Triethylamine → HCID 69060737, compound

Participants

Reaction Steps

A solution of 1.10 g (4.29 mmol) of 6-bromo-2-chloro-4-methylquinoline, 0.24 g (0.43 mmol) of 1,1′-bis(diphenylphosphino)ferrocene, 97 mg (0.43 mmol) of palladium (II) acetate, and 1.25 mL (9.00 mmol) of triethylamine in 60 mL of DMF/MeOH (1:1) was stirred for 10 minutes at 50° C. and under 2 bar CO pressure. The reaction mixture was evaporated down in vacuo, the residue was combined with EtOAc, the precipitate was filtered off, and the filtrate was evaporated down. The residue was purified by column chromatography (silica gel, gradient PE/EtOAc 8:2→6:4). Yield: 0.65 g (54% of theoretical); C12H10BrNO2 (M=280.117); calc: molpeak (M+H)+: 280/282 (Br); found: molpeak (M+H)+: 280/282 (Br); HPLC-MS: 8.55 minutes (method A).

Provenance & Evidence