Diisopropylethylamine → 2-[(S)-1-(2-Amino-5-cyano-6-methyl-pyrimidin-4-ylamino)-ethyl]-5-fluoro-3-pyridin-2-yl-3H-benzoimidazole-4-carbonitrile

Participants

Reaction Conditions

Reaction Steps

A mixture of 2-((S)-1-aminoethyl)-5-fluoro-3-pyridin-2-yl-3H-benzoimidazole-4-carbonitrile (0.085 g, 0.240 mmol), 2-amino-4-chloro-6-methylpyrimidine-5-carbonitrile (0.057 g, 0.335 mmol) and DIPEA (0.17 mL, 0.960 mmol) in IPA (1.5 mL) was stirred at 80° C. in a sealed microwave tube for 16 hours. After cooling, the mixture was concentrated in vacuo and the residue was purified by chromatography (Si—PPC, gradient 0-8% 2M NH3/MeOH in DCM) to give 368 as an off white solid (0.064 g, 64%). LCMS (Method K): RT 2.87 min [M+H]+ 414.1. 1H NMR (DMSO, 400 MHz): δ 8.76-8.74 (1H, d), 8.02-7.97 (1H, t), 7.96-7.92 (1H, m), 7.58-7.54 (1H, m), 7.47-7.44 (1H, d), 7.15-7.10 (1H, t), 6.06-6.02 (1H, d), 5.42-5.35 (1H, m), 5.15-5.11 (2H, s), 2.32 (3H, s), 1.61-1.59 (3H, d)

Provenance & Evidence