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

HRID 2403103

반응식

HRID 2403103 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])[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]

참가 물질

5

반응물 3

HCID 962WaterHCID 31398Chlorosuccinimide2회HCID 468639856-Amino-2-(4-chlorophenyl)pyrimidine-4-carboxylic acid2회

생성물 1

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

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
65 °C

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-d353c1efcd7047d9b095b55d7857deda
출처 데이터셋
uspto-grants-2014_08
특허 번호
US08802597B2

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