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Chlorotrimethylsilane → 1-((4-Cyano-2-fluorophenyl)(2-hydroxy-6-oxocyclohex-1-enyl)methyl)-3-(3-(trifluoromethyl)phenyl)urea

HRID 517208
노트
인쇄 미리보기

반응식

HRID 517208 반응식
C[Si](Cl)(C)C.[C:6]1(=[O:13])[CH2:11][CH2:10][CH2:9][C:8](=[O:12])[CH2:7]1.[F:14][C:15]1[CH:16]=[C:17]([CH:20]=[CH:21][C:22]=1[CH:23]=O)[C:18]#[N:19].[F:25][C:26]([F:38])([F:37])[C:27]1[CH:28]=[C:29]([NH:33][C:34]([NH2:36])=[O:35])[CH:30]=[CH:31][CH:32]=1>CN(C)C=O.C(#N)C>[C:18]([C:17]1[CH:20]=[CH:21][C:22]([CH:23]([C:7]2[C:8](=[O:12])[CH2:9][CH2:10][CH2:11][C:6]=2[OH:13])[NH:36][C:34]([NH:33][C:29]2[CH:30]=[CH:31][CH:32]=[C:27]([C:26]([F:25])([F:37])[F:38])[CH:28]=2)=[O:35])=[C:15]([F:14])[CH:16]=1)#[N:19]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 6397ChlorotrimethylsilaneHCID 104341,3-CyclohexanedioneHCID 25712(3-Trifluoromethylphenyl)ureaHCID 27831503-Fluoro-4-formylbenzonitrile

생성물 1

HCID 867323291-((4-Cyano-2-fluorophenyl)(2-hydroxy-6-oxocyclohex-1-enyl)methyl)-3-(3-(trifluoromethyl)phenyl)urea

시약·촉매·용매 2

HCID 6228
Dimethylformamide
용매
HCID 6342Acetonitrile용매

실험 절차

Trimethylsilyl chloride (1 M in dichloromethane, 4.90 mL, 4.90 mmol) is added to a solution of cyclohexane-1,3-dione (0.50 g, 4.46 mmol), 3-fluoro-4-formylbenzonitrile (0.67 g, 4.46 mmol) and 1-(3-(trifluoromethyl)phenyl)urea (0.91 g, 4.46 mmol) in a mixture of N,N-dimethylformamide (2.0 mL) and acetonitrile (2.0 mL). The mixture is stirred at room temperature for 45 min and then poured into ice water. The mixture is stirred over night at room temperature, and the precipitate is filtered and dried. Yield: 1.8 g; ESI mass spectrum [M+H]+=448, Retention time HPLC: 1.02 min (Z018_S04).

후처리

  1. stirringThe mixture is stirred over night at room temperature
  2. filtrationthe precipitate is filtered
  3. customdried
  4. custom1.02 min (Z018_S04)

출처 및 근거

ORD 기록
ord-787f5c13d0ab4c39a6a5412e78cef0f7
출처 데이터셋
uspto-grants-2015_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09115093B2

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