Diisopropylethylamine → HCID 178474465, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of (S)-1-(6-fluoro-1-phenyl-1H-benzoimidazol-2-yl)ethylamine dihydrochloride (0.22 g, 0.68 mmol), N-(6-chloro-9H-purin-2-yl)acetamide (0.20 g, 0.95 mmol) and DIPEA (0.60 mL, 3.38 mmol) in IPA (2 mL) was stirred at 85° C. in a sealed tube for 16 h. The resulting mixture was diluted with DCM/methanol then concentrated in vacuo onto silica gel and this residue was purified by chromatography (SiO2, 0-15% (2M ammonia in methanol) in DCM), and then by preparative HPLC (Phenomenex Gemini 5 μm C18 on a 60 min gradient 20-98% 0.1% HCO2H in acetonitrile/water) to give 262 as a white solid (0.067 g, 23%). LCMS (method K): Rt 3.14 min, [M+H]+ 431. 1H NMR (DMSO-d6): δ 13.20-12.50 (1H, bs), 9.60 (1H, s), 8.00 (1H, s), 7.71 (1H, m), 7.60 (2H, s), 7.51-7.49 (3H, m), 7.11-7.08 (1H, m), 6.86 (1H, m), 5.64 (1H, m), 2.10 (3H, s), 1.50 (3H, d, J=6.81 Hz)

Provenance & Evidence