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Methanol → HCID 59506274, 화합물

HRID 1098743
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HRID 1098743 반응식
[CH3:1][O:2][C:3](=[O:21])[C:4]1[CH:9]=[C:8]([O:10][C:11]2[CH:16]=[CH:15][C:14]([C:17](=O)[CH3:18])=[CH:13][C:12]=2[Br:20])[CH:7]=[N:6][CH:5]=1.CO.C([BH3-])#[N:25].[Na+]>>[CH3:1][O:2][C:3](=[O:21])[C:4]1[CH:9]=[C:8]([O:10][C:11]2[CH:16]=[CH:15][C:14]([CH:17]([NH2:25])[CH3:18])=[CH:13][C:12]=2[Br:20])[CH:7]=[N:6][CH:5]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 3

HCID 887MethanolHCID 5003444Sodium cyanoborohydrideHCID 59506149Methyl-5-(4-acetyl-2-bromo-phenoxy)-nicotinate

생성물 1

HCID 59506274HCID 59506274, 화합물수율 96.4%

실험 절차

To a solution of the compound from step 1 (630 mg, 1.79 mmol) in MeOH (30 mL) ammonium acetate (1.39 g, 17.9 mmol) was added. After stirring at ambient temperature overnight sodium cyanoborohydride (135.7 mg, 2.16 mmol) was added and the reaction was refluxed for 6 h. The solvent was evaporated and the solid, dissolved in ethyl acetate, was extracted with water. The organic layer was separated, washed with brine, dried over sodium sulphate, filtered and evaporated to give 606 mg (yield: 96%) of the crude product. LC/MS (method D) (M+H)+: 352

후처리

  1. additionwas added
  2. temperaturethe reaction was refluxed for 6 h
  3. customThe solvent was evaporated
  4. dissolutionthe solid, dissolved in ethyl acetate
  5. extractionwas extracted with water
  6. customThe organic layer was separated
  7. washwashed with brine
  8. dry with materialdried over sodium sulphate
  9. filtrationfiltered
  10. customevaporated

출처 및 근거

ORD 기록
ord-867365f4300e45ffad1f839adf55f0f9
출처 데이터셋
uspto-grants-2012_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08143242B2

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