Diisopropylethylamine → HCID 68158281, compound

Participants

Reaction Conditions

Reaction Steps

(S)-1-(6-Fluoro-1-isopropyl-7-pyridin-2-yl-1H-benzoimidazol-2-yl)ethylamine (0.166 g, 0.56 mmol), 4-amino-6-chloropyrimidine-5-carbonitrile (86 mg, 0.56 mmol) and DIPEA (497 μL, 2.78 mmol) in IPA (5 mL) were added and the reaction mixture heated at 90° C. for 16 h. The reaction mixture was concentrated in vacuo and the resultant residue purified by flash chromatography (SiO2, eluting with 0-10% methanol in DCM) to give 408 as a white solid (140 mg, 61%). LCMS (Method K): RT 3.28 min [M+H]+ 417. 1H NMR (DMSO-d6, 400 MHz): δ 8.70 (1H, ddd, J=4.8, 1.7, 0.8 Hz), 7.99 (1H, s), 7.93 (1H, td, J=7.8, 1.8 Hz), 7.67 (1H, dd, J=8.8, 4.9 Hz), 7.61 (1H, d, J=7.6 Hz), 7.48 (1H, ddd, J=7.6, 4.8, 1.2 Hz), 7.29 (3H, br s), 7.12 (1H, dd, J=10.3, 8.8 Hz), 5.64 (1H, sept, J=7.1 Hz), 4.01-3.89 (1H, m), 1.55 (3H, d, J=6.6 Hz), 1.27-1.11 (6H, m)

Provenance & Evidence