Sodium ethoxide → Ethyl-2-(4-pyridyl)-5-pyrimidinecarboxylic Acid

HRID 352774

反応式

HRID 352774 の反応式
[O-][CH2:2][CH3:3].[Na+].Cl.[C:6]([C:9]1[CH:14]=[CH:13][N:12]=[CH:11][CH:10]=1)(=[NH:8])[NH2:7].[CH:15]([CH:17]([CH:23]=O)[C:18]([O:20]CC)=[O:19])=O>C(O)C>[CH2:2]([C:15]1[C:17]([C:18]([OH:20])=[O:19])=[CH:23][N:7]=[C:6]([C:9]2[CH:14]=[CH:13][N:12]=[CH:11][CH:10]=2)[N:8]=1)[CH3:3]

参加物

5

反応物 3

HCID 2723922Sodium ethoxideHCID 2776844Pyridine-4-amidine hydrochlorideHCID 11029955Ethyl 2-formyl-3-oxopropanoate

生成物 1

HCID 22710304Ethyl-2-(4-pyridyl)-5-pyrimidinecarboxylic Acid収率 15%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒2 回

実験手順

Sodium ethoxide (590 mg) was dissolved in anhydrous ethanol (50 ml) at room temperature. To the resulting solution, 4-amidinopyridine hydrochloride (1.31 g) was added, followed by the dropwise addition of a solution of ethyl 2,2-diformylacetate (1.20 g) in anhydrous ethanol (50 ml). The resulting mixture was heated under reflux for 6 hours. To the residue obtained by distilling off the solvent under reduced pressure, dichloromethane and water were added. The organic layer thus separated was dried over anhydrous sodium sulfate. After the solvent was concentrated under reduced pressure, the residue was crystallized in ethanol, whereby the title compound (279 mg, 15%) was obtained as colorless crystals.

後処理

  1. temperatureThe resulting mixture was heated
  2. temperatureunder reflux for 6 hours
  3. customTo the residue obtained
  4. distillationby distilling off the solvent under reduced pressure, dichloromethane and water
  5. additionwere added
  6. customThe organic layer thus separated
  7. dry with materialwas dried over anhydrous sodium sulfate
  8. concentrationAfter the solvent was concentrated under reduced pressure
  9. customthe residue was crystallized in ethanol

出典と根拠

ORDレコード
ord-967aba538dbf4028b42d4705cf39787f
出典データセット
uspto-grants-2004_06
特許番号
US06747023B1

関連ノート

読み込み中…