Lithium Chloride → HCID 77106434, compound

Participants

Reaction Steps

Sodium borohydride (45.1 mg, 1.191 mmol) was added to a solution of ethyl 2-(10-(5-chlorofuran-2-yl)-1,3-dimethyl-2,4-dioxo-2,3,4,7,8,10-hexahydro-1H-pyrimido[4′,5′:3,4]pyrrolo[2,1-c][1,4]thiazin-5-yl)thiazole-4-carboxylate (302 mg, 0.596 mmol) and lithium chloride (50.5 mg, 1.191 mmol) in ethanol (7.50 ml) and THF (15 ml) at 0° C. The mixture was warmed to room temperature and stirred for 7 hours. Further portions of lithium chloride (50.5 mg, 1.191 mmol) and sodium borohydride (45.1 mg, 1.191 mmol) were added to allow the reaction to run to completion. The reaction was quenched with saturated NaHCO3(aq) solution (50 ml), diluted with water (20 ml) and extracted with DCM (3×75 ml). The combined organic extracts were washed with water (20 ml), passed though a hydrophobic frit and evaporated under vacuum to afford the title compound.

Provenance & Evidence