Water → HCID 71116251, compound

Participants

Reaction Steps

Ethyl 1-(2,4-dichlorophenyl)-5-[4-(dimethylamino)phenyl]-4-methyl-1H-pyrazole-3-carboxylate (1 eq, 39 mg, 0.072 mmol) and lithium hydroxide (3 eq, 5.2 mg, 0.215 mmol) was heated at 65° C. in tetrahydrofuran (3 mL) and water (3 mL) for 16 h. The reaction was quenched with a small amount of 10% HCl. The reaction was concentrated in vacuo. The crude reaction material was then purified by silica gel column chromatography using 0-10% methanol/dichloromethane with 1% acetic acid to yield 1-(2,4-dichlorophenyl)-5-[4-(dimethylamino)phenyl]-4-methyl-1H-pyrazole-3-carboxylic acid (11 mg, 39%). 1H NMR (300 MHz, CHLOROFORM-d) d ppm 2.36 (s, 3H) 2.84-3.05 (m, 6H) 6.60 (d, J=7.35 Hz, 2H) 6.97 (d, J=7.44 Hz, 2H) 7.20-7.37 (m, 2H) 7.42 (br. s., 1H)

Provenance & Evidence