(5-BROMOOXAZOL-2-YL)METHANOL synthesis

Yield:-

Reaction Conditions:

with hydrogenchloride in methanol at 0 - 20; for 3.5 h;

Steps:

55.3 Step 3
Preparation of (5-Bromo-oxazol-2-yl)-methanol
Step 3
Preparation of (5-Bromo-oxazol-2-yl)-methanol
A solution of 5-Bromo-2-(tert-butyl-dimethyl-silanyloxymethyl)-oxazole (0.05 g, 0.171 mmol) in methanol (1.0 mL) is purged with excess of hydrogen chloride gas at 0° C. for 30 minutes.
The reaction mixture is stirred to room temperature for 3 hours then concentrated in vacuum to afford title compound (0.03 g), which is used in the next reaction without purification. ¹H-NMR (400 MHz, DMSO-d₆) δ: 3.83 (bs, 1H), 4.47 (s, 2H), 7.26 (s, 1H). LC-MS (m/z): [M+H]=180.1.

References:

Curtis, Michael;Duclos, Brian A.;Ewin, Richard A.;Johnson, Paul D.;Johnson, Timothy Allen;Vairagoundar, Rajendran;Billen, Denis;Goodwin, Richard M.;Haber-Stuk, Andrea K.;Kyne, Graham M.;Sheehan, Susan M. K. US2013/237502, 2013, A1 Location in patent:Paragraph 0354