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

HRID 1455251ノート

反応式

HRID 1455251 の反応式
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

参加物

5

反応物 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

生成物 1

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

試薬・触媒・溶媒 2

HCID 8028Tetrahydrofuran溶媒HCID 516892Sodium Bicarbonate溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-ef01f40360f64a23950f134d93023686
出典データセット
uspto-grants-2009_01
特許番号
US07482356B2

反応ノート

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