Sodium Hydroxide → 3-(2-methylsulfanyl-pyrimidin-4-yl)-1-oxo-6,7-dihydro-1H,5H-pyrazolo[1,2-a]pyrazole-2-carboxylic acid

HRID 1455251노트

반응식

HRID 1455251 반응식
C([O:3][C:4]([C:6]1[C:13](=[O:14])[N:9]2[CH2:10][CH2:11][CH2:12][N:8]2[C:7]=1[C:15]1[CH:20]=[CH:19][N:18]=[C:17]([S:21][CH3:22])[N:16]=1)=[O:5])C.[OH-].[Na+]>C1COCC1.C([O-])(O)=O.[Na+]>[CH3:22][S:21][C:17]1[N:16]=[C:15]([C:7]2[N:8]3[CH2:12][CH2:11][CH2:10][N:9]3[C:13](=[O:14])[C:6]=2[C:4]([OH:5])=[O:3])[CH:20]=[CH:19][N:18]=1

참가 물질

5

반응물 2

HCID 14798Sodium HydroxideHCID 574380853-(2-methylsulfanyl-pyrimidin-4-yl)-1-oxo-6,7-dihydro-1H,5H-pyrazolo[1,2-a]pyrazole-2-carboxylic acid ethyl ester

생성물 1

HCID 574380863-(2-methylsulfanyl-pyrimidin-4-yl)-1-oxo-6,7-dihydro-1H,5H-pyrazolo[1,2-a]pyrazole-2-carboxylic acid

시약·촉매·용매 2

HCID 8028Tetrahydrofuran용매HCID 516892Sodium Bicarbonate용매

실험 절차

To a solution of 3-(2-methylsulfanyl-pyrimidin-4-yl)-1-oxo-6,7-dihydro-1H,5H-pyrazolo[1,2-a]pyrazole-2-carboxylic acid ethyl ester, 13, (2.7 g, 8.4 mmol) in THF (85 mL) is added aqueous NaOH (42 mL of 1N solution, 42.0 mmol). The solution is stirred for 18 hours at room temperature then diluted with aqueous saturated NaHCO3 and the aqueous phase is extracted twice with CHCl3. The aqueous phase is then acidified to pH 1 with aqueous 1N HCl and extracted twice with CHCl3. The combined organic layers are dried (MgSO4), filtered and concentrated in vacuo to afford 2.3 g of the desired product which is used without further purification.

후처리

  1. extractionthe aqueous phase is extracted twice with CHCl3
  2. extractionextracted twice with CHCl3
  3. dry with materialThe combined organic layers are dried (MgSO4)
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-ef01f40360f64a23950f134d93023686
출처 데이터셋
uspto-grants-2009_01
특허 번호
US07482356B2

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