Chloroacetyl chloride → HCID 67028934, compound

Temperature

80 °C

2-Amino-3-fluoropyridine (1.5 g) was dissolved in DCE (15 mL) and chloroacetylchloride (1.1 mL) was added dropwise. The reaction was heated in a microwave at 80° C. for 5 mins. The reaction mixture was cooled and the resulting solid was filtered off, washed with DCE, MeCN and pentane then suspended in dichloromethane and aqueous NaHCO3 (sat) was added. The organic phase was separated and the aqueous layer was extracted with dichloromethane (×2). The combined organic layers were dried over sodium sulphate and concentrated. The crude product was purified by silica gel chromatography eluting with 0-100% EtOAc/cyclohexane to give the title compound as a white solid (800 mg).

1. temperatureThe reaction mixture was cooled
2. filtrationthe resulting solid was filtered off
3. washwashed with DCE, MeCN and pentane
4. additionaqueous NaHCO3 (sat) was added
5. customThe organic phase was separated
6. extractionthe aqueous layer was extracted with dichloromethane (×2)
7. dry with materialThe combined organic layers were dried over sodium sulphate
8. concentrationconcentrated
9. customThe crude product was purified by silica gel chromatography
10. washeluting with 0-100% EtOAc/cyclohexane

ORD record

ord-34f560fd05534abcb6f8638f09195aec

Source dataset

uspto-grants-2012_12

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08329729B2