Triethylamine → HCID 22276972, compound

Participants

Reaction Conditions

Reaction Steps

To a mixture of N-(2-tetrahydropyranyloxy)-2-[7-(5-bromo-2-thienyl)-4-benzoyl-1,1-dioxoperhydro-1,4-thiazepin-7-yl]acetamide (200 mg), palladium(II) acetate (1.57 mg), triphenylphosphine (7.34 mg), copper(II) iodide (6.7 mg) and triethylamine (106 mg) in dimethylformamide was added ethynylbenzene (46.5 mg) at room temperature under nitrogen. After stirring for 2 hours at 60° C., the mixture was diluted with ethyl acetate, washed with 3% aqueous sodium bicarbonate and brine, dried over sodium sulfate and filtered. The obtained filtrate was concentrated and purified by column chromatography on silica gel (eluent: 0-2% methanol in chloroform) to give N-(2-tetrahydropyranyloxy)-2-[7-(5-(2-phenylethynyl)-2-thienyl)-4-benzoyl-1,1-dioxoperhydro-1,4-thiazepin-7-yl]acetamide (230 mg) as yellow amorphous solid.

Provenance & Evidence