2-Bromo-3-methylpyridine → HCID 11580951, compound

Participants

Reaction Conditions

Reaction Steps

Placed 172 mg(1.0 mmol) of 2-bromo-3-methylpyridine in a reaction tube together with 281 mg (1.11 mmol) of the pinacol ester of diboronic acid, 22.5 mg Pd(OAc)2 and 300 mg (3.06 mmol) of KOAc After addition of 5 ml ethanol the mixture was warmed to 80° C. After 6 h the gc of an aliquot of the reaction mixture (extracted with ether/water) indicated the formation of the 3,3′-dimethyl-2,2′-bipyridine. The reaction was left for 65 h at 80° C. after which the only peaks detected in the gc, of the ether solution of an ether/water extracted sample of the reaction solution, were 3,3′-dimethyl-2,2′-bipyridine (gc/ms, m/z 185, M+1) and the pinacol ester of diboronic acid.

Provenance & Evidence