Triethylamine → HCID 69926453, compound

Participants

Reaction Steps

To a solution of 5-amino-8-bromoisoquinoline-6-carboxylic acid hydrochloride (1.00 g, 3.29 mmol) in 10 mL of dichloromethane and 2 mL of DMF was added (1H-1,2,3-benzotriazol-1-yloxy)[tris(dimethylamino)]phosphonium hexafluorophosphate (1.65 g, 3.74 mmol), (1S,2S)-2-aminocyclohexanol (0.430 g, 3.74 mmol), and triethylamine (1.20 mL, 8.62 mmol). After 3 h, the mixture was diluted with additional dichloromethane, washed with water, saturated aqueous sodium bicarbonate and brine, dried over sodium sulfate, filtered, and concentrated in vacuo. The residue was purified via silica gel chromatography, eluting with 0-3% methanol in dichloromethane, to provide crude 5-amino-8-bromo-N-[(1S,2S)-2-hydroxycyclohexyl]isoquinoline-6-carboxamide.

Provenance & Evidence