反应详情

To an ice-cooled solution of 1-ethyl-1H-pyrazole-5-carboxylic acid (0.140 g, 1 mmol) in dichloromethane (2 ml) and tetrahydrofuran (2 ml) was added oxalyl chloride (0.262 ml, 3 mmol) followed by 1 drop of dimethylformamide. The reaction was stirred at room temperature for 1 hour before concentration in vacuo. The residue was azeotroped with dichloromethane, dissolved in acetonitrile (4 ml) and 2 ml was added dropwise to a cooled solution of 3-(2-chloro-5-methoxyphenyl)pyridine-2,6-diamine (preparation 1, 0.100 g, 0.4 mmol) and lutidine (0.070 ml, 0.6 mmol) in acetonitrile (4 ml). The reaction was allowed to warm to room temperature and stirred under nitrogen for 72 hours. The reaction was concentrated in vacuo and partitioned between dichloromethane (10 ml) and water (10 ml). The organic was dried (MgSO4) and concentrated in vacuo. The residue was purified by silica gel column chromatography eluting with ethylacetate:heptane 1:3 to 3:1 to furnish 30 mg white solid as the desired compound.

1. customThe residue was azeotroped with dichloromethane
2. dissolutiondissolved in acetonitrile (4 ml)
3. temperatureto warm to room temperature
4. stirringstirred under nitrogen for 72 hours
5. concentrationThe reaction was concentrated in vacuo
6. custompartitioned between dichloromethane (10 ml) and water (10 ml)
7. dry with materialThe organic was dried (MgSO4)
8. concentrationconcentrated in vacuo
9. customThe residue was purified by silica gel column chromatography
10. washeluting with ethylacetate:heptane 1:3 to 3:1