反应详情

Isobutyl chloroformate (0.785 g, 5.75 mmol) was dropwise added into an ice cold solution of 4-(N-ethylpiperazino)-2-butynoic acid (1.75 g, 8.85 mmol) and N-methylmorpholine (1.3453 g, 13.3 mmol) in 50 mL of tetrahydrofuran under N2. After stirring for 30 min, a solution of 1.5 g (4.42 mmol) of 6-amino-4-[(3-bromophenyl)amino]-3-quinolinecarbonitrile in 10 mL of pyridine was added dropwise and the mixture was stirred at 0° C. for 2 hr. The reaction was quenched with ice water, poured into saturated sodium bicarbonate and brine, and extracted with ethyl acetate. The ethyl acetate layer was concentrated and purified by flash column chromatography. The product fractions were collected, and dried in vacuo to give 1.07 g (46%) of light brown solid; ESMS m/z 517.1, 519.1 (M+H+); mp 161° C. (dec).

1. stirringthe mixture was stirred at 0° C. for 2 hr
2. customThe reaction was quenched with ice water
3. additionpoured into saturated sodium bicarbonate and brine
4. extractionextracted with ethyl acetate
5. concentrationThe ethyl acetate layer was concentrated
6. custompurified by flash column chromatography
7. customThe product fractions were collected
8. customdried in vacuo
9. customto give 1.07 g (46%) of light brown solid