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Acetic Acid → 2-{4-[(4-Dipropylaminomethylphenylamino)methyl]benzyl}isoindole-1,3-dione

HRID 348633
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HRID 348633 반응식
[O:1]=[C:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[C:4](=[O:11])[N:3]1[CH2:12][C:13]1[CH:20]=[CH:19][C:16]([CH:17]=O)=[CH:15][CH:14]=1.[CH2:21]([N:24]([CH2:28][C:29]1[CH:34]=[CH:33][C:32]([NH2:35])=[CH:31][CH:30]=1)[CH2:25][CH2:26][CH3:27])[CH2:22][CH3:23].C([BH3-])#N.[Na+].C(O)(=O)C>CO.O>[CH2:21]([N:24]([CH2:28][C:29]1[CH:34]=[CH:33][C:32]([NH:35][CH2:17][C:16]2[CH:15]=[CH:14][C:13]([CH2:12][N:3]3[C:4](=[O:11])[C:5]4[C:10](=[CH:9][CH:8]=[CH:7][CH:6]=4)[C:2]3=[O:1])=[CH:20][CH:19]=2)=[CH:31][CH:30]=1)[CH2:25][CH2:26][CH3:27])[CH2:22][CH3:23]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 176Acetic AcidHCID 5003444Sodium cyanoborohydrideHCID 167770114-Dipropylaminomethyl-anilineHCID 231555474-(1,3-Dioxo-1,3-dihydroisoindol-2-ylmethyl)benzaldehyde

생성물 1

HCID 210843762-{4-[(4-Dipropylaminomethylphenylamino)methyl]benzyl}isoindole-1,3-dione수율 250.1%

시약·촉매·용매 2

HCID 887
Methanol
용매
HCID 962Water용매

실험 절차

The compound (17.6 mg) obtained in Example 25-1, the compound (13.2 mg) obtained in Example 19-2, and sodium cyanoborohydride (8.7 mg) were dissolved in anhydrous methanol (1.0 ml). The solution was then adjusted to pH 5 with the addition of acetic acid, followed by stirring at room temperature for 4 hours. The reaction solution was added with distilled water and then subjected to extraction with chloroform. After that, the organic layer was washed with saturated saline solution and dried with anhydrous sodium sulfate. The solvent was distilled off and the residue was then purified through silica gel preparative thin-layer chromatography (chloroform/methanol), thereby obtaining the subject compound (72.9 mg) as a yellow solid.

후처리

  1. extractionsubjected to extraction with chloroform
  2. washAfter that, the organic layer was washed with saturated saline solution
  3. dry with materialdried with anhydrous sodium sulfate
  4. distillationThe solvent was distilled off
  5. customthe residue was then purified through silica gel preparative thin-layer chromatography (chloroform/methanol)

출처 및 근거

ORD 기록
ord-9d2746151dc14339af43c58ff20d3f08
출처 데이터셋
uspto-grants-2007_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07176227B2

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