2-[(2,3-Difluoro-6-nitrophenyl)amino]ethanol → 2-[(6-Amino-2,3-difluorophenyl)amino]ethanol

HRID 419931노트

반응식

HRID 419931 반응식
[F:1][C:2]1[C:7]([F:8])=[CH:6][CH:5]=[C:4]([N+:9]([O-])=O)[C:3]=1[NH:12][CH2:13][CH2:14][OH:15].[H][H]>C(OCC)(=O)C.C(O)C.[Pd]>[NH2:9][C:4]1[C:3]([NH:12][CH2:13][CH2:14][OH:15])=[C:2]([F:1])[C:7]([F:8])=[CH:6][CH:5]=1

참가 물질

6

반응물 2

HCID 579390192-[(2,3-Difluoro-6-nitrophenyl)amino]ethanolHCID 178418361HCID 178418361, 화합물

생성물 1

HCID 579390152-[(6-Amino-2,3-difluorophenyl)amino]ethanol

시약·촉매·용매 3

HCID 23938Palladium촉매HCID 702Ethanol용매HCID 8857Ethyl Acetate용매

실험 절차

To a solution of 2-[(2,3-difluoro-6-nitrophenyl)amino]ethanol (3.8 g, 17.4 mmol) in 70 ml of ethyl acetate and 30 ml of ethanol is added 10% Pd/C (380 mg). The reaction is shaken under 50 PSI of hydrogen for 3 hours. The pressure is periodically adjusted to 50 PSI. The reaction is filtered through celite, rinsed with ethanol and concentrated. The resulting material is used without further purification in the next step. 1H NMR (400 MHz, CDCl3) δ ppm 3.17-3.27 (m, 2H) 3.68-3.78 (m, 2H) 6.38 (ddd, J=8.89, 4.69, 2.05 Hz, 1H) 6.61-6.70 (m, 1H)

후처리

  1. filtrationThe reaction is filtered through celite
  2. washrinsed with ethanol
  3. concentrationconcentrated
  4. customThe resulting material is used without further purification in the next step

출처 및 근거

ORD 기록
ord-938fcdea6a1243cd8b091fa94e5acc92
출처 데이터셋
uspto-grants-2012_01
특허 번호
US08093402B2

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