反应详情

A mixture of 2-(3-chloropyrazin-2-yl)-N-(2-(3-methoxyphenyl)cyclopropyl)-2-methylpropanamide (0.183 g, 0.529 mmol), sodium tert-butoxide (Aldrich, 0.102 g, 1.058 mmol) in THF was stirred at room temperature overnight. Reaction mixture was directly loaded onto a Biotage samplet. Purification (0-100% EtOAc/hexane) produced mixture of products 5-((1S,2R)-2-(3-methoxyphenyl)cyclopropyl)-7,7-dimethyl-5H-pyrrolo[2,3-b]pyrazin-6(7H)-one and 5-((1S,2S)-2-(3-methoxyphenyl)cyclopropyl)-7,7-dimethyl-5H-pyrrolo[2,3-b]pyrazin-6(7H)-one (0.111 g, 0.359 mmol, 68% yield). M+1: 310.0. 1H NMR (300 MHz, CHLOROFORM-d) δ ppm 1.45 (d, J=1.90 Hz, 6 H) 1.54-1.63 (m, 1 H) 1.66-1.75 (m, 1 H) 2.62 (ddd, J=9.87, 6.72, 3.58 Hz, 1 H) 2.93-3.06 (m, 1 H) 3.82 (s, 3 H) 6.73-6.83 (m, 1 H) 6.86-6.97 (m, 2 H) 7.16-7.31 (m, 1 H) 8.11 (s, 2 H).

1. customReaction mixture
2. customPurification (0-100% EtOAc/hexane)
3. customproduced