Water → 6-Bromo-8-(2-pyridin-4-yl-imidazol-1-yl)-imidazo[1,2-a]pyrazine

HRID 457671

反応式

HRID 457671 の反応式
[H-].[Na+].[NH:3]1[CH:7]=[CH:6][N:5]=[C:4]1[C:8]1[CH:13]=[CH:12][N:11]=[CH:10][CH:9]=1.[Br:14][C:15]1[N:16]=[C:17](Br)[C:18]2[N:19]([CH:21]=[CH:22][N:23]=2)[CH:20]=1.O>CN(C=O)C>[Br:14][C:15]1[N:16]=[C:17]([N:3]2[CH:7]=[CH:6][N:5]=[C:4]2[C:8]2[CH:13]=[CH:12][N:11]=[CH:10][CH:9]=2)[C:18]2[N:19]([CH:21]=[CH:22][N:23]=2)[CH:20]=1

参加物

6

反応物 4

HCID 962WaterHCID 24758Sodium hydrideHCID 3168174-(1H-Imidazol-2-yl)-pyridineHCID 150258436,8-Dibromoimidazo[1,2-a]pyrazine

生成物 1

HCID 184403196-Bromo-8-(2-pyridin-4-yl-imidazol-1-yl)-imidazo[1,2-a]pyrazine収率 43.4%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒2 回

実験手順

Sodium hydride (NaH) (730 milligrams (mg) of a 95% dispersion in mineral oil) is added to a solution of 4-(1H-Imidazol-2-yl)-pyridine (4.0 g) in N,N,-dimethylformamide (DMF) (150 ml) and the mixture is stirred at room temperature (rt) for 0.5 hr. A solution of 6,8-dibromoimidazo[1,2-a]pyrazine (3) (7.63 g) in DMF (10 ml) is added. The mixture is stirred at room temperature (rt) for 16 hr. Water (50 ml) is added and the mixture is extracted with ethyl acetate (3×70 ml); extracts are washed with water (2×50 ml) and brine (1×50 ml), dried over sodium sulfate (Na2SO4), and evaporated in vacuo. Purification on SiO2 (5% MeOH, DCM) yielded 6-Bromo-8-(2-pyridin-4-yl-imidazol-1-yl)-imidazo[1,2-a]pyrazine (4) (4.08 g) as an off-white solid.

後処理

  1. stirringThe mixture is stirred at room temperature (rt) for 16 hr
  2. extractionthe mixture is extracted with ethyl acetate (3×70 ml)
  3. washextracts are washed with water (2×50 ml) and brine (1×50 ml)
  4. dry with materialdried over sodium sulfate (Na2SO4)
  5. customevaporated in vacuo
  6. customPurification on SiO2 (5% MeOH, DCM)

出典と根拠

ORDレコード
ord-3db6365ebb5744728b09dcefa8587a72
出典データセット
uspto-grants-2007_03
特許番号
US07189723B2

関連ノート

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