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HCID 21980758, 화합물 → HCID 21980912, 화합물

HRID 11133
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HRID 11133 반응식
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[C:20]2[C:21](=[O:25])[NH:22][C:23](=[O:24])[C:19]=2[C:18]2[C:17]3[CH:16]=[C:15]([O:26][CH3:27])[C:14](/[CH:28]=[CH:29]/[CH2:30][CH2:31][OH:32])=[CH:13][C:12]=3[NH:11][C:10]=2[CH:9]=1>O=[Pt]=O.O1CCCC1.CO>[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[C:20]2[C:21](=[O:25])[NH:22][C:23](=[O:24])[C:19]=2[C:18]2[C:17]3[CH:16]=[C:15]([O:26][CH3:27])[C:14]([CH2:28][CH2:29][CH2:30][CH2:31][OH:32])=[CH:13][C:12]=3[NH:11][C:10]=2[CH:9]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 1

HCID 21980758HCID 21980758, 화합물

생성물 1

HCID 21980912HCID 21980912, 화합물수율 135%

시약·촉매·용매 2

HCID 345198Adams' catalyst촉매HCID 21899815MeOH tetrahydrofuran용매

실험 절차

A mixture of (170) (0.15 g, 0.33 mmol) prepared as described in example 309 and PtO2 (20 mg) in 1:1 tetrahydrofuran/methanol (30 mL) was shaken under an atmosphere of hydrogen gas at 40 psi pressure for 30 min. The catalyst was removed by filtration through Celite, washing through with more solvent. The combined filtrates were worked up and chromatographed on silica. Elution with ethyl acetate/petroleum ether (1:1) gave (171) as an orange solid (0.20 g, 100%), mp 256–260° C. (dec). 1H NMR δ [(CD3)2SO] 11.90 (br, 1H), 11.10 (br, 1H), 8.34 (s, 1H), 7.64–7.40 (m, 6H), 4.37 (br, 1H), 3.93 (s, 3H), 3.43 (t, J=6.3 Hz, 2H), 2.76 (t, J=7.6 Hz, 2H), 1.66 (m, 1H), 1.50 (m, 2H).

후처리

  1. customprepared
  2. customThe catalyst was removed by filtration through Celite
  3. washwashing through with more solvent
  4. customchromatographed on silica
  5. washElution with ethyl acetate/petroleum ether (1:1)

출처 및 근거

ORD 기록
ord-5fdf3bedfc814e3c8a3029fbf4e6173c
출처 데이터셋
uspto-grants-2006_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07094798B1

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