Hydrochloric Acid → HCID 57642851, compound

Temperature

90 °C

35% Hydrochloric acid (55 mL) was added to allyl(3-nitropyridin-4-yl) amine (3.02 g) and this was heated to 90° C. Tin chloride (19.1 g) was added, and this was reacted at 90° C. for 30 minutes. The reaction solution was cooled on iced water, and 250 mL of iced water was added. The reaction solution was concentrated under reduced pressure, and then a saturated solution of ammonia-methanol (250 mL) was added, and this was stirred for 20 hours. Ethyl acetate (750 mL) was then added, and this was filtered through celite, and then concentrated under reduced pressure. The residue was purified by silica gel column chromatography, and the fraction eluted by ethyl acetate-hexane (1:1) gave the title compound (2.88 g).

1. customthis was reacted at 90° C. for 30 minutes
2. additionwas added
3. concentrationThe reaction solution was concentrated under reduced pressure
4. additiona saturated solution of ammonia-methanol (250 mL) was added
5. additionEthyl acetate (750 mL) was then added
6. filtrationthis was filtered through celite
7. concentrationconcentrated under reduced pressure
8. customThe residue was purified by silica gel column chromatography
9. washthe fraction eluted by ethyl acetate-hexane (1:1)

ORD record

ord-cb08bbf635784ee0b8f44bae12a8a09e

Source dataset

uspto-grants-2009_04

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07524847B2