3H-imidazo[4,5-b]pyridine-2-carboxylic acid synthesis
- Product Name:3H-imidazo[4,5-b]pyridine-2-carboxylic acid
- CAS Number:97640-15-8
- Molecular formula:C7H5N3O2
- Molecular Weight:163.13
![3H-imidazo[4,5-b]pyridin-2-ylmethanol](/CAS/20200331/GIF/24638-20-8.gif)
24638-20-8
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97640-15-8
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Yield:97640-15-8 100%
Reaction Conditions:
with hydrogenchloride;potassium permanganate;sodium carbonate in water;
Steps:
b N-[(3R)-1-Azabicyclo[2.2.2]oct-3-yl]-3H-imidazo[4,5-b]pyridine-2-carboxamide Hydrochloride
Step 1004b: Preparation of 3H-imidazo[4,5-b]pyridine-2-carboxylic Acid. To a boiling solution of KMnO4 (0.38 g, 2.4 mmol) in water (8 mL), a boiling solution of 3H-imidazo[4,5-b]pyridin-2-ylmethanol (0.20 g, 1.4 mmol) and Na2CO3 (0.19 g, 1.5 mmol) in water (6 mL) is added. The resulting mixture is heated at reflux for 4 hr. The hot mixture is filtered, the filtrate is cooled to rt, and the pH adjusted to 2 using conc. HCl. The resulting precipitate is collected by vacuum filtration to afford 3H-imidazo[4,5-b]pyridine-2-carboxylic acid in 100% yield: MS for C7H5N3O2: m/z 164 (M+H)+.
References:
US2003/73707,2003,A1
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97640-15-8
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