Aluminium lithium hydride → 4-[1-(3-Chloro-phenyl)-2-hydroxy-ethyl]-piperazine-1-carboxylic acid (7-methoxy-thiazolo[5,4-d]pyrimidin-2-yl)-amide

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Reaction Steps

A mixture of (3-Chloro-phenyl)-[4-(7-methoxy-thiazolo[5,4-d]pyrimidin-2-ylcarbamoyl)-piperazin-1-yl]-acetic acid methyl ester (100 mg, 0.21 mmol) in tetrahydrofuran (3 mL) at 0° C. was added lithium aluminum hydride (25 mg, 0.66 mmol). The mixture was warmed up to room temperature and stirred for two hours. LCMS analysis indicated a mixture of starting material and product. The reaction was worked up using Feiser's conditions and the crude obtained was then purified using reversed phase HPLC to give 4-[1-(3-Chloro-phenyl)-2-hydroxy-ethyl]-piperazine-1-carboxylic acid (7-methoxy-thiazolo[5,4-d]pyrimidin-2-yl)-amide as a white powder; LRMS for C19H21ClN6O3S (M+H)+ at m/z=449. The NMR spectrum obtained on the sample is compatible with its structure.

Provenance & Evidence