Acetic Acid → N-[3-bromo-5-(difluoromethyl)phenyl]-4-(trifluoromethyl)pyrimidin-2-amine

HRID 410541노트

반응식

HRID 410541 반응식
C(O)(=O)C.[Br:5][C:6]1[CH:7]=[C:8]([CH:10]=[C:11]([CH:13]([F:15])[F:14])[CH:12]=1)[NH2:9].Cl[C:17]1[N:22]=[C:21]([C:23]([F:26])([F:25])[F:24])[CH:20]=[CH:19][N:18]=1>O1CCOCC1.C(OCC)(=O)C>[Br:5][C:6]1[CH:7]=[C:8]([NH:9][C:17]2[N:22]=[C:21]([C:23]([F:26])([F:25])[F:24])[CH:20]=[CH:19][N:18]=2)[CH:10]=[C:11]([CH:13]([F:14])[F:15])[CH:12]=1

참가 물질

6

반응물 3

HCID 176Acetic AcidHCID 27739122-Chloro-4-(trifluoromethyl)pyrimidineHCID 584563863-Bromo-5-(difluoromethyl)aniline

생성물 1

HCID 86658250N-[3-bromo-5-(difluoromethyl)phenyl]-4-(trifluoromethyl)pyrimidin-2-amine수율 34.3%

시약·촉매·용매 2

HCID 8857Ethyl Acetate용매HCID 312751,4-Dioxane용매

반응 조건

온도
105 °C

실험 절차

Acetic acid (1.01 mL, 17.6 mmol) was added to a mixture of 3-bromo-5-(difluoromethyl)aniline (1.30 g, 5.86 mmol) and 2-chloro-4-(trifluoromethyl)pyrimidine (2.14 g, 11.7 mmol) in dioxane (5.0 mL). The mixture was heated to 105° C. for 16 hrs then cooled to room temperature. The mixture was diluted with ethyl acetate, washed with dilute aqueous NaHCO3, brine and dried. The residue was purified by chromatography on silica gel (0-15% ethyl acetate in hexanes) to yield N-[3-bromo-5-(difluoromethyl)phenyl]-4-(trifluoromethyl)pyrimidin-2-amine (741 mg, 2.01 mmol, 34%).

후처리

  1. temperaturethen cooled to room temperature
  2. washwashed with dilute aqueous NaHCO3, brine
  3. customdried
  4. customThe residue was purified by chromatography on silica gel (0-15% ethyl acetate in hexanes)

출처 및 근거

ORD 기록
ord-47b0520e61b24c59b1465b525771fee1
출처 데이터셋
uspto-grants-2014_06
특허 번호
US08759366B2

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