反应详情

Diisobutylaluminum hydride (1M in THF, 11 mL, 11 mmol) is added to a solution of 5-ethyl-imidazo[2,1-b]thiazole-6-carboxylic acid ethyl ester (800 mg, 3.6 mmol) in THF (20 mL). The mixture is stirred at room temperature for 0.5 h. HCl (10%, 2 mL) is added, and the mixture is stirred for an additional 5 min. The mixture is neutralized by the addition of sodium hydroxide (2 N) until pH is above 10 and then extracted with ethyl acetate (3×20 mL). The combined organic layers are dried and solvent removed to give 5-ethyl-6-hydroxymethyl-imidazo[2,1-b]thiazole as a solid. Step 3. Preparation of 6-chloromethyl-5-ethyl-imidazo[2,1-b]thiazole

1. stirringthe mixture is stirred for an additional 5 min
2. extractionextracted with ethyl acetate (3×20 mL)
3. customThe combined organic layers are dried
4. customsolvent removed