N-(3-Amino-phenyl)-C,C,C-trifluoro-methanesulfonamide → N-(3-((5-(4-cyanophenyl)oxazol-2-yl)amino)phenyl)-1,1,1-trifluoromethane sulfonamide

HRID 537872

반응식

HRID 537872 반응식
Cl[C:2]1[O:3][C:4]([C:7]2[CH:14]=[CH:13][C:10]([C:11]#[N:12])=[CH:9][CH:8]=2)=[CH:5][N:6]=1.[NH2:15][C:16]1[CH:17]=[C:18]([NH:22][S:23]([C:26]([F:29])([F:28])[F:27])(=[O:25])=[O:24])[CH:19]=[CH:20][CH:21]=1>CC(O)C>[C:11]([C:10]1[CH:13]=[CH:14][C:7]([C:4]2[O:3][C:2]([NH:15][C:16]3[CH:17]=[C:18]([NH:22][S:23]([C:26]([F:29])([F:27])[F:28])(=[O:25])=[O:24])[CH:19]=[CH:20][CH:21]=3)=[N:6][CH:5]=2)=[CH:8][CH:9]=1)#[N:12]

참가 물질

4

반응물 2

HCID 21757535N-(3-Amino-phenyl)-C,C,C-trifluoro-methanesulfonamideHCID 684435584-(2-Chlorooxazol-5-yl)benzonitrile

생성물 1

HCID 71060232N-(3-((5-(4-cyanophenyl)oxazol-2-yl)amino)phenyl)-1,1,1-trifluoromethane sulfonamide수율 76%

시약·촉매·용매 1

HCID 3776Isopropanol용매

반응 조건

온도
80 °C

실험 절차

A mixture of 4-(2-chlorooxazol-5-yl)benzonitrile 2 (0.30 g, 1.47 mmol) and N-(3-aminophenyl)-1,1,1-trifluoromethanesulfonamide 43 (0.35 g, 1.45 mmol) in 2-propanol (25 mL) was heated to 80° C. for 14 h with stirring. Upon cooling, solvent was evaporated and silica column purified (Biotage) (Acetone/hexane as an eluent) to provide N-(3-((5-(4-cyanophenyl)oxazol-2-yl)amino)phenyl)-1,1,1-trifluoromethane sulfonamide 44 (0.45 g, 75% yield) as a solid. MS (ES) m/z 409 (M+H+).

후처리

  1. temperatureUpon cooling
  2. customsolvent was evaporated
  3. customsilica column purified (Biotage) (Acetone/hexane as an eluent)

출처 및 근거

ORD 기록
ord-3626c877453a46bcbf016d2357f3a0ab
출처 데이터셋
uspto-grants-2014_10
특허 번호
US08865709B2

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