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

HRID 1372927

反応式

HRID 1372927 の反応式
[H-].[Na+].[C:3]1([CH3:14])[CH:8]=[CH:7][C:6]([C:9]2[N:10]=[CH:11][NH:12][CH:13]=2)=[CH:5][CH:4]=1.[Br:15][C:16]1[N:17]=[C:18](Br)[C:19]2[N:20]([CH:22]=[CH:23][N:24]=2)[CH:21]=1.O>CN(C=O)C.C(OCC)C>[Br:15][C:16]1[N:17]=[C:18]([N:12]2[CH:13]=[C:9]([C:6]3[CH:5]=[CH:4][C:3]([CH3:14])=[CH:8][CH:7]=3)[N:10]=[CH:11]2)[C:19]2[N:20]([CH:22]=[CH:23][N:24]=2)[CH:21]=1

参加物

7

反応物 4

HCID 962WaterHCID 24758Sodium hydrideHCID 150258436,8-Dibromoimidazo[1,2-a]pyrazineHCID 178423883HCID 178423883、化合物

生成物 1

HCID 210728866-Bromo-8-(4-p-tolyl-imidazol-1-yl)-imidazo[1,2-a]pyrazine収率 84.5%

試薬・触媒・溶媒 2

HCID 3283Diethyl Ether溶媒HCID 6228Dimethylformamide溶媒2 回

実験手順

Sodium hydride (NaH) (144 milligrams (mg) of a 60% dispersion in mineral oil) is added to a solution of 4-p-tolyl-1H-imidazole (571 mg) in N,N,-dimethylformamide (DMF) (10 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) (1.0 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 magnesium sulfate (MgSO4), and evaporated in vacuo to give a waxy solid. The solid is slurried with a little diethyl ether and filtered to give 6-Bromo-8-(4-p-tolyl-imidazol-1-yl)-imidazo[1,2-a]pyrazine (4) (1.08 g) as a light brown 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 magnesium sulfate (MgSO4)
  5. customevaporated in vacuo
  6. customto give a waxy solid
  7. filtrationfiltered

出典と根拠

ORDレコード
ord-dfd4e2d547584077899f362d469a5d8e
出典データセット
uspto-grants-2007_01
特許番号
US07160885B2

関連ノート

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