تفاعل #1058425

معادلة التفاعل

rac-BINAP

2-bromotoluene

cesium carbonate

N-(4-(Trifluoromethyl)phenyl)-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidin-4-amine

→

desired product

المردود 8.2%

7-(o-Tolyl)-N-(4-(trifluoromethyl)phenyl)-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidin-4-amine

المردود 8.2%

المذيبات

dioxane

ظروف التفاعل

المعالجة

1. 1
   أخرىThe mixture was sonicated for 10 minutes
2. 2
   ترشيحAfter completion, the mixture was filtered through celite
3. 3
   أخرىevaporated
4. 4
   أخرىpurified by flash chromatography over silica gel using a 0-100% gradient of ethyl acetate/hexanes

الإجراء التجريبي

To 2 mL of dioxane was added 10 mol % of palladium(II)acetate (12 mg) and 20 mol % rac-BINAP (58 mg). After stirring for 3 hours, 2-bromotoluene (0.064 ml, 0.53 mmol), cesium carbonate (682 mg, 2.12 mmol), N-(4-(Trifluoromethyl)phenyl)-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidin-4-amine (150 mg, 0.51 mmol) and activated molecular sieves (340 mg) were added. The mixture was sonicated for 10 minutes and heated in a sealed tube via microwave at 160° C. for 3 h in a Personal Chemistry Microwave (Smith Creator). After completion, the mixture was filtered through celite, evaporated and purified by flash chromatography over silica gel using a 0-100% gradient of ethyl acetate/hexanes to give the desired product as a white solid (16 mg).

المصدر