反応式
[Na].[N:2]1([CH2:8][CH2:9][CH2:10][OH:11])[CH2:7][CH2:6][O:5][CH2:4][CH2:3]1.[Cl:12][C:13]1[CH:14]=[C:15]([NH:21][C:22]2[C:31]3[C:26](=[CH:27][C:28](F)=[C:29]([N+:32]([O-:34])=[O:33])[CH:30]=3)[N:25]=[CH:24][N:23]=2)[C:16]([F:20])=[CH:17][C:18]=1[Cl:19]>C1COCC1>[Cl:12][C:13]1[CH:14]=[C:15]([NH:21][C:22]2[C:31]3[C:26](=[CH:27][C:28]([O:11][CH2:10][CH2:9][CH2:8][N:2]4[CH2:7][CH2:6][O:5][CH2:4][CH2:3]4)=[C:29]([N+:32]([O-:34])=[O:33])[CH:30]=3)[N:25]=[CH:24][N:23]=2)[C:16]([F:20])=[CH:17][C:18]=1[Cl:19]参加物
反応条件
- 温度
- 20 °C
実験手順
Sodium metal (5 equivalents) was added, under nitrogen atmosphere, to a solution of 3-(4-morpholinyl)-1-propanol (4 equivalents) in THF. The obtained suspension was stirred at 20° C. for two hours and was thereafter cannulated, under nitrogen atmosphere, into a solution of 4-[(3,4-dichloro-6-fluorophenyl)amino]-7-fluoro-6-nitroquinazoline. The reaction mixture was refluxed for 18 hours, the solvent was thereafter partially removed under reduced pressure and the residue was diluted with water and extracted with ethyl acetate. Drying the combined organic extracts, evaporation and silica gel chromatography (using a mixture of 20% MeOH/30% CH2Cl2/50% EtOAc as elute) gave 4-[(3,4-dichloro-6-fluorophenyl)amino]-7-[3-(4-morpholinyl)propoxy]-6-nitroquinazoline in 72% yield.
後処理
- temperatureThe reaction mixture was refluxed for 18 hours
- customthe solvent was thereafter partially removed under reduced pressure
- additionthe residue was diluted with water
- extractionextracted with ethyl acetate
- customDrying
- customthe combined organic extracts, evaporation and silica gel chromatography (
- additiona mixture of 20% MeOH/30% CH2Cl2/50% EtOAc
- washas elute)
出典と根拠
- ORDレコード
- ord-44f5507bc07f4cd99812ba644cbcabc3
- 出典データセット
- uspto-grants-2007_02
- 特許番号
- US07172749B2
関連ノート
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