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898825-89-3

N-METHOXY-N-METHYL 5-THIAZOLECARBOXAMIDE synthesis

2synthesis methods
-

Yield:898825-89-3 65%

Reaction Conditions:

with O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate;N-ethyl-N,N-diisopropylamine in N,N-dimethyl-formamide at 20; for 16 h;

Steps:

131.1

Example 131VStep 1. Thiazole-5-carboxylic acid methoxy-methyl-amide (155)[0373] Thiazole-5-carboxylic acid (2g, 15.48mmol), HBTU (14g, 38.8mmol), and DIEA (16mL, 92.88mmol) were dissolved in DMF (5OmL) and stirred at rt until all starting material had been consumed. O,N-Dimethyl-hydroxy1amine (6g, 61.92mmol) was then added to the reaction mixture and stirred for 16 hours. The reaction was then evaporated to dryness, and purified on silica gel to produce compound 155 (1.7g, 65% yield). H1-NMR (DMSO d6): 9.30 (m, 1H), 8.50 (m, 1H), 3.76 (m, 3H), 3.30 (m, 3H).

References:

WO2006/76529,2006,A1 Location in patent:Page/Page column 158