1,2-Dichloroethane → (E)-2-[2-(1H-indazol-3-yl)vinyl]-N-([1,3,4]thiadiazol-2-yl)benzamide

Participants

Reaction Steps

To a solution of (E)-2-[2-(1H-indazol-3-yl)vinyl]benzoic acid (0.13 g, 0.49 mmol) obtained in Step 1 of Example 47 in THF (2.6 mL), [1,3,4]thiadiazol-2-ylamine (0.075 g, 0.74 mmol) and EDC (0.18 g, 0.94 mmol) were added, followed by stirring at room temperature for 4.5 hours. The reaction mixture was added with water and ethyl acetate to separate the mixture into organic layer and aqueous layer and the organic layer was concentrated under reduced pressure. The residue was purified by silica gel chromatography (chloroform/methanol=100/0 to 90/10) and the obtained compound was crystallized from ethyl acetate/methanol (1/1, 2.0 mL) to obtain Compound 145 (0.020 g, 12%).

Provenance & Evidence