Dimethylamine → HCID 57731441, compound

Participants

Reaction Steps

To a solution of 2-amino-5-[3-(1H-indol-7-yl)-1H-pyrrolo[2,3-b]pyridin-5-yl]-benzoic acid (70 mg, 0.11 mmol), dimethylamine (2 N solution in THF, 0.11 mL, 0.22 mmol), diisopropylethylamine (20 mg, 0.16 mmol) in DMF (1 mL) was added O-(7-azabenzotriazol-1-yl)-N,N,N′,N′,-tetramethyluronium hexafluorophosphate (60 mg, 0.16 mmol). The resulting solution was stirred at room temperature for 1 hour. The mixture was diluted with DMF (1 mL) and directly used in purification by mass-triggered reverse-phase HPLC to afford 2-amino-5-[3-(1H-indol-7-yl)-1H-pyrrolo[2,3-b]pyridin-5-yl]-N,N-dimethyl-benzamide as a white solid (3 mg, 7%). MS: m/z 396 (M+H+). 1H NMR (500 MHz, DMSO-d6) δ 2.90 (s, 6H), 5.21 (s, 2H), 6.49 (d, 1H), 6.79 (d, 1H), 7.10 (t, 1H), 7.30 (d, 2H), 7.33 (d, 1H), 7.43 (dd, 1H), 7.49 (d, 1H), 7.81 (d, 1H), 8.03 (d, 1H), 8.44 (m, 2H), 10.89 (s, 1H), 11.99 (s, 1H).

Provenance & Evidence