Downstream synthetic route of 141774-61-0

The synthetic route of 141774-61-0 has been constantly updated, and we look forward to future research findings.

141774-61-0, tert-Butyl (piperidin-2-ylmethyl)carbamate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

DIPEA (O.lmL, 0.560mmol) and tert-butyl (piperidin-2-ylmethyl)carbamate (59.6 mg, 0.28mmol) were added to to a stirred solution of ethyl 4-(chlorosulfonyl)-3-fluoro-l-methyl-lH-pyrrole-2-carboxylate (50 mg, 0.l90mmol) in MeCN (l.84mL, 0.035mol) and stirring was continued overnight at room temperature. Volatiles were evaporated and the residue was partitioned between sat. NH4Cl solution and EtOAc. The organic layer was separated, dried over Na2S04, evaporated under reduced pressure and purified by flash cromatography on silica gel (Petroleum ether/EtOAc) to give ethyl 4-((2-(((tert-butoxycarbonyl)amino)methyl)piperidin-l-yl)sulfonyl)-3-fluoro-l- methyl-lH-pyrrole-2-carboxylate (77.82 mg, y= 93.8%). Method 1: Rt=2.l5min. m/z=348.l8 (M- l00)+ Exact mass=447.l8. The Boc protecting group was removed by dissolving the intermediate ethyl 4-((2-(((tert-butoxycarbonyl)amino)methyl)piperidin-1-yl)sulfonyl)-3-fluoro-1-methyl-1H- pyrrole-2-carboxylate in dioxane (l.7mL) and treating with hydrogen chloride 4N in dioxane (2.8lmL,l l.25mmol) at RT for lh. Volatiles were evaporated under reduced pressure to afford D39 as HC1 salt, in about quantitative yield (66.75 mg). Method 1 : Rt= l.l8min. m/z=348.l3 (M+H)+ Exact mass=347.l8., 141774-61-0

The synthetic route of 141774-61-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; OSPEDALE SAN RAFFAELE S.R.L.; IRBM S.P.A.; PROMIDIS S.R.L.; ISTITUTO NAZIONALE DI GENETICA MOLECOLARE – INGM; DE FRANCESCO, Raffaele; DONNICI, Lorena; GUIDOTTI, Luca; IANNACONE, Matteo; DI FABIO, Romano; SUMMA, Vincenzo; PRANDI, Adolfo; RANDAZZO, Pietro; GORNATI, Davide; GRILLO, Alessandro; FERRANTE, Luca; BENCHEVA, Leda Ivanova; DE MATTEO, Marilenia; FERRARA, Marco; (238 pag.)WO2020/30781; (2020); A1;,
Piperidine – Wikipedia
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