Ethylenediamine → HCID 78107704, compound

Participants

Reaction Steps

To a solution of 2-{[5-(5-chloro-1-[(4-methylphenyl)sulfonyl]-1H-pyrrolo[2,3-b]pyridin-3-yl)pyridin-3-yl]amino}-3-methyl-N-(2,2,2-trifluoroethyl)butanamide 1-1a (315 mg, 0.543 mmol) dissolved in a mixture of MeOH (3.0 ml) and THF (7 ml) was added ethylenediamine (0.183 ml, 2.72 mmol) followed by 1 M sodium hydroxide (1.086 ml, 1.086 mmol). The mixture was allowed to stir for ½ hr at room temperature. The reaction was quenched with 1N HCL (2.7 mL), concentrated to remove solvents and aqueous sodium bicarbonate (10 mL) added. The product was extracted into DCM, dried over sodium sulfate, concentrated and chromatographed on silica using 1-10% methanol/dichloromethane to give 135 mg desired product 1-1b as a foam. LRMS (ESI) m/z 426.1 [(M+H)+; calcd for C19H19ClF3N5O: 426.1].

Provenance & Evidence