Bromine → Tert-butyl 4-(5-bromo-3-formylpyridin-2-yl)piperazine-1-carboxylate

HRID 2403611ノート

反応式

HRID 2403611 の反応式
[CH:1]([C:3]1[C:4]([N:9]2[CH2:14][CH2:13][N:12]([C:15]([O:17][C:18]([CH3:21])([CH3:20])[CH3:19])=[O:16])[CH2:11][CH2:10]2)=[N:5][CH:6]=[CH:7][CH:8]=1)=[O:2].[Br:22]Br>C(O)(=O)C>[Br:22][C:7]1[CH:8]=[C:3]([CH:1]=[O:2])[C:4]([N:9]2[CH2:10][CH2:11][N:12]([C:15]([O:17][C:18]([CH3:21])([CH3:20])[CH3:19])=[O:16])[CH2:13][CH2:14]2)=[N:5][CH:6]=1

参加物

4

反応物 2

HCID 24408BromineHCID 24741846tert-Butyl 4-(3-formylpyridin-2-yl)piperazine-1-carboxylate

生成物 1

HCID 86667973Tert-butyl 4-(5-bromo-3-formylpyridin-2-yl)piperazine-1-carboxylate収率 85.9%

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

実験手順

tert-Butyl 4-(3-formylpyridin-2-yl)piperazine-1-carboxylate (1.88 g) was dissolved in acetic acid (20 ml), and bromine (1.03 g) was added dropwise thereto, followed by stirring at room temperature for 30 minutes. The solvent was evaporated under reduced pressure. The obtained residue was subjected to liquid separation by the addition of CHCl3 and a 1 M aqueous NaOH solution. The organic layer was dried over MgSO4 and the solvent was evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography to obtain tert-butyl 4-(5-bromo-3-formylpyridin-2-yl)piperazine-1-carboxylate (2.05 g).

後処理

  1. customThe solvent was evaporated under reduced pressure
  2. customThe obtained residue was subjected to liquid separation by the addition of CHCl3
  3. dry with materialThe organic layer was dried over MgSO4
  4. customthe solvent was evaporated under reduced pressure
  5. customThe obtained residue was purified by silica gel column chromatography

出典と根拠

ORDレコード
ord-a7c00c3c7fd14f74b1487e90acee8a11
出典データセット
uspto-grants-2014_08
特許番号
US08802679B2

反応ノート

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