Sodium hydride → 2-(2-Bromo-5-trityl-pyrrolo[2,3-b]pyrazin-7-yl)isoindolin-1-one

Participants

Reaction Steps

2-(bromomethyl)-N-(2-bromo-5-trityl-pyrrolo[2,3-b]pyrazin-7-yl)benzamide (1.45 g, 2.223 mmol) dissolved in DMF (20 mL) under N2 and solution cooled in an ice bath. NaH (60% w/w suspension in mineral oil, 89.43 mg, 2.334 mmol) added in two portions and the reaction mixture stirred with cooling. After 2 h, an additional ˜20 mg NaH added. After a further 30 mins, reaction quenched by careful addition of water. The resulting yellow precipitate collected by filtration, washing with water. Precipitate dried at 50° C. in vacuuo to give title compound as a pale yellow solid (1.17 g, 92%); 1H NMR (400 MHz, DMSO) δ 5.37 (2H, s), 7.20-7.22 (5H, m), 7.30-7.39 (10H, m), 7.54 (1H, t), 7.68 (1H, t), 7.74 (1H, d), 7.79 (1H, d), 8.23 (1H, s), 8.59 (1H, s) ppm; MS (ES+) 571.0.

Provenance & Evidence