1,2-Dichloroethane → Ethyl 3-[4-(5-{5-chloro-6-[(1-methylethyl)oxy]-3-pyridinyl}-1,2,4-oxadiazol-3-yl)-1H-indazol-1-yl]-2,2-dimethylpropanoate

Participants

Reaction Conditions

Reaction Steps

5-chloro-6-[(1-methylethyl)oxy]-3-pyridinecarboxylic acid (D31) (70.9 mg, 0.329 mmol), triethylamine (0.092 ml, 0.657 mmol), HOBT (60.4 mg, 0.394 mmol) then EDC (76 mg, 0.394 mmol) followed by ethyl 3-{4-[(hydroxyamino)(imino)methyl]-1H-indazol-1-yl}-2,2-dimethylpropanoate (D103) (100 mg, 0.329 mmol) were dissolved in N,N-Dimethylformamide (DMF) (5 ml). The resulting mixture was stirred at 50° C. overnight then cooled to room temperature and diluted in EtOAc. The organic phase was washed with H2O, dried and concentrated in vacuo. Purification of the residue by flash chromatography on silica gel [15-40% EtOAc/cyclohexane] gave the title compound (30 mg, 17%) as a light yellow solid. MS (ES) C24H26ClN5O4 requires 483, found 484 [M+H]+

Provenance & Evidence