2-Pyridinamine, 5-iodo- → 2-(4-Azidophenyl)-6-iodoimidazo[1,2-a]pyridine

Temperatur

80 °C

218 mg (corresponding to 0.909 mmol) of 4-azidophenacylbromide and 200 mg (corresponding to 0.909 mmol) of 2-amino-5-iodopyridine were dissolved in 1.0 mL of acetonitrile. The resulting solution was heated in an oil bath at 80° C. for 3 hours. After the completion of the reaction, the reaction solution was cooled down to room temperature, and precipitates were filtered. Then, the precipitates were washed with acetonitrile and dried under reduced pressure. The resulting crude crystals were suspended in a mixed solution of 3 mL of water and 3 mL of methanol. Then, about 4 mL of a saturated sodium hydrogencarbonate solution was added thereto, and the mixture was sonicated for 5 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 214 mg (corresponding to 0.593 mmol) of 2-(4-azidophenyl)-6-iodoimidazo[1,2-a]pyridine (FIG. 1, step 1).

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

ORD-Eintrag

ord-8d43a0202540451686bf693e48d92f69

Quelldatensatz

uspto-grants-2015_10

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US09149546B2