Diisopropylethylamine → HCID 178423381, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of (S)-1-(6-methyl-1-phenyl-1H-benzoimidazol-2-yl)ethylamine from Example 13 (100 mg, 0.398 mmol), 6-chloro-9H-purine (65 mg, 0.418 mmol) and DIPEA (0.347 mL, 1.99 mmol) in dioxane (3 mL) was stirred in a sealed vial for 20 h at 100° C. After cooling to RT, volatiles were removed under reduced pressure and the resulting residue was purified by column chromatography (Si—PCC, gradient 0-20% MeOH in EtOAc) and then crystallised from acetonitrile affording 118 as a white solid (35 mg, 24%). LCMS: RT 3.15 min [M+H]+ 370.1. 1H NMR (DMSO, 400 MHz): δ 8.17-8.07 (2H, m), 7.88-7.78 (1H, m), 7.64-7.45 (6H, m), 7.06 (1H, d, J=8.26 Hz), 6.86 (1H, s), 5.50 (1H, br), 2.35 (3H, s), 1.54 (3H, d, J=6.82 Hz)

Provenance & Evidence