2-(Difluoromethoxy)-5-methylaniline → HCID 86665721、化合物

HRID 1619494ノート

反応式

HRID 1619494 の反応式
[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]

参加物

4

反応物 2

HCID 70193422-(Difluoromethoxy)-5-methylanilineHCID 86665720HCID 86665720、化合物

生成物 1

HCID 86665721HCID 86665721、化合物収率 35.1%

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-01b30b8bd9394b4d917fe3453e7bea45
出典データセット
uspto-grants-2014_07
特許番号
US08772313B2

反応ノート

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