.00 equiv), dichloromethane (500 mL), triethylamine (100 g, 988.24 mmol, 10.00 equiv). This was followed by the addition of benzyl 4- [(chlorosulfonyl)methyl]piperidine-1-carboxylate (35 g, 105.48 mmol, 1.10 equiv) in several batches at -70oC. The resulting solution was stirred for 16 h at 25oC. The resulting mixture was washed with 2×300 mL of H2O. The organic phase was collected. The resulting mixture was concentrated under vacuum. The residue was applied onto a silica gel column with ethyl acetate/petroleum ether (1:1). This resulted in 34 g (64%) of benzyl 4-(((1S,3r,5R)-3-(5-cyclopropylisoxazole-3-carboxamido)-8-aza- bicyclo[3.2.1]octan-8-ylsulfonyl)methyl)piperidine-1-carboxylate as a white solid. 1H- NMR (300 MHz, CDCl3): 7.36-7.26(m, 5H), 7.10(d, J=7.2 Hz, 1H), 6.32(s, 1H), 5.12(s, 2H), 4.31-4.16(m, 5H), 2.92-2.84(m, 4H), 2.31-1.92(m, 12H), 1.31 -1.24(m, 2H), 1.14-1.09(m, 2H), 1.01-0.97(m, 2H) ppm. LCMS (method B, ESI): RT=1.59 min, m/z=557.0[M+H]+., 1211587-42-6

As the paragraph descriping shows that 1211587-42-6 is playing an increasingly important role.

Reference：
Patent; EPIZYME, INC.; MITCHELL, Lorna Helen; BELL, Andrew Simon; CHESWORTH, Richard; FOLEY, Megan Alene Cloonan; KUNTZ, Kevin Wayne; MILLS, James Edward John; MUNCHHOF, Michael John; (375 pag.)WO2016/40515; (2016); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem