반응 #46977

반응 방정식

19

1-(4-Methoxy-benzenesulfonyl)-2,3-dihydro-1H-indol-7-ylamine

isonicotinoyl chloride hydrochloride

cesium carbonate

→

compound 26

수율 82.0%

N-[1-(4-Methoxy-benzenesulfonyl)-2,3-dihydro-1H-indol-7-yl]-isonicotin amide

수율 82.0%

용매

acetonitrile

반응 조건

후처리

1. 1
   온도was heated
2. 2
   온도to reflux for 16 h
3. 3
   기타The reaction mixture was quenched with ice water
4. 4
   추출extracted with CH2Cl2
5. 5
   건조The combined organic layer was dried over MgSO4
6. 6
   기타evaporated
7. 7
   기타to give a residue that
8. 8
   기타was purified by silica gel flash column chromatography (EtOAc:n-hexane :NH3(aq)=3:2:1%)
9. 9
   기타recrystallized (CH2Cl2/EtOAc)

실험 절차

To a stirred mixture of 19 (0.2 g, 0.52 mmol), isonicotinoyl chloride hydrochloride (0.18 g, 1.04 mmol), and cesium carbonate (0.68 g, 2.08 mmol) in acetonitrile (20 ml) was heated to reflux for 16 h. The reaction mixture was quenched with ice water and extracted with CH2Cl2. The combined organic layer was dried over MgSO4 and evaporated to give a residue that was purified by silica gel flash column chromatography (EtOAc:n-hexane :NH3(aq)=3:2:1%) and recrystallized (CH2Cl2/EtOAc) to afford compound 26, yield 82%.

출처