Chloroacetaldehyde → Imidazo[1,2-a]pyridine-7-methanol

HRID 341196

반응식

HRID 341196 반응식
[NH2:1][C:2]1[CH:7]=[C:6]([CH2:8][OH:9])[CH:5]=[CH:4][N:3]=1.C([O-])(O)=O.[Na+].Cl[CH2:16][CH:17]=O>CCO>[N:1]1[CH:16]=[CH:17][N:3]2[CH:4]=[CH:5][C:6]([CH2:8][OH:9])=[CH:7][C:2]=12

참가 물질

5

반응물 3

HCID 33ChloroacetaldehydeHCID 516892Sodium BicarbonateHCID 1515296(2-Aminopyridin-4-yl)methanol

생성물 1

HCID 11051824Imidazo[1,2-a]pyridine-7-methanol수율 81.8%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

To a solution of (2-amino-pyridin-4-yl)-methanol (0.40 g, 3.3 mmol) in EtOH was added NaHCO3 (0.56 g, 6.67 mmol) followed by chloroacetaldehyde (0.81 ml, 5.0 mmol). The mixture was refluxed for 2 h. Solvents were removed in vacuo and the crude mixture was partitioned between water and EtOAc. The aqueous was further extracted with EtOAc, the organics combined, dried (MgSO4) and the solvent removed in vacuo. The residue was purified using silica column chromatography (0-50% MeOH/Et2O) to afford 0.40 g of product MS: [M+H]+=149.

후처리

  1. temperatureThe mixture was refluxed for 2 h
  2. customSolvents were removed in vacuo
  3. customthe crude mixture was partitioned between water and EtOAc
  4. extractionThe aqueous was further extracted with EtOAc
  5. dry with materialdried (MgSO4)
  6. customthe solvent removed in vacuo
  7. customThe residue was purified

출처 및 근거

ORD 기록
ord-b27409053b5d4770aa2cfe90e0ddea18
출처 데이터셋
uspto-grants-2014_11
특허 번호
US08895745B2

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