Sodium Azide → 2-(Azidomethyl)-6-bromopyridine

HRID 386039

反応式

HRID 386039 の反応式
[N-:1]=[N+:2]=[N-:3].[Na+].[Br:5][C:6]1[CH:11]=[CH:10][CH:9]=[C:8]([CH2:12]Br)[N:7]=1>CS(C)=O.O>[N:1]([CH2:12][C:8]1[CH:9]=[CH:10][CH:11]=[C:6]([Br:5])[N:7]=1)=[N+:2]=[N-:3]

参加物

5

反応物 2

HCID 33557Sodium AzideHCID 129547962-Bromo-6-(bromomethyl)pyridine

生成物 1

HCID 453574032-(Azidomethyl)-6-bromopyridine

試薬・触媒・溶媒 2

HCID 679Dimethyl Sulfoxide溶媒HCID 962Water溶媒

実験手順

Sodium azide (3.11 g, 47.8 mmol) and 2-bromo-6-(bromomethyl)pyridine (Example 190, Step 1) (4.00 g, 15.94 mmol) were combined in DMSO (30 mL) and stirred at room temperature for 4 h. The mixture was subsequently diluted with water and extracted with Et2O (2×). The combined organic extracts were washed with brine, dried (MgSO4), filtered, and evaporated under reduced pressure. The residue was purified by flash chromatography (0-10% EtOAc/hexanes) to yield the title compound as a colorless oil.

後処理

  1. extractionextracted with Et2O (2×)
  2. washThe combined organic extracts were washed with brine
  3. dry with materialdried (MgSO4)
  4. filtrationfiltered
  5. customevaporated under reduced pressure
  6. customThe residue was purified by flash chromatography (0-10% EtOAc/hexanes)

出典と根拠

ORDレコード
ord-d448377e4ff64587934e65ffcfee5011
出典データセット
uspto-grants-2013_02
特許番号
US08367706B2

関連ノート

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