2-(Difluoromethoxy)-5-methylaniline → HCID 86665721, 화합물

HRID 1619494노트

반응식

HRID 1619494 반응식
[F:1][CH:2]([F:12])[O:3][C:4]1[CH:10]=[CH:9][C:8]([CH3:11])=[CH:7][C:5]=1[NH2:6].[CH3:13][O:14][C:15]1[CH:20]=[CH:19][C:18]([S:21](Cl)(=[O:23])=[O:22])=[CH:17][C:16]=1[CH:25]1[CH2:29][CH2:28][N:27]([C:30](=[O:35])[C:31]([F:34])([F:33])[F:32])[CH2:26]1>N1C=CC=CC=1>[F:1][CH:2]([F:12])[O:3][C:4]1[CH:10]=[CH:9][C:8]([CH3:11])=[CH:7][C:5]=1[NH:6][S:21]([C:18]1[CH:19]=[CH:20][C:15]([O:14][CH3:13])=[C:16]([CH:25]2[CH2:29][CH2:28][N:27]([C:30](=[O:35])[C:31]([F:34])([F:32])[F:33])[CH2:26]2)[CH:17]=1)(=[O:23])=[O:22]

참가 물질

4

반응물 2

HCID 70193422-(Difluoromethoxy)-5-methylanilineHCID 86665720HCID 86665720, 화합물

생성물 1

HCID 86665721HCID 86665721, 화합물수율 35.1%

시약·촉매·용매 1

HCID 1049Pyridine용매

실험 절차

0.093 g of 2-(difluoromethoxy)-5-methylaniline (0,538 mmol, purchased at Fluorochem) were dissolved in 10 mL of pyridin. 0.2 g of 4-methoxy-3-(1-(2,2,2-trifluoroacetyl)pyrrolidin-3-yl)benzene-1-sulfonyl chloride (0.538 mmol) were slowly added. The reaction mixture was stirred at room temperature for 18 h, and the solvent was evaporated and several times co-destilled with toluene. The oily brown residue was dissolved in dichloromethane and washed with a 5% aqueous ammonium chloride solution. After washing with saturated aqueous sodium chloride solution, the organic layer was dried over sodium sulphate, filtered, and the solvent evaporated. The crude product was purified via silica gel chromatography using a 40 g Redisep-column with dichloromethane/methanol 0-20% to yield 0.096 g of the title compound.

후처리

  1. customthe solvent was evaporated
  2. dissolutionThe oily brown residue was dissolved in dichloromethane
  3. washwashed with a 5% aqueous ammonium chloride solution
  4. washAfter washing with saturated aqueous sodium chloride solution
  5. dry with materialthe organic layer was dried over sodium sulphate
  6. filtrationfiltered
  7. customthe solvent evaporated
  8. customThe crude product was purified via silica gel chromatography

출처 및 근거

ORD 기록
ord-01b30b8bd9394b4d917fe3453e7bea45
출처 데이터셋
uspto-grants-2014_07
특허 번호
US08772313B2

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