Dimethylformamide → HCID 90994180, compound

Participants

Reaction Steps

1.7 g of sodium hydride (50% suspension) are added to a solution of 5.0 g of “AB” and 2.8 g of butyl glycolate in 100 ml of THF, and the mixture is refluxed for 3 hours. The solvent is removed, and the mixture is subjected to conventional work-up, giving 5.0 g of butyl (4-oxo-3,4,5,6,7,8-hexahydrobenzo[4,5]thieno[2,3-d]pyrimidin-2-ylmethoxy)acetate (“AC”). 1 ml of DMF is added to a solution of 5.0 g of “AC” in 50 ml of thionyl chloride, and the mixture is stirred at 45° for 2 hours. After the solvent has been removed, the mixture is subjected to conventional work-up, giving 4.5 g of butyl (4-chloro-5,6,7,8-tetrahydrobenzo[4,5]thieno[2,3-d]pyrimidin-2-ylmethoxy)acetate (“AD”).

Provenance & Evidence