تفاعل #72675

معادلة التفاعل

Benzyl 4-chloro-2-oxo-1,2-dihydroquinoline-3-carboxylate

4-methoxybenzylamine

→

benzyl 4-amino-2-oxo-1,2-dihydroquinoline-3-carboxylate

المردود 116.5%

المذيبات

TFA

DMF

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةcooled to room temperature
2. 2
   أخرىThe resultant precipitate was collected
3. 3
   workup.DISSOLUTIONdissolved in dichloromethane
4. 4
   تجفيفdried over MgSO4
5. 5
   ترشيحfiltered
6. 6
   أخرىevaporated

الإجراء التجريبي

Benzyl 4-chloro-2-oxo-1,2-dihydroquinoline-3-carboxylate (Example 66b) (0.55 g, 1.75 mmol) was dissolved in DMF (8 mL) and 4-methoxybenzylamine (0.56 mL, 4.31 mmol) was added. The reaction was heated at 115° C. for 30 minutes, then cooled to room temperature and poured into ice water. The resultant precipitate was dissolved in 10 mL TFA and stirred at room temperature for 15 minutes, then the mixture was poured into ice water. The resultant precipitate was collected, dissolved in dichloromethane, dried over MgSO4, filtered and evaporated to give the crude benzyl 4-amino-2-oxo-1,2-dihydroquinoline-3-carboxylate (600 mg) which was used as this without further purification. MS 295 (MH+).

المصدر