Ethyl Acetate → HCID 86618621, compound

Participants

Reaction Steps

A solution of ethyl {[4-(4-chlorophenyl)-1,3-thiazol-2-yl]amino}(oxo)acetate (2.50 g, 8.04 mmol), prepared in the previous step, in dry tetrahydrofuran (25 mL) was added, under nitrogen, to a stirred suspension of lithium aluminum hydride (0.92 g, 24 mmol) in dry tetrahydrofuran (25 mL). After the addition was complete, the mixture was stirred for an additional 1 h. Ethyl acetate (4.8 mL) was added dropwise, followed by water (0.92 mL), 4N NaOH (0.92 mL) and water (2.8 mL). The mixture was then filtered and evaporated to afford 2-{[4-(4-chlorophenyl)-1,3-thiazol-2-yl]amino}ethanol (1.12 g, 55%) which was used without further purification. HRMS: calcd for C11H11ClN2OS [M+H+], 255.03534; found (ESI+, [M+H]+), 255.03505.

Provenance & Evidence