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

HRID 457671

반응식

HRID 457671 반응식
[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

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 6228Dimethylformamide용매2회

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-3db6365ebb5744728b09dcefa8587a72
출처 데이터셋
uspto-grants-2007_03
특허 번호
US07189723B2

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