Dimethylformamide → 4-(4-Amino-3-fluorophenoxy)-7-oxiranylmethoxyquinoline-6-carbonitrile

HRID 1010338노트

반응식

HRID 1010338 반응식
CN(C)C=O.[CH2:6]([CH:8]1[O:10][CH2:9]1)Br.C(=O)([O-])[O-].[K+].[K+].[NH2:17][C:18]1[CH:37]=[CH:36][C:21]([O:22][C:23]2[C:32]3[C:27](=[CH:28][C:29]([OH:35])=[C:30]([C:33]#[N:34])[CH:31]=3)[N:26]=[CH:25][CH:24]=2)=[CH:20][C:19]=1[F:38]>C(OCC)(=O)C.O>[NH2:17][C:18]1[CH:37]=[CH:36][C:21]([O:22][C:23]2[C:32]3[C:27](=[CH:28][C:29]([O:35][CH2:6][CH:8]4[CH2:9][O:10]4)=[C:30]([C:33]#[N:34])[CH:31]=3)[N:26]=[CH:25][CH:24]=2)=[CH:20][C:19]=1[F:38]

참가 물질

7

반응물 4

HCID 6228DimethylformamideHCID 11430Potassium CarbonateHCID 18430EpibromohydrinHCID 1358293794-(4-Amino-3-fluorophenoxy)-6-cyano-7-hydroxyquinoline

생성물 1

HCID 229362494-(4-Amino-3-fluorophenoxy)-7-oxiranylmethoxyquinoline-6-carbonitrile

시약·촉매·용매 2

HCID 962Water용매HCID 8857Ethyl Acetate용매

실험 절차

After adding dimethylformamide (6 ml), epibromohydrin (1.3 ml) and potassium carbonate (380 mg) to 4-(4-amino-3-fluorophenoxy)-6-cyano-7-hydroxyquinoline (400 mg), the mixture was stirred overnight at room temperature. Water was added to the reaction solution, extraction was performed with ethyl acetate, and then the organic layer was washed with water and saturated brine in that order and dried over anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure to obtain the title compound (400 mg).

후처리

  1. washthe organic layer was washed with water and saturated brine in that order
  2. dry with materialdried over anhydrous sodium sulfate
  3. distillationthe solvent was distilled off under reduced pressure

출처 및 근거

ORD 기록
ord-824251f496c644169ae6475ad476ef92
출처 데이터셋
uspto-grants-2011_07
특허 번호
US07973160B2

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