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Sodium Cyanide → 4-Benzyloxy-6-(3-trifluoromethyl-phenyl)-pyrimidine-2-carbonitrile

HRID 2053094
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HRID 2053094 반응식
[CH2:1]([O:8][C:9]1[CH:14]=[C:13]([C:15]2[CH:20]=[CH:19][CH:18]=[C:17]([C:21]([F:24])([F:23])[F:22])[CH:16]=2)[N:12]=[C:11](S(C)(=O)=O)[N:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C-:29]#[N:30].[Na+]>CS(C)=O.ClCCl>[CH2:1]([O:8][C:9]1[CH:14]=[C:13]([C:15]2[CH:20]=[CH:19][CH:18]=[C:17]([C:21]([F:24])([F:23])[F:22])[CH:16]=2)[N:12]=[C:11]([C:29]#[N:30])[N:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 2

HCID 8929Sodium CyanideHCID 688230264-Benzyloxy-2-methanesulfonyl-6-(3-trifluoromethyl-phenyl)-pyrimidine

생성물 1

HCID 588780594-Benzyloxy-6-(3-trifluoromethyl-phenyl)-pyrimidine-2-carbonitrile수율 67.5%

시약·촉매·용매 2

HCID 679Dimethyl Sulfoxide용매HCID 6344Dichloromethane용매

실험 절차

4-Benzyloxy-2-methanesulfonyl-6-(3-trifluoromethyl-phenyl)-pyrimidine (92 mg) and sodium cyanide (22 mg) were stirred at room temperature in dimethylsulphoxide (500 μl) for 20 minutes. The reaction mixture was diluted with dichloromethane (40 ml) and washed with water (3×50 ml). Organics were separated, dried over sodium sulphate and solvent was evaporated under reduced pressure to yield crude product (86 mg) as a yellow oil. Purification by flash chromatography on silica gave product 4-benzyloxy-6-(3-trifluoromethyl-phenyl)-pyrimidine-2-carbonitrile (54 mg).

후처리

  1. washwashed with water (3×50 ml)
  2. customOrganics were separated
  3. dry with materialdried over sodium sulphate and solvent
  4. customwas evaporated under reduced pressure
  5. customto yield crude product (86 mg) as a yellow oil
  6. customPurification by flash chromatography on silica

출처 및 근거

ORD 기록
ord-c58e4fb71de44a1c838c3cf164839a43
출처 데이터셋
uspto-grants-2008_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07326715B2

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