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

HRID 249664

반응식

HRID 249664 반응식
[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]

참가 물질

6

반응물 5

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

생성물 1

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

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-f2b7e6e92b6e4f0fa5502f30bcca4b8a
출처 데이터셋
uspto-grants-2011_01
특허 번호
US07863220B2

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