Water → HCID 178518629, compound

Temperature

160 °C

Alternatively, the title compound can be preferably prepared as follows: A mixture of ethyl 4-(4-chloro-2-aminobenzoyl)-3-trifluoromethyl-1H-pyrazole-5-carboxylate (1.0 g, 2.76 mmol), ammonium acetate (0.21 g, 2.76 mmol) and 1-methyl-2-pyrrolidinone (2.3 mL) was heated with stirring at 160° C. under N2 for one hour. After cooling to room temperature, water (25 mL) was added to the stirred reaction mixture. The resulting aqueous mixture was filtered after stirring for ten minutes. The filter cake was washed with water (2×25 mL) then dried under vacuum to give a tan solid. The solid was placed in methylene chloride (25 mL) and the mixture was stirred for fifteen minutes, then filtered. The filter cake was washed with methylene chloride (2×25 mL) and dried under vacuum to give the title compound as a tan solid (0.66 g, 76%, m.p. 334-336° C.).

1. temperaturewas heated
2. temperatureAfter cooling to room temperature
3. filtrationThe resulting aqueous mixture was filtered
4. stirringafter stirring for ten minutes
5. washThe filter cake was washed with water (2×25 mL)
6. customthen dried under vacuum
7. customto give a tan solid
8. stirringthe mixture was stirred for fifteen minutes
9. filtrationfiltered
10. washThe filter cake was washed with methylene chloride (2×25 mL)
11. customdried under vacuum

ORD record

ord-30a2fb9a4ff4498e8d26cb15f22c5eee

Source dataset

uspto-grants-2001_11

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06313290B1