Methylamine → HCID 57985918, compound

Participants

Reaction Steps

To a RT solution of 3-phenyl-3-(1H-pyrrolo[3,2-b]pyridin-3-yl)-propionic acid (150 mg, 0.56 mmol) in DMF (2 mL) was added MeNH2 (2 M in THF, 0.85 mL, 1.7 mmol) followed by benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphate (300 mg, 0.67 mmol) and TEA (0.12 mL, 0.85 mmol). The mixture was stirred at RT for 3 h, then a saturated solution of NaHCO3 was added, and the mixture was extracted 3 times with EtOAc. The combined organic layers were dried over Na2SO4, filtered, concentrated, and purified via flash chromatography (DCM/MeOH/NH4OH), affording N-Methyl-3-phenyl-3-(1H-pyrrolo[3,2-b]pyridin-3-yl)-propionamide.

Provenance & Evidence