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Diketene → N-[3-(4-Fluorophenyl)-1H-indazol-5-yl]-3-oxobutanamide

HRID 227701
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HRID 227701 반응식
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:16]3[C:11](=[CH:12][CH:13]=[C:14]([NH2:17])[CH:15]=3)[NH:10][N:9]=2)=[CH:4][CH:3]=1.[CH2:18]=[C:19]1[O:23][C:21](=[O:22])[CH2:20]1>C(#N)C>[F:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[C:16]3[C:11](=[CH:12][CH:13]=[C:14]([NH:17][C:21](=[O:22])[CH2:20][C:19](=[O:23])[CH3:18])[CH:15]=3)[NH:10][N:9]=2)=[CH:6][CH:7]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 12661Diketene2회HCID 224802843-(4-fluorophenyl)-1H-indazol-5-amine

생성물 1

HCID 86612339N-[3-(4-Fluorophenyl)-1H-indazol-5-yl]-3-oxobutanamide수율 44%

시약·촉매·용매 1

HCID 6342Acetonitrile용매2회

반응 조건

온도
50 °C

실험 절차

The product of Step (d) (0.5 g, 2.2 mmol) was dissolved in acetonitrile (1 ml). In a separate flask, diketene (0.17 ml, 2.2 mmol, stabilized with copper sulfate) was dissolved in acetonitrile (1 ml). The diketene solution was added to the amine suspension In three portions, the reaction mixture was sealed and heated to 50° C. for 18 hours. The solvent was evaporated to dryness and purified by silica gel chromatography (5% MeOH/CH2Cl2) to afford the title compound, (0.3 g, 44%); MS (ES+) m/e 313 [M+H]+.

후처리

  1. customthe reaction mixture was sealed
  2. customThe solvent was evaporated to dryness
  3. custompurified by silica gel chromatography (5% MeOH/CH2Cl2)

출처 및 근거

ORD 기록
ord-38ebe72b4eb4433197b64cae09c16758
출처 데이터셋
uspto-grants-2009_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07560467B2

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