반응 #72675

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

4-methoxybenzylamine

→

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

수율 116.5%

용매

TFA

DMF

반응 조건

후처리

1. 1
   온도cooled to room temperature
2. 2
   기타The resultant precipitate was collected
3. 3
   workup.DISSOLUTIONdissolved in dichloromethane
4. 4
   건조dried over MgSO4
5. 5
   여과filtered
6. 6
   기타evaporated

실험 절차

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+).

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