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Sodium Azide → HCID 57470875, 화합물

HRID 2066286
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HRID 2066286 반응식
[CH2:1]([O:8][C:9](=[O:27])[NH:10][C:11]1[CH:16]=[C:15]([F:17])[C:14]([O:18][C:19]2[N:24]=[CH:23][N:22]=[C:21](Cl)[CH:20]=2)=[CH:13][C:12]=1[F:26])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[N-:28]=[N+:29]=[N-:30].[Na+]>CN(C)C=O>[CH2:1]([O:8][C:9](=[O:27])[NH:10][C:11]1[CH:16]=[C:15]([F:17])[C:14]([O:18][C:19]2[N:24]=[CH:23][N:22]=[C:21]([N:28]=[N+:29]=[N-:30])[CH:20]=2)=[CH:13][C:12]=1[F:26])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 33557Sodium AzideHCID 57470873Benzyl [4-(4-chloropyrimidin-6-yloxy)-2,5-difluorophenyl]carbamate

생성물 1

HCID 57470875HCID 57470875, 화합물수율 34.4%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
60 °C

실험 절차

Benzyl[4-(4-chloropyrimidin-6-yloxy)-2,5-difluorophenyl]carbamate (1.96 g) was dissolved in N,N-dimethylformamide (20 ml). Sodium azide (650 mg) was added thereto, followed by stirring at 60° C. for 2 hr. The reaction mixture was allowed to cool to room temperature, then partitioned between ethyl acetate and water. The organic layer was washed with brine, dried over anhydrous sodium sulfate. The solvent was concentrated under reduced pressure and the resultant residue was purified by silica gel column chromatography (eluent; heptane:ethyl acetate=3:1). Fractions containing the target compound were concentrated under reduced pressure and the residue was dried under reduced pressure to provide the titled compound as white crystals (685 mg, 34%).

후처리

  1. temperatureto cool to room temperature
  2. custompartitioned between ethyl acetate and water
  3. washThe organic layer was washed with brine
  4. dry with materialdried over anhydrous sodium sulfate
  5. concentrationThe solvent was concentrated under reduced pressure
  6. customthe resultant residue was purified by silica gel column chromatography (eluent; heptane:ethyl acetate=3:1)
  7. additionFractions containing the target compound
  8. concentrationwere concentrated under reduced pressure
  9. customthe residue was dried under reduced pressure

출처 및 근거

ORD 기록
ord-b8eed989802d4217857a88cdcc612a53
출처 데이터셋
uspto-grants-2012_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08288538B2

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