N'-(5-bromo-4-(4-chlorophenyl)pyridin-2-yl)-2-(6-(trifluoromethyl)pyridin-3-yl)acetohydrazide → 6-Bromo-7-(4-chlorophenyl)-3-((6-(trifluoromethyl)pyridin-3-yl)methyl)-[1,2,4]triazolo[4,3-a]pyridine

Participants

Reaction Conditions

Reaction Steps

To a suspension of N′-(5-bromo-4-(4-chlorophenyl)pyridin-2-yl)-2-(6-(trifluoromethyl)pyridin-3-yl)acetohydrazide (24 mg, 0.05 mmol) in (trifluoromethyl)benzene (0.45 mL) was added glacial acidic acid (0.15 mL). The reaction mixture was sealed and heated in a microwave reactor at 200° C. for 30 min. The reaction mixture was allowed to cool to 20° C. and concentrated in vacuo. The residue was purified using reverse phase preparative HPLC (Conditions: Phemomenex Luna 5μC18 30×75 mm; Eluted with 0% to 100% B, 10 min gradient, 100% B hold for 2 min, (A=90% H2O, 10% CH3CN, 0.1% trifluoroacetic acid and B=10% H2O, 90% CH3CN, 0.1% trifluoroacetic acid); Flow rate at 40 mL/min, UV detection at 220 nm) to afford 21 mg (90%) of the title compound as a white solid. LC/MS (method B): retention time=1.86 min, [M+H]+=467.0.

Provenance & Evidence