Diisopropylethylamine → HCID 178461875, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of (S)-1-(6-fluoro-1-pyridin-2-yl-1H-benzoimidazol-2-yl)ethylamine (0.055 g, 0.22 mmol), 6-chloro-2-trifluoromethyl-9H-purine (0.040 g, 0.18 mmol) and DIPEA (0.096 mL, 5.39 mol) in IPA (1 mL) was stirred at 80° C. in a sealed tube for 16 h. The resulting mixture was concentrated in vacuo and the residue purified by chromatography (SiO2, O-15% (2M ammonia in methanol) in DCM) then by preparative HPLC (Phenomenex Gemini 5 μm C18 on a 60 min gradient 20-98% 0.1% HCO2H in acetonitrile/water) to give 313 as a white solid (0.042 g, 23%). LCMS (method K): Rt 4.11 min, [M+H]+ 443. 1H NMR (DMSO-d6) δ: 13.20-12.70 (1H, bs), 8.59 (2H, m), 8.32 (1H, s), 7.97 (1H, m), 7.74-7.67 (2H, m), 7.43 (1H, s), 7.16-7.13 (2H, m), 5.86 (1H, m), 1.69 (3H, d, J=6.82 Hz)

Provenance & Evidence