反应详情

To a 0° C. mixture of 2-acetoxy-4-methylthiobenzoic acid (5 g, 22.1 mmol), dichloromethane (75 mL), NEt3 (3.1 mL, 22.1 mmol) and DMF (17 μL, 0.221 mmol) was added oxalyl chloride (1.92 mL, 22.1 mL) at a rate to give gentle bubbling. The mixture was stirred for 1 h and then was concentrated in vacuo. The resulting residue was dissolved in dichloromethane (75 mL). To this solution was added 3-amino-N-(5-chloropyridin-2-yl)pyridine-2-carboxamide (5.5 g, 22.1 mmol) followed by NEt3 (3.1 mL, 22.1 mmol). The reaction mixture was stirred for 18 h, concentrated to a slurry in dichloromethane and chromatographed (75 g silica gel; 100% dichloromethane to 100% EtOAc) to give the title compound as an impure solid (8.5 g).

1. customto give gentle bubbling
2. concentrationwas concentrated in vacuo
3. dissolutionThe resulting residue was dissolved in dichloromethane (75 mL)
4. stirringThe reaction mixture was stirred for 18 h
5. concentrationconcentrated to a slurry in dichloromethane
6. customchromatographed (75 g silica gel; 100% dichloromethane to 100% EtOAc)