Citric Acid → 4-(Isopropylamino)-2-(methylthio)pyrimidine-5-carboxylic Acid

HRID 2280744노트

반응식

HRID 2280744 반응식
[CH:1]([NH:4][C:5]1[C:10]([C:11]([O:13]CC)=[O:12])=[CH:9][N:8]=[C:7]([S:16][CH3:17])[N:6]=1)([CH3:3])[CH3:2].[OH-].[Na+].C(O)(=O)CC(CC(O)=O)(C(O)=O)O>C(O)C>[CH:1]([NH:4][C:5]1[C:10]([C:11]([OH:13])=[O:12])=[CH:9][N:8]=[C:7]([S:16][CH3:17])[N:6]=1)([CH3:3])[CH3:2]

참가 물질

5

반응물 3

HCID 311Citric AcidHCID 14798Sodium HydroxideHCID 10491237Ethyl 4-(Isopropylamino)-2-(methylthio)pyrimidine-5-carboxylate

생성물 1

HCID 127840854-(Isopropylamino)-2-(methylthio)pyrimidine-5-carboxylic Acid수율 86%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

In a round-bottomed flask ethyl 4-(isopropylamino)-2-(methylthio)pyrimidine-5-carboxylate (10.97 g, 43.0 mmol) was dissolved in ethanol (150 mL) followed by the addition of aqueous sodium hydroxide solution (1M, 129 ml, 129 mmol). The resulting mixture was stirred overnight at room temperature and then the solvent was evaporated under reduced pressure. Aqueous citric acid solution (2M, 129 ml, 258 mmol) was slowly added and the resulting mixture was stirred for 0.5 h at room temperature. The suspension was filtered and the solids were washed twice with water (2×50 mL) and then dried in the vacuum oven at 45° C. overnight to afford 4-(isopropylamino)-2-(methylthio)pyrimidine-5-carboxylic acid (8.38 g, 36.9 mmol, 86% yield); MS (ESI) m/z 228.4 [M+1]+.

후처리

  1. customthe solvent was evaporated under reduced pressure
  2. stirringthe resulting mixture was stirred for 0.5 h at room temperature
  3. filtrationThe suspension was filtered
  4. washthe solids were washed twice with water (2×50 mL)
  5. customdried in the vacuum oven at 45° C. overnight

출처 및 근거

ORD 기록
ord-cbe891caf7d844d2997daba2c6c2421f
출처 데이터셋
uspto-grants-2015_09
특허 번호
US09139534B2

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