반응 #1685102

반응 방정식

6-fluoroindoline

4-chloro-6,7-dimethoxy-quinazoline

→

4-(6-fluoro-2,3-dihydro-indol-1-yl)-6,7-dimethoxyquinazoline

용매

i-PrOH

반응 조건

후처리

1. 1
   온도The mixture was refluxed for 16 hours under an atmosphere of dry N2(g)
2. 2
   기타the solvent was removed in vacuo
3. 3
   기타The residue was partitioned between CHCl3 and 1M NaOH
4. 4
   세척the organic phase was washed with brine
5. 5
   건조dried over Na2SO4(g)
6. 6
   농축concentrated in vacuo
7. 7
   기타The residue (535 mg) was purified by flash chromatography on silica using 80%EtOAc/CH2 Cl2

실험 절차

To 6-fluoroindoline (274 mg, 2.0 mmol) in dry i-PrOH (10mL) was added 4-chloro-6,7-dimethoxy-quinazoline (225 mg, 1.0 mmol). The mixture was refluxed for 16 hours under an atmosphere of dry N2(g) and then the solvent was removed in vacuo. The residue was partitioned between CHCl3 and 1M NaOH, and the organic phase was washed with brine, dried over Na2SO4(g) and concentrated in vacuo. The residue (535 mg) was purified by flash chromatography on silica using 80%EtOAc/CH2 Cl2 to yield 4-(6-fluoro-2,3-dihydro-indol-1-yl)-6,7-dimethoxyquinazoline as its free base (293 mg) (GC/MS: 325 (M+); LC-MS: 326 (MH+); anal. RP18-HPLC RT: 4.37 min.).

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