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Chloroacetaldehyde → Imidazo(1,2-a)pyrazine

HRID 572957
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HRID 572957 반응식
[NH2:1][C:2]1[CH:7]=[N:6][CH:5]=[CH:4][N:3]=1.Cl[CH2:9][CH:10]=O>CCO>[N:1]1[CH:9]=[CH:10][N:3]2[CH:4]=[CH:5][N:6]=[CH:7][C:2]=12
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 33ChloroacetaldehydeHCID 78747Aminopyrazine

생성물 1

HCID 2771670Imidazo(1,2-a)pyrazine수율 64%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

A solution of aminopyrazine (1 g, 10.5 mmol) and chloroacetaldehyde (50% wt in H2O; 1.98 g, 12.6 mmol) in 1.6 mL of EtOH was heated at 90° C. in a sealed tube for 5 h. Upon cooling to ambient temperature, the reaction mixture was concentrated and diluted with dichloromethane (DCM). The organic layer washed with saturated aqueous NaHCO3 then dried over MgSO4 and concentrated. The crude product was purified by silica gel flash chromatography (eluted with 10% MeOH/DCM) to provide 0.8 g of product.

후처리

  1. concentrationthe reaction mixture was concentrated
  2. additiondiluted with dichloromethane (DCM)
  3. washThe organic layer washed with saturated aqueous NaHCO3
  4. dry with materialthen dried over MgSO4
  5. concentrationconcentrated
  6. customThe crude product was purified by silica gel flash chromatography (eluted with 10% MeOH/DCM)

출처 및 근거

ORD 기록
ord-a519d605d2b04776bb33472559c68021
출처 데이터셋
uspto-grants-2015_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09029533B2

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