Diisopropylethylamine → HCID 178423968, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of (S)-1-(7-methyl-1-phenyl-1H-benzoimidazol-2-yl)ethylamine from Example 1 (100 mg, 0.398 mmol), 6-chloro-9H-purine (65 mg, 0.418 mmol) and DIPEA (77 μL, 0.438 mmol) in n-butanol (2 mL) was stirred at 140° C. for 1 h under microwave irradiation. Volatiles were removed under reduced pressure and the residue was partitioned between DCM and water. The organic phase was then separated, dried and concentrated in vacuo. The resulting crude material was purified by column chromatography (Si—PCC, gradient 0-10% 2M NH3/MeOH in DCM) and then triturated with IMS affording 110 as a white solid (6.2 mg, 4%) LCMS: RT 3.08 min [M+H]+ 370.1. 1H NMR (DMSO, 400 MHz): δ 8.12 (1H, bs), 8.07 (1H, s), 7.83-7.75 (1H, m), 7.64-7.37 (7H, m), 7.09 (1H, t, J=7.67 Hz), 6.92 (1H, d, J=7.29 Hz), 5.25 (1H, br), 1.81 (3H, s), 1.54 (3H, d, J=6.84 Hz)

Provenance & Evidence