반응 #1009568

반응 방정식

6-bromopicolinaldehyde

2-amino-4,6-difluorobenzamide

p-toluenesulfonic acid

NaHSO3

→

title compound

수율 15.0%

2-(6-Bromopyridin-2-yl)-5,7-difluoroquinazolin-4(3H)-one

수율 15.0%

용매

DMA

반응 조건

후처리

1. 1
   온도The reaction mixture was cooled to room temperature
2. 2
   기타partitioned between water and EtOAc (25 mL)
3. 3
   추출The aqueous phase was extracted with EtOAc (2×25 mL)
4. 4
   건조dried over sodium sulfate
5. 5
   여과filtered
6. 6
   기타the solvent was removed under reduced pressure
7. 7
   기타The product was purified by crystallization (EtOAc)

실험 절차

A mixture of 6-bromopicolinaldehyde (2.8 g, 15 mmol), 2-amino-4,6-difluorobenzamide (2.5 g, 10 mmol), p-toluenesulfonic acid (4.2 g, 22 mmol), NaHSO3 (2.6 g, 25 mmol) and DMA (40 mL) was heated at 110° C. for 48 h in a sealed tube. The reaction mixture was cooled to room temperature and partitioned between water and EtOAc (25 mL). The aqueous phase was extracted with EtOAc (2×25 mL). The organic layers were combined, dried over sodium sulfate, filtered and the solvent was removed under reduced pressure. The product was purified by crystallization (EtOAc) to provide the title compound (500 mg, 15%): 1H NMR (500 MHz, DMSO-d6) δ 11.97 (s, 1H), 8.32 (d, J=7.7, 0.7 Hz, 1H), 8.05-7.96 (m, 1H), 7.91 (dd, J=7.7, 0.7 Hz, 1H), 7.46-7.29 (m, 2H).

출처