Bromine → 2-(7-Bromoimidazo[1,2-b][1,2,4]triazin-3-yl)propan-2-ol

HRID 347701ノート

反応式

HRID 347701 の反応式
[N:1]1[N:2]2[CH:13]=[CH:12][N:11]=[C:3]2[N:4]=[C:5]([C:7]([OH:10])([CH3:9])[CH3:8])[CH:6]=1.C([O-])(=O)C.[Na+].[Br:19]Br>C(O)(=O)C>[Br:19][C:13]1[N:2]2[N:1]=[CH:6][C:5]([C:7]([OH:10])([CH3:9])[CH3:8])=[N:4][C:3]2=[N:11][CH:12]=1

参加物

5

反応物 3

HCID 24408BromineHCID 517045Sodium AcetateHCID 11218170HCID 11218170、化合物

生成物 1

HCID 112076032-(7-Bromoimidazo[1,2-b][1,2,4]triazin-3-yl)propan-2-ol収率 77.2%

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒2 回

実験手順

To a stirred solution of 2-(imidazo[1,2-b][1,2,4]triazin-3-yl)propan-2-ol (5.55 g, 31.1 mmol) in acetic acid (100 ml) was added sodium acetate (3.83 g, 46.7 mmol), then, dropwise over 5 min, a solution of bromine (1.77 ml, 34.4 mmol) in acetic acid (12 ml). The solution was stirred at room temperature for 25 min, then partitioned between saturated aqueous NaHCO3 (2 l) and ethyl acetate (1 l). The aqueous layer (pH 7) was further extracted with ethyl acetate (1 l), and the combined organic extracts were dried (Na2SO4) and evaporated iii, vacuo. The residue was purified by flash chromatography (silica gel, 2% MeOH/CH2Cl2) to afford 6.17 g (77%) of the title compound as a yellow solid: 1H NMR (360 MHz, CDCl3) δ 1.70 (6H, s), 3.12 (1H, br s), 7.95 (1H, s), 8.80 (1H, s).

後処理

  1. custompartitioned between saturated aqueous NaHCO3 (2 l) and ethyl acetate (1 l)
  2. extractionThe aqueous layer (pH 7) was further extracted with ethyl acetate (1 l)
  3. dry with materialthe combined organic extracts were dried (Na2SO4)
  4. customevaporated iii, vacuo
  5. customThe residue was purified by flash chromatography (silica gel, 2% MeOH/CH2Cl2)

出典と根拠

ORDレコード
ord-17b9a03fdfd64034b6058079b299ca3f
出典データセット
uspto-grants-2007_02
特許番号
US07176203B2

反応ノート

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