Reaktion #1892445

Reaktionsgleichung

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

trimethyl orthoformate

→

yellowish solid

Ausbeute 46.4%

2-(3-(2-chloro-6-fluorophenyl)-5-(1-(2-fluorophenyl)-5-(trifluoromethyl)-1H-pyrazol-4-yl)isoxazol-4-yl)-1,3,4-oxadiazole

Ausbeute 46.4%

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe solution was evaporated to dryness
2. 2
   Sonstigethe residue was crystallized from heptane

Vorschrift

A solution of 3-(2-chloro-6-fluorophenyl)-5-(1-(2-fluorophenyl)-5-(trifluoromethyl)-1H-pyrazol-4-yl)isoxazole-4-carbohydrazide (0.076 g, 0.157 mmol) in 4 g trimethyl orthoformate was kept in a sealed tube at 125° C. for 3 days. The solution was evaporated to dryness and the residue was crystallized from heptane to give 36 mg (46%) of a yellowish solid of example 15. Result of LC/MS MH+: 493.75; 1H NMR (methanol-d4; 400 MHz) δ ppm: 7.30-7.35 (1H, m, CH-arom.), 7.42-7.48 (3H, m, CH-arom.), 7.60-7.70 (3H, m, CH-arom.), 8.51 (1H, s, CH-oxadiazole), 8.93 (1H, s, CH-pyraz.)

Quelle