Sodium ethoxide → HCID 86660090、化合物

HRID 1843063ノート

反応式

HRID 1843063 の反応式
[F:1][C:2]([F:10])([C:6]([F:9])([F:8])[F:7])[C:3](=[NH:5])[NH2:4].C(O[CH:14]=[C:15]([C:21](=O)[CH:22]([F:24])[F:23])[C:16]([O:18][CH2:19][CH3:20])=[O:17])C.CC[O-].[Na+]>C(O)C>[F:23][CH:22]([F:24])[C:21]1[C:15]([C:16]([O:18][CH2:19][CH3:20])=[O:17])=[CH:14][N:4]=[C:3]([C:2]([F:10])([F:1])[C:6]([F:9])([F:8])[F:7])[N:5]=1

参加物

5

反応物 3

HCID 2723922Sodium ethoxideHCID 3681554PentafluoropropylamidineHCID 53395411Butanoic acid, 2-(ethoxymethylene)-4,4-difluoro-3-oxo-, ethyl ester

生成物 1

HCID 86660090HCID 86660090、化合物収率 40%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

A mixture of 1.62 g (10 mmol) of 2,2,3,3,3-pentafluoropropanimidamide and 2.22 g (10 mmol) of ethyl 2-(ethoxymethylene)-4,4-difluoro-3-oxobutanoate (for preparation see WO 2005/123690) in 10 ml of ethanol is stirred under reflux for 4 days after adding 0.68 g (10 mmol) of sodium ethylate. Concentration by evaporation in vacuo is then carried out and the residue is taken up in 10 ml of water and extracted twice with 10 ml of ethyl acetate. The organic phases are washed successively with 5 ml of water and 5 ml of saturated sodium chloride solution, dried over sodium sulphate, filtered and concentrated by evaporation in vacuo. Chromatographic purification with a mixture of cyclohexane and ethyl acetate gives 1.26 g of ethyl 4-(difluoromethyl)-2-(pentafluoroethyl)pyrimidine-5-carboxylate (40%) as a white solid.

後処理

  1. temperatureunder reflux for 4 days
  2. concentrationConcentration
  3. customby evaporation in vacuo
  4. extractionextracted twice with 10 ml of ethyl acetate
  5. washThe organic phases are washed successively with 5 ml of water and 5 ml of saturated sodium chloride solution
  6. dry with materialdried over sodium sulphate
  7. filtrationfiltered
  8. concentrationconcentrated by evaporation in vacuo
  9. customChromatographic purification
  10. additionwith a mixture of cyclohexane and ethyl acetate

出典と根拠

ORDレコード
ord-e8e5cbbb0aaf4b7ea5b3d1bd852cf67d
出典データセット
uspto-grants-2015_02
特許番号
US08946234B2

反応ノート

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