Hydrochloric Acid → [2-(Pyridin-2-yl)-1,3-thiazol-4-yl]methanol

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Reaction Steps

40 ml of methanol were added slowly to a mixture of 9.3 g of the ester of Stage C and 4.1 g of sodium borohydride in 100 ml of tetrahydrofuran and the mixture was refluxed for 2 hours. The reaction medium was allowed to return to ambient temperature and was poured into water and neutralized using N hydrochloric acid. Extraction was carried out with dichloromethane and the organic phase was dried. The solvent was evaporated under reduced pressure and the residue was chromatographed on silica (eluant: AcOEt-CH2Cl2 1-1) to obtain 5.8 g of the expected product melting at 100° C.

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