8-methyl-8-azabicyclo[3.2.1]octan-3-amine Dihydrochloride → 4-(9-cyclohexyl-7,7-difluoro-5-methyl-6-oxo-6,7,8,9-tetrahydro-5H-pyrimido[4,5-b][1,4]diazepin-2-ylamino)-3-methoxy-N-(8-methyl-8-azabicyclo[3.2.1]octan-3-yl)benzamide

Participants

Reaction Steps

The title compound was synthesized from 4-(9-cyclohexyl-7,7-difluoro-5-methyl-6-oxo-6,7,8,9-tetrahydro-5H-pyrimido[5,4-b][1,4]diazepin-2-ylamino)-3-methoxybenzoic acid as described in the General procedure for amide bond synthesis using HATU and 8-methyl-8-azabicyclo[3.2.1]octan-3-amine dihydrochloride. The final compound was purified by reverse phase HPLC and basified to give the free base. 1H NMR (400 MHz, DMSO-d6) δ ppm 1.13-1.45 (m, 4 H) 1.37-1.85 (m, 12 H) 1.99 (s, 2 H) 2.29 (br. s., 2 H) 3.31 (s, 3 H) 3.93 (s, 3 H) 3.97-4.22 (m, 3 H) 4.45 (m, 1 H) 7.47 (d, J=8.0 Hz, 1 H) 7.49 (s, 1 H) 7.90 (s, 1 H) 8.15 (d, 1 H) 8.20 (s, 1 H) 8.25 (d, J=8.34 Hz, 1 H). [M+H] calculated for C30H39F2N7O3, 584; found 584.

Provenance & Evidence