Sodium Carbonate → HCID 178524549, compound

Temperature

55 °C

Na2CO3 (3.3 g, 1 eq, 31.5 mmol) and water (200 ml) are added to product 7-methyl-3H-imidazo[4,5-b]pyridine x176 (4.2 g, 31.5 mmol). The reaction mixture is heated until boiled, which caused its transformation into a solution. KMnO4 (12.5 g, 2.5 eq, 78.9 mmol) is added in small portions to the obtained boiling solution. After KMnO4 is added completely, the reaction mixture is additionally kept at 100° C. for 1 h and cooled to 50-60° C. MnO2 is filtered off, and the residue is additionally washed with hot water (2×50 ml) on a filter. The obtained aqueous solution is evaporated in vacuum to a volume of 50 ml, cooled to 5° C., and acidified with 10% HCl to pH 2-3. The obtained suspension is kept at 5° C. for 1 h. The formed precipitate is separated by filtration, washed with ice-cold water (2×10 ml), and vacuum-dried (1 mm Hg) over P2O5 overnight to give 2.06 g of 3H-imidazo[4,5-b]pyridine-7-carboxylic acid x177.

1. temperatureThe reaction mixture is heated
2. filtrationMnO2 is filtered off
3. washthe residue is additionally washed with hot water (2×50 ml) on a filter
4. customThe obtained aqueous solution is evaporated in vacuum to a volume of 50 ml
5. temperaturecooled to 5° C.
6. waitThe obtained suspension is kept at 5° C. for 1 h
7. customThe formed precipitate is separated by filtration
8. washwashed with ice-cold water (2×10 ml)
9. dry with materialvacuum-dried (1 mm Hg) over P2O5 overnight

ORD record

ord-a4999fe8d8404574847f5122b2fe429c

Source dataset

uspto-grants-2012_05

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08178533B2