Sodium hydride → HCID 60162033, compound

Participants

Reaction Conditions

Reaction Steps

To a mixture of NaH (60% in mineral oil, 18 mg, 0.43 mmol) in DMF (5 mL) at 0° C. was added 9H-purin-6-ylamine (54 mg, 0.397 mmol). After 5 min stirring at 0° C., a solution of methanesulfonic acid 3-phenylbenzofuran-2-ylmethyl ester from Example 25 (100 mg, 0.331 mmol) in DMF (1 mL) was added dropwise and the mixture was slowly warmed to RT and stirred at RT for 2.5 h. The reaction mixture was then quenched by addition of water and diluted with DCM. The organic layer was dried (Na2SO4) and concentrated in vacuo. The resulting residue was purified by column chromatography (Si—PCC, gradient 0-10% MeOH in EtOAc) and triturated form EtOAc with cyclohexane affording 163 as an off-white solid (33 mg, 29%). LCMS: RT 3.85 min [M+H]+ 342.1. 1H NMR (DMSO, 400 MHz): δ 8.21 (1H, s), 8.11 (1H, s), 7.79-7.74 (2H, m), 7.63-7.53 (4H, m), 7.50-7.44 (1H, m), 7.38-7.27 (2H, m), 7.23 (2H, s), 5.65 (2H, s)

Provenance & Evidence