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

HRID 352774

반응식

HRID 352774 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 702Ethanol용매2회

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-967aba538dbf4028b42d4705cf39787f
출처 데이터셋
uspto-grants-2004_06
특허 번호
US06747023B1

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