Water → N-(5-chloro-2-pyrimidinyl)-4-(3-(3,5-dichlorophenyl)-4,4,4-trifluoro-2-butenoyl)benzoic acid amide

HRID 645302

반응식

HRID 645302 반응식
[NH2:1][C:2]1[N:7]=[CH:6][C:5]([Cl:8])=[CH:4][N:3]=1.[Cl:9][C:10]1[CH:11]=[C:12]([C:17]([C:30]([F:33])([F:32])[F:31])=[CH:18][C:19]([C:21]2[CH:29]=[CH:28][C:24]([C:25](Cl)=[O:26])=[CH:23][CH:22]=2)=[O:20])[CH:13]=[C:14]([Cl:16])[CH:15]=1.O>N1C=CC=CC=1>[Cl:8][C:5]1[CH:4]=[N:3][C:2]([NH:1][C:25](=[O:26])[C:24]2[CH:28]=[CH:29][C:21]([C:19](=[O:20])[CH:18]=[C:17]([C:12]3[CH:11]=[C:10]([Cl:9])[CH:15]=[C:14]([Cl:16])[CH:13]=3)[C:30]([F:33])([F:31])[F:32])=[CH:22][CH:23]=2)=[N:7][CH:6]=1

참가 물질

5

반응물 3

HCID 962WaterHCID 794792-Pyrimidinamine, 5-chloro-HCID 871299444-(3-(3,5-Dichlorophenyl)-4,4,4-trifluoro-2-butenoyl)benzoic acid chloride

생성물 1

HCID 86626430N-(5-chloro-2-pyrimidinyl)-4-(3-(3,5-dichlorophenyl)-4,4,4-trifluoro-2-butenoyl)benzoic acid amide수율 50.5%

시약·촉매·용매 1

HCID 1049Pyridine용매

실험 절차

To a solution of 0.5 g of 2-amino-5-chloropyrimidine in 20 mL of pyridine, 0.5 g of 4-(3-(3,5-dichlorophenyl)-4,4,4-trifluoro-2-butenoyl)benzoic acid chloride was poured at room temperature and the mixture was stirred for 2.5 hours. After that, water was added to the reaction solution that was extracted with ethyl acetate, an organic layer was washed with water and diluted hydrochloric acid and then dehydrated and dried with saturated saline followed by anhydrous magnesium sulfate, and the solvent was distilled off under reduced pressure. The resulting residue was purified using silica gel column chromatography that was eluted with ethyl acetate-hexane (5:2) followed by crystallization from a mixed solvent of hexane and a small amount of ethyl acetate to obtain 0.31 g of aimed product as white solid.

후처리

  1. extractionwas extracted with ethyl acetate
  2. washan organic layer was washed with water and diluted hydrochloric acid
  3. customdried with saturated saline
  4. distillationthe solvent was distilled off under reduced pressure
  5. customThe resulting residue was purified
  6. washwas eluted with ethyl acetate-hexane (5:2)
  7. customfollowed by crystallization from a mixed solvent of hexane

출처 및 근거

ORD 기록
ord-936156af533845649de82c1a29311ee4
출처 데이터셋
uspto-grants-2010_04
특허 번호
US07700808B2

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