반응 #80219

반응 방정식

7-[(4′-Trifluoromethyl-biphenyl-2-carbonyl)-amino]-quinoline-3-carboxylic acid

triethylamine

1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride

1-hydroxybenzotriazole

4-methylbenzylamine

→

title compound

수율 40.3%

7-[(4′-Trifluoromethyl-biphenyl-2-carbonyl)-amino]-quinoline-3-carboxylic acid 4-methyl-benzylamide

수율 40.3%

용매

dichloromethane

dichloromethane

반응 조건

후처리

1. 1
   세척the organic phase washed sequentially with water, and brine
2. 2
   건조dried over anhydrous magnesium sulfate
3. 3
   여과filtered
4. 4
   농축concentrated under vacuum
5. 5
   기타to provide a residue
6. 6
   기타This material was purified by preparative thin-layer-chromatography on silica eluting with 4% methanol in dichloromethane
7. 7
   workup.ADDITIONThe product containing band
8. 8
   기타was collected
9. 9
   세척eluted with 5% methanol in ethyl acetate

실험 절차

7-[(4′-Trifluoromethyl-biphenyl-2-carbonyl)-amino]-quinoline-3-carboxylic acid (40 mg, 0.092 mmol) was combined with 4-methylbenzylamine (17 mg, 0.14 mmol), 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (21 mg, 0.11 mmol), 1-hydroxybenzotriazole (14 mg, 0.10 mmol), and triethylamine (0.051 ml, 0.37 mmol) in 1.5 ml of dichloromethane. After stirring overnight at ambient temperature, the reaction mixture was diluted with 50 ml of dichloromethane, and the organic phase washed sequentially with water, and brine, and then dried over anhydrous magnesium sulfate, filtered and concentrated under vacuum to provide a residue. This material was purified by preparative thin-layer-chromatography on silica eluting with 4% methanol in dichloromethane. The product containing band was collected and eluted with 5% methanol in ethyl acetate to afford 20 mg of the title compound as a colorless solid.

출처