1,2-Dichloroethane → 5-(5-{5-Chloro-6-[(1-methylethyl)oxy]-3-pyridinyl}-1,2,4-oxadiazol-3-yl)-1H-indazole

Participants

Reaction Conditions

Reaction Steps

A mixture of 5-chloro-6-[(1-methylethyl)oxy]-3-pyridinecarboxylic acid (D31) (350 mg, 1.623 mmol), triethylamine (328 mg, 452 μl, 3.25 mmol), hydroxybenzotriazole hydrate (298 mg, 1.95 mmol), EDC (373 mg, 1.95 mmol) and N-hydroxy-1H-indazole-5-carboximidamide (D2) (430 mg, 2.43 mmol) in DMF (5 ml) was stirred at 50° C. for 4 days. The reaction mixture was cooled to room temperature and diluted with EtOAc (25 ml). The organic layer was washed with a saturated NaHCO3 aqueous solution, water then brine. The organic phase was dried and concentrated in vacuo to give the title compound (334 mg, 58%) as a light red solid which was used in next step without further purification. MS (ES) C17H14ClN5O2 requires 355, found 356 [M+H]+

Provenance & Evidence