Diisopropylethylamine → HCID 68157857, compound

Participants

Reaction Conditions

Reaction Steps

(S)-1-(6-Fluoro-1-methyl-7-pyridin-2-yl-1H-benzoimidazol-2-yl)ethylamine (0.093 g, 0.35 mmol), 4-amino-6-chloropyrimidine-5-carbonitrile (53 mg, 0.35 mmol) and DIPEA (313 μL, 1.72 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 (Si—PPC, gradient 0-10% methanol in DCM) to give 411 as a white solid (95 mg, 72%). LCMS (Method K): RT 2.76 min [M+H]+ 389. 1H NMR (DMSO-d6, 400 MHz): δ 8.70 (1H, ddd, J=4.8, 1.7, 0.9 Hz), 7.98 (1H, s), 7.91 (1H, td, J=7.8, 1.8 Hz), 7.71-7.64 (2H, m), 7.60 (1H, dq, J=7.7, 0.9 Hz), 7.46 (1H, ddd, J=7.6, 4.9, 1.0 Hz), 7.26 (2H, br s), 7.11 (1H, dd, J=10.5, 8.8 Hz), 5.59 (1H, quin, J=7.3 HZ), 3.09 (3H, s), 1.53 (3H, d, J=6.8 Hz)

Provenance & Evidence