1-Hydroxybenzotriazole → HCID 68328865, compound

Participants

Reaction Steps

To a solution of 6-(5-(5-(isopropylamino)-1,3,4-oxadiazol-2-yl)-1-tosyl-1H-indol-3-yl)picolinic acid (150 mg, 0.29 mmol) in DMF (3 mL) was added PyBOP (226 mg, 0.439 mmol), HOBt (59 mg, 0.435 mmol) and DIPEA (0.15 mL, 0.87 mmol). Methylamine hydrochloride (23 mg, 0.348 mmol) was added and the reaction was stirred for 2 h under Ar at RT. The reaction was quenched with water (200 mL) to get a brown precipitate. The precipitate was filtered, washed with water (2×100 mL) and dried. The crude product was purified with basic alumina chromatography (eluting with EtOAc) to give 6-(5-(5-(isopropylamino)-1,3,4-oxadiazol-2-yl)-1-tosyl-1H-indol-3-yl)-N-methylpicolinamide (150 mg, 98%). MS (ESI, pos. ion) m/z: 531.2 (M+1).

Provenance & Evidence