262444-15-5

(4-Bromothiazol-5-yl)methanol is a useful research reactant for the syntehsis of ubstituted pyrazoles and imidazoles.

At room temperature, 2,4-dibromothiazole-5-methanol (15.0 g, 54.9 mmol) was dissolved in methanol (400 mL) and 10% Pd/C catalyst (1.12 g) and sodium carbonate (13.0 g) were added. The reaction mixture was subjected to 60 psi hydrogen pressure and hydrogenated at room temperature for 2 days. Upon completion of the reaction, the catalyst was removed by filtration and the filtrate was washed with ethyl acetate and subsequently concentrated. The concentrated residue was purified by column chromatography (eluent: 30% petroleum ether solution of ethyl acetate) to give 9.3 g of 4-bromo-5-hydroxymethylthiazole as a yellow liquid product.

[1] Journal of Labelled Compounds and Radiopharmaceuticals, 2009, vol. 52, # 4, p. 110 - 113
[2] Patent: WO2016/193551, 2016, A1. Location in patent: Page/Page column 32