1,4-Dioxane hydrochloride → [N-(1H-imidazol-2-ylmethyl)-amino]-methyl-N-(4-dipropylamino-butyl)-benzamide

HRID 2080725Notes

Reaction equation

HRID 2080725 reaction equation
C(OC(=O)[N:7]([CH2:14][C:15]1[CH:20]=[CH:19][C:18]([C:21](=[O:34])[NH:22][CH2:23][CH2:24][CH2:25][CH2:26][N:27]([CH2:31][CH2:32][CH3:33])[CH2:28][CH2:29][CH3:30])=[CH:17][CH:16]=1)[CH2:8][C:9]1[NH:10][CH:11]=[CH:12][N:13]=1)(C)(C)C.Cl.O1CCOCC1>CO>[NH:10]1[CH:11]=[CH:12][N:13]=[C:9]1[CH2:8][NH:7][C:14]1[C:17]([CH3:16])=[C:18]([CH:19]=[CH:20][CH:15]=1)[C:21]([NH:22][CH2:23][CH2:24][CH2:25][CH2:26][N:27]([CH2:28][CH2:29][CH3:30])[CH2:31][CH2:32][CH3:33])=[O:34]

Participants

4

Reactant 2

HCID 204431481,4-Dioxane hydrochlorideHCID 210844754-{[N-Boc-N-(1H-imidazol-2-ylmethyl)amino]methyl}-N-(4-dipropylaminobutyl)benzamide

Product 1

HCID 86614909[N-(1H-imidazol-2-ylmethyl)-amino]-methyl-N-(4-dipropylamino-butyl)-benzamideYield 127%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The compound (117 mg) obtained in Example 6-2 was dissolved in methanol (1.2 ml) and then added with a 4 mol/l hydrogen chloride/dioxane solution (1.2 ml) and the whole was stirred at room temperature for 5 hours. After completion of the reaction, the solvent was distilled off. Then, the residue was dissolved in water and then purified through solid-phase extraction column (Sep-Pak, tC18, manufactured by Waters Corporation), thereby obtaining a hydrochloride (118 mg) of the subject compound as a white solid.

Workup

  1. customAfter completion of the reaction
  2. distillationthe solvent was distilled off
  3. dissolutionThen, the residue was dissolved in water
  4. custompurified through solid-phase extraction column (Sep-Pak, tC18, manufactured by Waters Corporation)

Sources & evidence

ORD record
ord-04591f27261d456aad48f18c93f24b12
Source dataset
uspto-grants-2011_04
Patent number
US07932281B2

Reaction notes

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