تفاعل #1713705

معادلة التفاعل

2-Chloro-6-(trifluoromethyl)nicotinaldehyde

cyclopropylboronic acid

sodium carbonate

→

2-cyclopropyl-6-(trifluoromethyl)nicotinaldehyde

المردود 71.9%

المذيبات

toluene

water

ظروف التفاعل

المعالجة

1. 1
   أخرىThe reaction
2. 2
   أخرىvial was purged with argon
3. 3
   درجة الحرارةto cool
4. 4
   غسيلeluted with 5% ethyl acetate/hexanes to 50% ethyl acetate/hexanes

الإجراء التجريبي

2-Chloro-6-(trifluoromethyl)nicotinaldehyde (176 mg, 0.840 mmol), cyclopropylboronic acid (152 mg, 1.76 mmol), sodium carbonate (267 mg, 2.52 mmol) and tetrakis(triphenylphosphine)palladium (0) (48.5 mg, 0.0420 mmol) were combined, diluted with toluene (2 mL) and water (200 μL). The reaction vial was purged with argon, heated to 90° C. and stirred for 24 hours. The reaction was allowed to cool, loaded onto silica gel and eluted with 5% ethyl acetate/hexanes to 50% ethyl acetate/hexanes to yield 2-cyclopropyl-6-(trifluoromethyl)nicotinaldehyde (130 mg, 0.604 mmol, 71.9% yield).

المصدر