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

HRID 341203

反応式

HRID 341203 の反応式
[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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

To a solution of a (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), filtered 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.

後処理

  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. filtrationfiltered
  7. customthe solvent removed in vacuo
  8. customThe residue was purified

出典と根拠

ORDレコード
ord-02db5195750541da98813cfacde6ea64
出典データセット
uspto-grants-2014_11
特許番号
US08895745B2

関連ノート

読み込み中…