2-Bromo-1-(4-hydroxyphenyl)ethanone → HCID 86646180, compound

Temperature

110 °C

4.66 g (corresponding to 21.6 mmol) of 2-bromo-4′-hydroxyacetophenone and 2.53 g (corresponding to 14.5 mmol) of 5-bromo-2-aminopyrazine were dissolved in 100 mL of acetonitrile. The resulting solution was refluxed in an oil bath at 110° C. for 3.5 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 20 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 1.32 g (corresponding to 4.55 mmol) of 6-bromo-2-(4′-hydroxyphenyl)imidazo[1,2-a]pyrazine (FIG. 11, Step 2).

1. customAfter the completion of the reaction
2. temperaturethe reaction solution was cooled down to room temperature
3. customprecipitates
4. filtrationwere filtered
5. customrecovered
6. washThe precipitates were washed with acetonitrile
7. customdried under reduced pressure
8. additionThen, about 20 mL of a saturated sodium hydrogencarbonate solution was added
9. customthe mixture was sonicated for 10 minutes
10. customPrecipitates
11. filtrationwere filtered
12. customrecovered from the resulting mixture
13. washsufficiently washed with water
14. customdried under reduced pressure

ORD record

ord-9669fea38c8d44d1a8eac2a3aacd4330

Source dataset

uspto-grants-2011_09

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08022207B2