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

HRID 891842ノート

反応式

HRID 891842 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 in 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 in 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-51d3a0cb91754e87bde4c57857442d8d
出典データセット
uspto-grants-2006_02
特許番号
US07005431B2

反応ノート

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