Ethanol → Ethyl 6-amino-5-chloro-2-(4-chlorophenyl)pyrimidine-4-carboxylate

HRID 2403104

反応式

HRID 2403104 の反応式
[NH2:1][C:2]1[N:7]=[C:6]([C:8]2[CH:13]=[CH:12][C:11]([Cl:14])=[CH:10][CH:9]=2)[N:5]=[C:4]([C:15]([OH:17])=[O:16])[C:3]=1[Cl:18].S(Cl)(Cl)=O.O.[OH-].[Na+].[CH2:26](O)[CH3:27]>>[NH2:1][C:2]1[N:7]=[C:6]([C:8]2[CH:13]=[CH:12][C:11]([Cl:14])=[CH:10][CH:9]=2)[N:5]=[C:4]([C:15]([O:17][CH2:26][CH3:27])=[O:16])[C:3]=1[Cl:18]

参加物

6

反応物 5

HCID 702EthanolHCID 962WaterHCID 14798Sodium HydroxideHCID 24386Thionyl ChlorideHCID 468639846-Amino-5-chloro-2-(4-chlorophenyl)pyrimidine-4-carboxylic acid

生成物 1

HCID 46863983Ethyl 6-amino-5-chloro-2-(4-chlorophenyl)pyrimidine-4-carboxylate

実験手順

To a solution of 6-amino-5-chloro-2-(4-chlorophenyl)-4-pyrimidinecarboxylic acid (i.e. the product of Example 4, Step C) (20.0 g, 70.4 mmol) in ethanol (70 mL) was added thionyl chloride (5.14 mL, 70.4 mmol) while maintaining the temperature below 15° C. using an ice bath. The reaction mixture was then heated at reflux overnight. Water was added. Then with external cooling aqueous sodium hydroxide (50%) was added to adjust the pH to 7. The resulting solid was isolated by filtration and dried to afford the title product, a compound of the present invention, as a light beige solid (20.1 g).

後処理

  1. temperaturewhile maintaining the temperature below 15° C.
  2. temperatureThe reaction mixture was then heated
  3. temperatureat reflux overnight
  4. customThe resulting solid was isolated by filtration
  5. customdried

出典と根拠

ORDレコード
ord-fcd87078192f4791a7522fdb3478bed0
出典データセット
uspto-grants-2014_08
特許番号
US08802597B2

関連ノート

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