Trifluoroacetic acid → 4-(4-(3-(4-Chloro-3-(trifluoromethyl)phenyl)ureido)-3-fluorophenoxy)picolinic acid

Temperatur

50 °C

At room temperature, tert-butyl 4-(4-(3-(4-chloro-3-(trifluoromethyl)phenyl)ureido)-3-fluorophenoxy)picolinate (1.8 g, 3.43 mmol) was dissolved in dichloromethane (15 mL). Trifluoroacetic acid (15 mL) and triethyl silane (0.2 mL) was added. The resulted mixture was heated to 50° C. and stirred for 16 h. The solvent was removed under reduced pressure. The residue was partitioned in water (50 mL) and ethyl acetate (50 mL), and separated. The organic phase was removed, and the aqueous layer was filtered. The solid was washed with water (20 mL×2) and dried in vacuum to give the title compound (1.48 g, purity 85%, yield 92%) as a grey solid.

1. customThe solvent was removed under reduced pressure
2. customThe residue was partitioned in water (50 mL)
3. customethyl acetate (50 mL), and separated
4. customThe organic phase was removed
5. filtrationthe aqueous layer was filtered
6. washThe solid was washed with water (20 mL×2)
7. customdried in vacuum

ORD-Eintrag

ord-b1935a8e1c6e49dd9057793c89058064

Quelldatensatz

uspto-grants-2014_06

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US08759531B2