Dimethylformamide → HCID 86700295, compound

Participants

Reaction Conditions

Reaction Steps

A vial was charged with (S)-ethyl 2-tert-butoxy-2-(7-(4-chlorophenyl)-5-methyl-2-(2-oxoindolin-5-yl)benzo[d]thiazol-6-yl)acetate (45 mg, 82 μmol), Cs2CO3 (134 mg, 0.410 mmol), iodomethane (51 μL, 0.82 mmol), and DMF (500 μL). The reaction was warmed to 50° C. for 2 h. The reaction was diluted with EtOAc and washed with 5% w/v aq LiCl (3×). The organic phase was dried (Na2SO4), filtered, and concentrated, giving the product, which was immediately used in the next step. LCMS-ESI+: calc'd for C30H29ClN2O4S: 591.2, 593.2 (M+H+); Found: 591.3, 593.3 (M+H+). 1H NMR (400 MHz, CD3CN): δ 8.04-7.88 (m, 2H), 7.81 (s, 1H), 7.63-7.48 (m, 4H), 7.02 (d, J=8.1 Hz, 1H), 5.18 (s, 1H), 4.32-4.06 (m, 2H), 3.15 (s, 3H), 2.51 (s, 3H), 1.41 (s, 6H), 1.27-1.12 (m, 3H), 0.94 (s, 9H).

Provenance & Evidence