1-Hydroxybenzotriazole → 4-[[bis(1H-imidazol-2-ylmethyl)amino]methyl]-N-[3-[(dipropylamino)methyl]phenyl]benzamide

HRID 348622노트

반응식

HRID 348622 반응식
[CH2:1]([N:4]([CH2:8][C:9]1[CH:10]=[C:11]([CH:13]=[CH:14][CH:15]=1)[NH2:12])[CH2:5][CH2:6][CH3:7])[CH2:2][CH3:3].[NH:16]1[CH:20]=[CH:19][N:18]=[C:17]1[CH2:21][N:22]([CH2:29][C:30]1[CH:38]=[CH:37][C:33]([C:34](O)=[O:35])=[CH:32][CH:31]=1)[CH2:23][C:24]1[NH:25][CH:26]=[CH:27][N:28]=1.C1C=CC2N(O)N=NC=2C=1.N=C=N>CN(C=O)C>[NH:16]1[CH:20]=[CH:19][N:18]=[C:17]1[CH2:21][N:22]([CH2:29][C:30]1[CH:38]=[CH:37][C:33]([C:34]([NH:12][C:11]2[CH:13]=[CH:14][CH:15]=[C:9]([CH2:8][N:4]([CH2:5][CH2:6][CH3:7])[CH2:1][CH2:2][CH3:3])[CH:10]=2)=[O:35])=[CH:32][CH:31]=1)[CH2:23][C:24]1[NH:28][CH:27]=[CH:26][N:25]=1

참가 물질

6

반응물 4

HCID 757711-HydroxybenzotriazoleHCID 160435CarbodiimideHCID 230793273-DipropylaminomethylanilineHCID 669419114-[N,N-bis-(imidazol-2-ylmethyl)aminomethyl]-benzoic Acid

생성물 1

HCID 104136194-[[bis(1H-imidazol-2-ylmethyl)amino]methyl]-N-[3-[(dipropylamino)methyl]phenyl]benzamide

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

The compound (51.6 mg) obtained in Example 33-2, the compound (117 mg) obtained in Example 2-2, and HOBt (50.0 mg) were dissolved in anhydrous DMF (2.5 ml). Then, the solution was added with PS-carbodiimide (manufactured by Argonaut Technologies, Inc.) (373.1 mg), followed by stirring at room temperature for 17 hours. After completion of the reaction, the mixture was filtrated and the solvent was then distilled off. The residue was dissolved in chloroform and washed with a 1 mol/l sodium hydroxide aqueous solution and saturated saline solution. The residue was dried with anhydrous magnesium sulfate and the solvent was distilled off, followed by treatment with hydrochloric acid. The residue was purified through silica gel column chromatography (chloroform/methanol/water), thereby obtaining hydrochloride (18.5 mg) of the subject compound as a white solid.

후처리

  1. customAfter completion of the reaction
  2. filtrationthe mixture was filtrated
  3. distillationthe solvent was then distilled off
  4. dissolutionThe residue was dissolved in chloroform
  5. washwashed with a 1 mol/l sodium hydroxide aqueous solution and saturated saline solution
  6. dry with materialThe residue was dried with anhydrous magnesium sulfate
  7. distillationthe solvent was distilled off
  8. customThe residue was purified through silica gel column chromatography (chloroform/methanol/water)

출처 및 근거

ORD 기록
ord-879097c131f848a995cf614a125f2125
출처 데이터셋
uspto-grants-2007_02
특허 번호
US07176227B2

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