Reaktion #1892459

Reaktionsgleichung

3-(2-chloro-6-fluorophenyl)-5-(1-(2-fluorophenyl)-5-(trifluoromethyl)-1H-pyrazol-4-yl)isoxazole-4-carbohydrazide

acetyl chloride

→

compound

Ausbeute 85.0%

N′-acetyl-3-(2-chloro-6-fluorophenyl)-5-(1-(2-fluorophenyl)-5-(trifluoromethyl)-1H-pyrazol-4-yl)isoxazole-4-carbohydrazide

Ausbeute 85.0%

Lösungsmittel

dioxane

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.WAITThe conversion is complete within minutes
2. 2
   SonstigeVolatiles were evaporated
3. 3
   Sonstigeresidue was re-evaporated with ethanol
4. 4
   SonstigeResidue was crystallized from EtOAc-heptane

Vorschrift

To a solution of 190 mg (0.393 mmol) 3-(2-chloro-6-fluorophenyl)-5-(1-(2-fluorophenyl)-5-(trifluoromethyl)-1H-pyrazol-4-yl)isoxazole-4-carbohydrazide (which was synthesized in analogy to the procedure described for example I-133) in 5.8 ml absolute dioxane, 148 mg (1.885 mmol) acetyl chloride were added. The conversion is complete within minutes. Volatiles were evaporated, residue was re-evaporated with ethanol. Residue was crystallized from EtOAc-heptane to give 175 mg (85%) of compound I-142 as a pale yellow powder. Result of LC/MS MH+: 526.06; 1H-NMR (400 MHz, methanol-d4) δ ppm: 1.98 (3H, s, CH3), 7.25-7.32 (1H, m, CH-arom.), 7.41-7.48 (3H, m, CH-arom.), 7.54-7.61 (1H, m, CH-arom), 7.64-7.74 (1H, m, CH-arom.), 8.63 (1H, s, CH-pyraz.)

Quelle