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HCID 67045136, 화합물 → HCID 67044654, 화합물

HRID 2261929
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HRID 2261929 반응식
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2([OH:25])[C:16]3[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=3)[C:10](=[O:17])[N:9]2[CH2:18][C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)=[CH:4][C:3]=1[N+:26]([O-])=O>[Pd]>[NH2:26][C:3]1[CH:4]=[C:5]([C:8]2([OH:25])[C:16]3[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=3)[C:10](=[O:17])[N:9]2[CH2:18][C:19]2[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=2)[CH:6]=[CH:7][C:2]=1[NH2:1]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

3

반응물 1

HCID 67045136HCID 67045136, 화합물

생성물 1

HCID 67044654HCID 67044654, 화합물수율 98%

시약·촉매·용매 1

HCID 23938Palladium촉매

실험 절차

A solution of 3-(4-amino-3-nitrophenyl)-3-hydroxy-2-(phenylmethyl)-2,3-dihydro-1H-isoindol-1-one (10 g, 26.6 mmol) in a mixture of terahydrofuran-ethyl acetate (1:1, 20 mL) was hydrogenated over 10% Pd—C (100 mg) at 40 psi for 18 h. The catalyst was removed by filtration and the filtrate concentrated in vacuo. The residue was purified by column chromatography (SiO2, hexanes/ethyl acetate) to afford 3-(3,4-diaminophenyl)-3-hydroxy-2-(phenylmethyl)-2,3-dihydro-1H-isoindol-1-one (9.0 g, 98%) as a brown powder. MS (EI) for C21H19N3O2: 368 (MNa+).

후처리

  1. customThe catalyst was removed by filtration
  2. concentration
the filtrate concentrated in vacuo
  • customThe residue was purified by column chromatography (SiO2, hexanes/ethyl acetate)
  • 출처 및 근거

    ORD 기록
    ord-df03047c93254956ba2d878e39513279
    출처 데이터셋
    uspto-grants-2010_12
    DOI
    10.6084/m9.figshare.5104873.v1
    특허 번호
    US07846959B2

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