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

HRID 1694761

反応式

HRID 1694761 の反応式
[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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-e6ea66330efc4d8e98d63fafb5141d8a
出典データセット
uspto-grants-2012_04
特許番号
US08158820B2

関連ノート

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