反应详情

Ethyl 3-cyano-2-{[(1E)-(dimethylamino)methylidene]amino}-4,7-dihydrofuro[2,3-c]pyridine-6(5H)-carboxylate from Example 37A (1.20 g, 4.14 mmol) and 3-chloro-4-fluoroaniline (1.20 g, 8.27 mmol) were heated in a mixture of acetonitrile (20 mL) and acetic acid (10 mL) in a microwave oven for 30 min to 160° C. The mixture was then concentrated in vacuo, diluted with water, basified with aqueous sodium hydroxide solution and extracted with ethyl acetate. The organic layer was dried over sodium sulfate, and the solvent was evaporated. The residue was triturated with dichloromethane and left to stand for 20 h. The precipitate was collected by suction filtration. Subsequently, the solid was triturated with methanol. The crystals were collected by suction filtration and washed with diethyl ether to yield 360 mg (22%) of the title compound. A second batch of 159 mg (10%) was obtained from the mother liquor after purification by preparative HPLC.

1. concentrationThe mixture was then concentrated in vacuo
2. additiondiluted with water
3. extractionextracted with ethyl acetate
4. dry with materialThe organic layer was dried over sodium sulfate
5. customthe solvent was evaporated
6. customThe residue was triturated with dichloromethane
7. waitleft
8. filtrationThe precipitate was collected by suction filtration
9. customSubsequently, the solid was triturated with methanol
10. filtrationThe crystals were collected by suction filtration
11. washwashed with diethyl ether