تفاعل #41944

معادلة التفاعل

6-Bromo-3-methanesulfonyl-2-methyl-4-morpholin-4-yl-quinoline

compound

6-Bromo-3-methanesulfonyl-2-methyl-4-morpholin-4-yl-quinoline

cyclopropyboronic acid

potassium phosphate tribasic

→

white crystals

المردود 22.2%

6-Cyclopropyl-3-methanesulfonyl-2-methyl-4-morpholin-4-yl-quinoline

المردود 22.2%

المذيبات

dioxane

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةheated
2. 2
   درجة الحرارةat reflux under argon for 8 h
3. 3
   استخلاصAfter extraction with dichloromethane and half-saturated NaCl solution
4. 4
   أخرىthe crude product was purified chromatography on silica gel in dichloromethane/ethyl acetate with a gradient from 100:0 to 90:10

الإجراء التجريبي

6-Bromo-3-methanesulfonyl-2-methyl-4-morpholin-4-yl-quinoline (compound of example 6) (0.5 g, 1.3 mmol), cyclopropyboronic acid (0.167 g, 1.95 mmol), potassium phosphate tribasic (0.826 g, 3.89 mmol) and tetrakis(triphenylphosphine)palladium(0) (45 mg, 0.039) were mixed together in dioxane (7 mL) and heated at reflux under argon for 8 h. After extraction with dichloromethane and half-saturated NaCl solution, the crude product was purified chromatography on silica gel in dichloromethane/ethyl acetate with a gradient from 100:0 to 90:10. One obtained 0.1 g (21%) of white crystals. MS: m/z=347 (M+H).

المصدر