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

HRID 603101노트

반응식

HRID 603101 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-fa546a3f8f1f475981257399b2a2d403
출처 데이터셋
uspto-grants-2011_03
특허 번호
US07906654B2

반응 노트

불러오는 중…