Chloroacetone → HCID 59228757, compound

2-Amino-5-iodopyridine (5 g, 22.73 mmol) was dissolved in ethanol (20 mL). Chloroacetone (2.29 mL, 25 mmol) was added and the mixture was heated at reflux overnight. The reaction mixture was evaporated to dryness. The residue was dissolved in DCM (50 mL) and washed with saturated aqueous sodium bicarbonate solution (20 mL). The organic layer was dried over MgSO4, filtered and evaporated. The resulting crude residue (4.8 g) was triturated with ethyl acetate to afford pure title compound (2.2 g). The filtrate was concentrated to dryness, yielding an additional quantity of less pure title compound (2.0 g). δH (CDCl3) 7.33 (m, 4H), 2.48 (s, 3H). LCMS: MH+ 259.

1. temperaturethe mixture was heated
2. temperatureat reflux overnight
3. customThe reaction mixture was evaporated to dryness
4. dissolutionThe residue was dissolved in DCM (50 mL)
5. washwashed with saturated aqueous sodium bicarbonate solution (20 mL)
6. dry with materialThe organic layer was dried over MgSO4
7. filtrationfiltered
8. customevaporated
9. customThe resulting crude residue (4.8 g) was triturated with ethyl acetate

ORD record

ord-ec32edf4519d4cde9982a4e73f446cd3

Source dataset

uspto-grants-2016_04

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09309243B2