HCID 24898525, compound → HCID 24898519, compound

Participants

Reaction Conditions

Reaction Steps

Add 5-(5-bromo-4-chloro-thiophen-2-yl)-1-methyl-1H-[1,2,4]triazole (169 mg, 0.61 mmol) to anhydrous THF (5 mL). Cool to −78° C. Add tert-butyl lithium (0.81 mL, 1.37 mmol, 1.7 M in pentane). Stir for 45 min and then add zinc chloride (1.5 mL, 1.76 mmol, 0.5 M in THF) slowly. Stir for 5 min, then warm to room temperature and stir for 15 min. Add bis(tri-t-butylphosphine)palladium (0) (62 mg, 0.12 mmol) and 7-butyl-3-iodo-2,5-dimethyl-pyrazolo[1,5-a]pyrimidine (200 mg, 0.61 mmol). Heat to reflux overnight. Filter the reaction through Celite® and concentrate to dryness. Purify using silica gel column chromatography, eluting with 0-50% ethyl acetate in hexane, to give the title compound (36 mg, 15%). ES/MS m/z (35Cl) 401 (M+1)+.

Provenance & Evidence