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Water → 6-(1-Fluoroethyl)pyrimidin-4(1H)-one

HRID 1250989
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HRID 1250989 반응식
CO.C[O-].[Na+].C(O)(=O)C.[CH:10]([NH2:12])=[NH:11].S(=O)(=O)(O)O.O.[F:19][CH:20]([CH3:29])[C:21](=O)[CH2:22][C:23](OCC)=[O:24]>CO>[F:19][CH:20]([C:21]1[N:12]=[CH:10][NH:11][C:23](=[O:24])[CH:22]=1)[CH3:29]
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참가 물질

7

반응물 5

HCID 962WaterHCID 1118Sulfuric AcidHCID 160693Formamidine acetate2회HCID 11263671Ethyl 4-fluoro-3-oxopentanoateHCID 23694274Sodium methanolate methanol

생성물 1

HCID 1354718076-(1-Fluoroethyl)pyrimidin-4(1H)-one수율 84.6%

시약·촉매·용매 1

HCID 887Methanol용매

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온도
50 °C

실험 절차

To a solution in which 24.3 g of ethyl 4-fluoro-3-oxopentanoate had been dissolved in 330 ml of methanol were added 72.3 g of a 28 % sodium methoxide methanol solution and 15.6 g of formarnidine acetate, and the mixture was stirred at 50° C. for 3 hours. To the mixture was further added 7.81 g of formamidine acetate and after stirring the mixture at 50° C. for 4 hours, the mixture was cooled to 10° C. or lower. After cooling, 18.8 g of conc. sulfuric acid and 13.5 g of water were added to the reaction mixture. After stirring the mixture at 50° C. for 15 minutes, insolubles were removed by filtration and the filtrate was quantitated by the liquid chromatography internal standard method. As a result, 18.0 g of 6-(1-fluoroethyl)-4-pyrimidone was formed (yield: 84.6%).

후처리

  1. stirringafter stirring the mixture at 50° C. for 4 hours
  2. temperaturethe mixture was cooled to 10° C.
  3. temperatureAfter cooling
  4. stirringAfter stirring the mixture at 50° C. for 15 minutes
  5. custominsolubles were removed by filtration

출처 및 근거

ORD 기록
ord-e53c2d00ed16414f92d131a631e199ad
출처 데이터셋
uspto-grants-2002_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06340757B1

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