Diisopropylethylamine → 4-amino-6-[[(1S)-1-[6-fluoro-1-(1-methylpyrazol-4-yl)benzimidazol-2-yl]ethyl]amino]pyrimidine-5-carbonitrile

Participants

Reaction Conditions

Reaction Steps

A mixture of (S)-1-[6-fluoro-1-(1-methyl-1H-pyrazol-4-yl)-1H-benzoimidazol-2-yl]-ethylamine, (0.055 g, 0.21 mmol), 4-amino-6-chloropyrimidine-5-carbonitrile (0.046 g, 0.30 mmol) and DIPEA (0.07 mL, 0.38 mmol) in IPA (1.5 mL) was stirred at 80° C. in a sealed tube for 16 h. After cooling, the reaction mixture was concentrated in vacuo and the residue purified by chromatography (SiO2, 0-10% (2M ammonia in methanol) in DCM) to give 418 as a white solid (0.060 g, 75%). LCMS (Method K): RT 2.94 min [M+H]+ 378.0. 1H NMR (DMSO-d6, 400 MHz): δ 8.12 (1H, s), 7.96 (1H, s), 7.70-7.60 (3H, m), 7.25 (2H, s), 7.09 (1H, m), 6.96 (1H, m), 5.46 (1H, m), 3.88 (3H, s), 1.51 (3H, d, J=6.85 Hz)

Provenance & Evidence