2-Bromo-1-(4-hydroxyphenyl)ethanone → HCID 68717459, compound

Temperature

110 °C

2.00 g (corresponding to 9.28 mmol) of 2-bromo-4′-hydroxyacetophenone and 1.91 g (corresponding to 10.2 mmol) of 2-amino-5-bromo-4-methylpyridine were dissolved in 40 mL of acetonitrile. The resulting solution was heated under reflux in an oil bath at 110° C. for 3 hours. After the completion of the reaction, the reaction solution was cooled down to room temperature, and precipitates were filtered and recovered. The precipitates were washed with acetonitrile and dried under reduced pressure. The resulting crude crystals were suspended in a mixed solution of 10 mL of water and 10 mL of methanol. Then, about 50 mL of a saturated sodium hydrogencarbonate solution was added thereto, and the mixture was sonicated for 10 minutes using an ultrasonic washing machine. Precipitates were filtered and recovered from the resulting mixture, sufficiently washed with water, and dried under reduced pressure, to obtain 2.67 g (corresponding to 8.81 mmol) of 6-bromo-2-[4′-hydroxyphenyl]-7-methylimidazo[1,2-a]pyridine (FIG. 9, Step 2).

1. temperatureThe resulting solution was heated
2. customAfter the completion of the reaction
3. temperaturethe reaction solution was cooled down to room temperature
4. customprecipitates
5. filtrationwere filtered
6. customrecovered
7. washThe precipitates were washed with acetonitrile
8. customdried under reduced pressure
9. additionThen, about 50 mL of a saturated sodium hydrogencarbonate solution was added
10. customthe mixture was sonicated for 10 minutes
11. customPrecipitates
12. filtrationwere filtered
13. customrecovered from the resulting mixture
14. washsufficiently washed with water
15. customdried under reduced pressure

ORD record

ord-cd7628d317434dcfb43a075651636546

Source dataset

uspto-grants-2013_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08399672B2