Ethanol → HCID 21084111, compound

Temperature

65 °C

To a suspension of 7-bromo-2-ethyl-3-nitropyrazolo[1,5-a]pyridine (1.78 g) in a mixed solution of ethanol (100 mL), water (50 mL) and acetic acid (10 mL) was added zinc powder (1.78 g) at room temperature and the reaction mixture was stirred for 1 hour at 65° C. The reaction mixture was filtered through celite to remove insoluble residue and the filtrate was evaporated under reduced pressure. Water was added to the obtained residue and extraction was performed with ethyl acetate, and after washing the organic extract with water, saturated aqueous sodium bicarbonate and brine, the organic extract was dried over anhydrous magnesium sulfate and filtered, and the solvent was evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography (60 g) and the title compound (1.16 g) was obtained as a dark green oil from the ethyl acetate:n-hexane (4:1) fraction.

1. filtrationThe reaction mixture was filtered through celite
2. customto remove insoluble residue
3. customthe filtrate was evaporated under reduced pressure
4. additionWater was added to the obtained residue and extraction
5. washafter washing the
6. extractionorganic extract with water, saturated aqueous sodium bicarbonate and brine
7. extractionthe organic extract
8. dry with materialwas dried over anhydrous magnesium sulfate
9. filtrationfiltered
10. customthe solvent was evaporated under reduced pressure
11. customThe obtained residue was purified by silica gel column chromatography (60 g)

ORD record

ord-f7f28f656561437ea9b8e6ac9dac057a

Source dataset

uspto-grants-2007_02

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07176216B2