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HCID 67191235, 화합물 → 2,3-Diamino-5-(5-methyl-3-oxo-4-pyridin-2-ylmethyl-cyclohexa-1,5-dienyl)-benzoic acid methyl ester

HRID 1968685
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HRID 1968685 반응식
[CH3:1][O:2][C:3](=[O:29])[C:4]1[CH:9]=[C:8]([C:10]2[CH:15]=[C:14]([CH3:16])[CH:13]([CH2:17][C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][N:19]=3)[C:12](=[O:24])[CH:11]=2)[CH:7]=[C:6]([N+:25]([O-])=O)[C:5]=1[NH2:28]>[Pd].C(OCC)(=O)C>[CH3:1][O:2][C:3](=[O:29])[C:4]1[CH:9]=[C:8]([C:10]2[CH:15]=[C:14]([CH3:16])[CH:13]([CH2:17][C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][N:19]=3)[C:12](=[O:24])[CH:11]=2)[CH:7]=[C:6]([NH2:25])[C:5]=1[NH2:28]
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참가 물질

4

반응물 1

HCID 67191235HCID 67191235, 화합물

생성물 1

HCID 116962422,3-Diamino-5-(5-methyl-3-oxo-4-pyridin-2-ylmethyl-cyclohexa-1,5-dienyl)-benzoic acid methyl ester

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 8857Ethyl Acetate용매

실험 절차

To a slurry of 10% palladium on carbon (0.045 g) in ethyl acetate (20 mL) was added 2-amino-5-(5-methyl-3-oxo-4-pyridin-2-ylmethyl-cyclohexa-1,5-dienyl)-3-nitro-benzoic acid methyl ester (0.176 g, 0.44 mmol). The resulting mixture was hydrogenated at 30 psi for 24 hours. The reaction was filtered, concentrated in vacuo, and the crude isolate purified (SiO2, 2 to 10% methanol in methylene chloride) to afford the title compound. 1H NMR (500 MHz, CDCl3) δ 2.5 (s, 3H), 3.99 (s, 3H), 5.3 (s, 2H), 5.38 (bs, 2H), 6.39 (s, 1H), 6.25 (s, 1H), 7.93-7.21 (m, 4H), 8.61 (s, 1H), 8.93 (s, 1H).

후처리

  1. filtrationThe reaction was filtered
  2. concentrationconcentrated in vacuo
  3. customthe crude isolate
  4. custompurified (SiO2, 2 to 10% methanol in methylene chloride)

출처 및 근거

ORD 기록
ord-997353217b69465381cfc8d0f2bfa86a
출처 데이터셋
uspto-grants-2013_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08426426B2

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