Diisopropylethylamine → HCID 68157957, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of (S)-1-(3-phenyl-3H-imidazo[4,5-b]pyridin-2-yl)ethylamine (0.194 g, 0.81 mmol), 4-amino-6-chloropyrimidine-5-carbonitrile (0.176 g, 1.14 mmol) and DIPEA (0.26 mL, 1.47 mol) in IPA (2 mL) was stirred at 90° C. in a sealed tube for 16 h. The resulting mixture was concentrated in vacuo and the residue purified by chromatography (SiO2, 0-10% MeOH in EtOAc) to give 302 as a white solid (0.190 g, 66%). LCMS (method K): Rt 3.01 min, [M+H]+ 357. 1H NMR (DMSO-d6): δ 8.25 (1H, dd, J=4.76, 1.48 Hz), 8.12 (1H, dd, J=7.98, 1.48 Hz), 7.87 (1H, s), 7.72 (1H, d, J=7.21 Hz), 7.53-7.52 (4H, m), 7.32 (1H, dd, J=7.99, 4.77 Hz), 7.19 (2H, s), 5.51 (1H, m, J=6.98 Hz), 1.52 (3H, d, J=6.84 Hz)

Provenance & Evidence