反应详情

温度

35 °C

A mixture of 4-fluoropicolinic acid (400 mg, 2.84 mmol) and 4-cyclopropyl-1H-imidazole (322 mg, 2.98 mmol) were dissolved in N,N-dimethylformamide, and N-methylmorpholine (0.36 ml, 3.28 mmol) was added. The reaction was warmed to 35° C., and stirred for 20 hours. The solvent was then removed under reduced pressure to afford a viscous oily residue. This residue was dissolved in 1N hydrochloric acid (5 mL), and the aqueous layer was extracted with ethyl acetate (2×5 mL). The aqueous layer was concentrated under reduced pressure to afford a yellow solid. To this residue was added 5 mL of acetonitrile/methanol (20:1) and the mixture was sonicated to afford a fine suspension of solids. The solids were collected by filtration, washed several times with acetonitrile, and dried on the filter funnel. The yellow solids were collected to afford 520 mg (69% yield) of 4-(4-cyclopropyl-1H-imidazol-1-yl)picolinic acid as the hydrochloride salt. M+1=230.1

1. customThe solvent was then removed under reduced pressure
2. customto afford a viscous oily residue
3. extractionthe aqueous layer was extracted with ethyl acetate (2×5 mL)
4. concentrationThe aqueous layer was concentrated under reduced pressure
5. customto afford a yellow solid
6. customthe mixture was sonicated
7. customto afford
8. additiona fine suspension of solids
9. filtrationThe solids were collected by filtration
10. washwashed several times with acetonitrile
11. customdried on the filter funnel
12. customThe yellow solids were collected