Trimethylamine → N-(5-bromo-4-methylpyridin-2-yl)methanesulfonamide

HRID 1694761

반응식

HRID 1694761 반응식
[Br:1][C:2]1[C:3]([CH3:9])=[CH:4][C:5]([NH2:8])=[N:6][CH:7]=1.CN(C)C.[CH3:14][S:15](Cl)(=[O:17])=[O:16]>C(Cl)Cl>[Br:1][C:2]1[C:3]([CH3:9])=[CH:4][C:5]([NH:8][S:15]([CH3:14])(=[O:17])=[O:16])=[N:6][CH:7]=1

참가 물질

5

반응물 3

HCID 1146TrimethylamineHCID 31297Methanesulfonyl chlorideHCID 8176952-Amino-5-bromo-4-methylpyridine

생성물 1

HCID 67280818N-(5-bromo-4-methylpyridin-2-yl)methanesulfonamide

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

5-Bromo-4-methylpyridin-2-amine (1.56 g) was dissolved in DCM (40 ml), trimethylamine (1.4 ml) added, followed by methanesulfonyl chloride (1.9 g) and the mixture stirred for 20 min. The solution was washed with water, dried (MgSO4) and evaporated. The residue was dissolved in THF, treated with TBAF, stirred for 16 h and evaporated. The residue was purified by chromatography on silica eluting with 27% EtOAc/isohexane. Yield 1.3 g. Carried forward to step (ii) without characterisation.

후처리

  1. washThe solution was washed with water
  2. dry with materialdried (MgSO4)
  3. customevaporated
  4. dissolutionThe residue was dissolved in THF
  5. additiontreated with TBAF
  6. stirringstirred for 16 h
  7. customevaporated
  8. customThe residue was purified by chromatography on silica eluting with 27% EtOAc/isohexane

출처 및 근거

ORD 기록
ord-e6ea66330efc4d8e98d63fafb5141d8a
출처 데이터셋
uspto-grants-2012_04
특허 번호
US08158820B2

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