Tetrahydrofuran → N-(2-methylamino-5-trifluoromethylpyridine-3-yl)-2-ethylsulfanyl-benzamide

HRID 533678노트

반응식

HRID 533678 반응식
[CH3:1][NH:2][C:3]1[C:8]([NH2:9])=[CH:7][C:6]([C:10]([F:13])([F:12])[F:11])=[CH:5][N:4]=1.C1COCC1.[CH2:19]([S:21][C:22]1[CH:30]=[CH:29][CH:28]=[CH:27][C:23]=1[C:24](Cl)=[O:25])[CH3:20].C(=O)([O-])O.[Na+]>O>[CH3:1][NH:2][C:3]1[C:8]([NH:9][C:24](=[O:25])[C:23]2[CH:27]=[CH:28][CH:29]=[CH:30][C:22]=2[S:21][CH2:19][CH3:20])=[CH:7][C:6]([C:10]([F:13])([F:11])[F:12])=[CH:5][N:4]=1

참가 물질

6

반응물 4

HCID 8028TetrahydrofuranHCID 516892Sodium BicarbonateHCID 2735930N2-Methyl-5-(trifluoromethyl)pyridine-2,3-diamineHCID 148531752-(Ethylthio)benzoyl chloride

생성물 1

HCID 67981285N-(2-methylamino-5-trifluoromethylpyridine-3-yl)-2-ethylsulfanyl-benzamide수율 100.7%

시약·촉매·용매 1

HCID 962Water용매

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온도
50 °C

실험 절차

To a mixture of N2-methyl-5-trifluoromethylpyridine-2,3-diamine (3.82 g) and THF (40 ml), 2-ethylsulfanylbenzoic acid chloride (4.42 g) was added, stirred at 50° C. for 2 hours, then stirred under reflux for hours. After the mixture was allowed to cool to room temperature, sodium hydrogen carbonate (1.85 g) was added thereto, and stirred at 50° C. for 2 hours. After the mixture was allowed to cool to room temperature, water was poured thereinto, and then the precipitated solid was collected by the filtration. The resulting solid was washed with water and hexane, and dried to give 7.15 g of N-(2-methylamino-5-trifluoromethylpyridine-3-yl)-2-ethylsulfanyl-benzamide (Compound ((1B)-19).

후처리

  1. additionwas added
  2. stirringstirred
  3. temperatureunder reflux for hours
  4. temperatureto cool to room temperature
  5. stirringstirred at 50° C. for 2 hours
  6. temperatureto cool to room temperature
  7. filtrationthe precipitated solid was collected by the filtration
  8. washThe resulting solid was washed with water and hexane
  9. customdried

출처 및 근거

ORD 기록
ord-fcf949da159c47eea476201a121308e8
출처 데이터셋
uspto-grants-2014_10
특허 번호
US08853238B2

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