Water → 6-Amino-5-chloro-2-(4-chlorophenyl)pyrimidine-4-carboxylic acid

HRID 249663

反応式

HRID 249663 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])[CH:3]=1.[Cl:18]N1C(=O)CCC1=O.O>CN(C)C=O>[NH2:1][C:2]1[N:7]=[C:6]([C:8]2[CH:9]=[CH:10][C:11]([Cl:14])=[CH:12][CH:13]=2)[N:5]=[C:4]([C:15]([OH:17])=[O:16])[C:3]=1[Cl:18]

参加物

5

反応物 3

HCID 962WaterHCID 31398Chlorosuccinimide2 回HCID 468639856-Amino-2-(4-chlorophenyl)pyrimidine-4-carboxylic acid2 回

生成物 1

HCID 468639846-Amino-5-chloro-2-(4-chlorophenyl)pyrimidine-4-carboxylic acid

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
65 °C

実験手順

To a solution of 6-amino-2-(4-chlorophenyl)-4-pyrimidinecarboxylic acid (i.e. the product of Step B) (75 g, 300 mmol) in N,N-dimethylformamide (300 mL) at 50° C. was added portionwise N-chlorosuccinimide (44.1 g, 330 mmol). The temperature of the reaction mixture increased exothermically to 65° C. Then the reaction mixture was heated at 55° C. for 3 h. Additional N-chlorosuccinimide (14 g, 90 mmol) was added portionwise, and the reaction mixture was maintained at 55° C. for 30 minutes. After the reaction mixture was cooled water was added. The resulting solid was isolated by filtration, washed with water, dissolved in ethyl acetate, washed with water and dried. The solvent was removed using a rotary evaporator to afford the title product, a compound of the present invention, as a tan solid (73.68 g).

後処理

  1. temperatureThen the reaction mixture was heated at 55° C. for 3 h
  2. temperaturethe reaction mixture was maintained at 55° C. for 30 minutes
  3. additionwas added
  4. customThe resulting solid was isolated by filtration
  5. washwashed with water
  6. dissolutiondissolved in ethyl acetate
  7. washwashed with water
  8. customdried
  9. customThe solvent was removed
  10. customa rotary evaporator

出典と根拠

ORDレコード
ord-8771eef4f9134e969b606860399eab85
出典データセット
uspto-grants-2011_01
特許番号
US07863220B2

関連ノート

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