4-Benzylpiperazine-1-carboxamidine hemisulfate → HCID 178471120、化合物

HRID 1032695ノート

反応式

HRID 1032695 の反応式
[CH:1]([CH:3]([CH:9]([CH3:13])[C:10]([O-:12])=O)[C:4]([O:6][CH2:7][CH3:8])=[O:5])=O.S(O)(O)(=O)=O.[C:19]([N:22]1[CH2:27][CH2:26][N:25]([CH2:28][C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=2)[CH2:24][CH2:23]1)(=[NH:21])[NH2:20].C(O[K])(C)(C)C>>[CH2:28]([N:25]1[CH2:24][CH2:23][N:22]([C:19]2[N:21]=[C:10]([OH:12])[C:9]([CH:3]([C:4]([O:6][CH2:7][CH3:8])=[O:5])[CH3:1])=[CH:13][N:20]=2)[CH2:27][CH2:26]1)[C:29]1[CH:30]=[CH:31][CH:32]=[CH:33][CH:34]=1

参加物

4

反応物 3

HCID 27566524-Benzylpiperazine-1-carboxamidine hemisulfateHCID 22164846Ethyl 2-formyl-3-methylsuccinateHCID 178418922HCID 178418922、化合物

生成物 1

HCID 178471120HCID 178471120、化合物収率 23%

実験手順

A solution of 2.16 g (10 mmoles) of ethyl 2-formyl-3-methylsuccinate [Zhur. Obshche i Khim., 30, 2250 (1960)] was added to a mixture of 2.67 g (10 mmoles) of 1-amidino-4-benzylpiperazine sulfate, 1.12 g (10 mmoles) of tert-C4H9OK and 12 ml of tert-C4O9OH. The mixture was then refluxed for 6 hours. The reaction mixture was cooled, and extracted by adding water and CHCl3. The CHCl3 layer was dried over anhydrous MgSO4, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (CH2Cl2 :CH3OH=95:5) to give 0.68 g (yield 23%) of 2-(4-benzylpiperazino)-5-(1-ethoxycarbonylethyl)-4-hydroxypyrimidine.

後処理

  1. temperatureThe mixture was then refluxed for 6 hours
  2. temperatureThe reaction mixture was cooled
  3. extractionextracted
  4. additionby adding water and CHCl3
  5. dry with materialThe CHCl3 layer was dried over anhydrous MgSO4
  6. customthe solvent was evaporated under reduced pressure
  7. customThe residue was purified by silica gel column chromatography (CH2Cl2 :CH3OH=95:5)

出典と根拠

ORDレコード
ord-4b85eb89b24b45459510d1a69a365f00
出典データセット
uspto-grants-1990_09
特許番号
US04959368

反応ノート

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