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Potassium Hydroxide → 1-Methyl-6-methylsulfanyl-1H-pyrazolo[3,4-d]pyrimidin-3-ol

HRID 1351146
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HRID 1351146 반응식
C([O:3][C:4]([C:6]1[C:7]([N:14]([CH3:16])[NH2:15])=[N:8][C:9]([S:12][CH3:13])=[N:10][CH:11]=1)=O)C.[OH-].[K+]>C(O)(=O)C>[CH3:16][N:14]1[C:7]2=[N:8][C:9]([S:12][CH3:13])=[N:10][CH:11]=[C:6]2[C:4](=[O:3])[NH:15]1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 14797Potassium HydroxideHCID 588618224-(N-methyl-hydrazino)-2-methylsulfanyl-pyrimidine-5-carboxylic acid ethyl ester

생성물 1

HCID 210980271-Methyl-6-methylsulfanyl-1H-pyrazolo[3,4-d]pyrimidin-3-ol수율 95%

시약·촉매·용매 1

HCID 176Acetic Acid용매

실험 절차

4-(N-Methyl-hydrazino)-2-methylsulfanyl-pyrimidine-5-carboxylic acid ethyl ester (6.0 g, 0.025 mol) was added to a 10% aqueous potassium hydroxide solution. The reaction mixture was heated to reflux for 15 minutes, and then cooled to room temperature. The system was acidified with a 25% aqueous acetic acid solution and the formed product was isolated by filtration. Crude product was recrystalized from a 3:1 ethanol-water mixture to give 4.6 g (95%) of pure 1-methyl-6-methylsulfanyl-1,2-dihydro-pyrazolo[3,4-d]pyrimidin-3-one; LC/MS (m/e)=197.0 (MH+), Rt=1.30 min.

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후처리

  1. temperatureThe reaction mixture was heated
  2. temperatureto reflux for 15 minutes
  3. customthe formed product was isolated by filtration
  4. customCrude product was recrystalized from a 3:1 ethanol-water mixture

출처 및 근거

ORD 기록
ord-e0e3f700d6254114ae4a8b504936545b
출처 데이터셋
uspto-grants-2007_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07217710B2

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