Diisopropylethylamine → HCID 58459116, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 1-[1-(3,5-difluorophenyl)-1H-imidazo[4,5-b]pyridin-2-yl]-ethylamine (200 mg, 0.729 mmol) and 4-chloro-pyrimidine 5-carbonitrile (112 mg, 0.729 mmol) in n-butanol (2.18 mL) was added DIEA (282 mg, 2.187 mmol) at rt. The reaction mixture was heated at 120° C. overnight. After completion, the reaction mixture was diluted with EtOAc and the resulting solid was collected by filtration to provide 4-amino-6-{1-[1-(3,5-difluorophenyl)-1H-imidazo[4,5-b]-pyridin-2-yl]ethylamino}-pyrimidine-5-carbonitrile: 1H NMR (400 MHz, DMSO-d6) δ 1.597 (d, J=6.8 Hz, 3H), 5.631-5.698 (m, 1H), 7.201 (br s, 2H), 7.255-7.287 (m, 1H), 7.363-7.409 (m, 3H), 7.663 (d, J=7.6 Hz, 1H), 7.759 (d, J=7.6 Hz, 1H), 7.882 (s, 1H), 8.462 (d, J=3.6 Hz, 1H); LC-MS (ESI) m/z 393.1 [M+H]+.

Provenance & Evidence