Reacción #2018794

ord-91e0a8b331044136a86dd84ee2f0e5b7

Ecuación de reacción

CC(C)(C)OC(=O)N1CCC(n2ncc3c(Cl)ncnc32)CC1
4-(4-chloro-pyrazolo[3,4-d]pyrimidin-1-yl)-piperidine-1-carboxylic acid tert-butyl ester
CC(C)(C)OC(=O)N1CCC(n2ncc3c(Cl)ncnc32)CC1
Intermediate 19
CC(C)(C)OC(=O)N1CCC(n2ncc3c(Cl)ncnc32)CC1
4-(4-chloro-pyrazolo[3,4-d]pyrimidin-1-yl)-piperidine-1-carboxylic acid tert-butyl ester
Nc1cc(F)c(F)cc1F
2,4,5-trifluoroaniline
CC(C)(C)OC(=O)N1CCC(n2ncc3c(Nc4cc(F)c(F)cc4F)ncnc32)CC1
4-[4-(2,4,5-Trifluoro-phenylamino)-pyrazolo[3,4-d]pyrimidin-1-yl]-piperidine-1-carboxylic acid tert-butyl ester

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Procedimiento

4-[4-(2,4,5-Trifluoro-phenylamino)-pyrazolo[3,4-d]pyrimidin-1-yl]-piperidine-1-carboxylic acid tert-butyl ester was prepared according to General Procedure C by the reaction of 4-(4-chloro-pyrazolo[3,4-d]pyrimidin-1-yl)-piperidine-1-carboxylic acid tert-butyl ester (Intermediate 19) with 2,4,5-trifluoroaniline (available from Oakwood Products, Inc., West Columbia, S.C., USA). 1H NMR (400 MHz, DMSO-d6) δ 1.43 (s, 9H), 1.91-1.99 (m, 4H), 2.95-3.05 (m, 2H), 4.00-4.10 (m, 2H), 4.88-4.93 (m, 1H), 7.71-7.74 (m, 1H), 7.96-7.99 (m, 1H), 8.24 (br s, 1H), 8.36 (s, 1H), 10.17 (s, 1H). Mass spectrum MH+=449.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US08188098B2uspto-grants-2012_05