N-methyl-N-(trimethylsilyl)trifluoroacetamide → HCID 86742169, compound

Participants

Reaction Steps

3-[1,4-Dihydro-4-oxo-5-(phenylmethoxy)-2-pyridinyl]-N-(2-oxo-1-imidazolidinyl)-2-propenamide (3.55 g) was suspended in 100 ml of ethyl acetate and 6.3 g of N-methyl-N-(trimethylsilyl)trifluoroacetamide was added. After stirring for 1 hour, a clear solution was obtained. The solution was then added within 10 minutes to a cooled solution (0° C.) of 3.3 g of (S)-1-[[(chlorosulfonyl)amino]carbonyl]-3-[[(phenylmethoxy)carbonyl]amino]-2-azetidinone in 50 ml of ethyl acetate. After stirring overnight, the solvent was evaporated and the oily residue was stirred for 1 hour with 50 ml of isopropanol. The resultant precipitate was isolated by filtration and washed with isopropanol and ether. Yield: 5.91 g.

Provenance & Evidence