Hydrochloric Acid → HCID 57642851, compound

Temperature

90 °C

55 ml of 35% hydrochloric acid was added to 3.02 g of allyl-(3-nitropyridin-4-yl)amine, and the mixture was heated to 90° C. 19.1 g of tin chloride was added to the solution, and the mixture was kept at 90° C. for 30 minutes. The reaction solution was cooled in an ice-water bath, and then 250 ml ice/water was added thereto. The reaction solution was concentrated under reduced pressure, and then 250 ml of ammonia-saturated methanol was added thereto. The mixture was stirred for 20 hours. 750 ml of ethyl acetate was added to the solution, and the mixture was filtered through celite. The filtrate was concentrated under reduced pressure. The residue was purified by silica gel column chromatography. Thus, 2.88 g of the title compound was obtained from the fraction eluted with ethyl acetate-hexane (1:1).

1. temperatureThe reaction solution was cooled in an ice-water bath
2. concentrationThe reaction solution was concentrated under reduced pressure
3. addition250 ml of ammonia-saturated methanol was added
4. addition750 ml of ethyl acetate was added to the solution
5. filtrationthe mixture was filtered through celite
6. concentrationThe filtrate was concentrated under reduced pressure
7. customThe residue was purified by silica gel column chromatography

ORD record

ord-9c13a56b5ba44ea2b61999d2929b8fb9

Source dataset

uspto-grants-2010_08

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07772226B2