(5-Chloro-1H-imidazo[4,5-b]pyridin-2-yl)methanol synthesis
- Product Name:(5-Chloro-1H-imidazo[4,5-b]pyridin-2-yl)methanol
- CAS Number:172648-09-8
- Molecular formula:C7H6ClN3O
- Molecular Weight:183.6
40851-95-4
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79-14-1
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Yield:172648-09-8 94%
Reaction Conditions:
Stage #1: 6-chloropyridine-2,3-diamine;glycolic Acid at 150; for 4 h;
Stage #2: with hydrogenchloride in water at 60;
Steps:
6.1
A mixture of intermediate 1-1 (14.5 g, 101 mmol) and 2-hydroxyacetic acid (16 g, 210 mmol) was stirred at 150°C for 4 hours. The resulting mixture was cooled to 60°C and treated with an aqueous solution of 3N HC1 (70 mL), then basified to pH=7-8 by the addition of aqueous ammonia. The mixture was filtered and the solid was collected, washed with water and methyl ter-butyl ether. The product 3-1 was collected as yellow powder (17.5 g, 94%). m/z = 184 (M+H)+.
References:
WO2012/80449,2012,A1 Location in patent:Page/Page column 30
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