Methanol → HCID 178521075, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of [(R)-2-benzyloxy-1-(6-fluoro-1-pyridin-2-yl-1H-benzoimidazol-2-yl)ethyl](7H-purin-6-yl)amine (336 mg, 0.7 mmol) in anhydrous DCM (8 mL) at 0° C. under a nitrogen atmosphere was added dropwise boron tribromide (1.0M in DCM, 2.6 mL, 2.6 mmol). The reaction mixture was stirred at 0° C. for 1 h. MeOH was added and the volatiles removed under reduced pressure. The resulting residue was purified by column chromatography (Si—PCC, gradient 0-10% MeOH in DCM) to afford 280 as a white solid (225 mg, 82%). LCMS (Method K): RT 2.72 min [M+H]+ 391.0. 1H NMR (DMSO-d6, 400 MHz): δ 12.90 (1H, br s), 8.68 (1H, s), 8.20-8.08 (2H, m), 8.03 (1H, s), 7.85 (1H, d, J=7.87 Hz), 7.71 (1H, dd, J=8.80, 4.89 Hz), 7.57 (1H, t, J=6.07 Hz), 7.30-7.06 (3H, m), 5.84 (1H, s), 5.11 (1H, s), 4.01-3.82 (2H, m)

Provenance & Evidence