1,4-Dioxane hydrochloride → HCID 23068968, compound

HRID 2109992Notes

Reaction equation

HRID 2109992 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][CH:11]([CH2:14][NH:15][C:16]2[NH:20][C:19]3[CH:21]=[CH:22][CH:23]=[C:24]([N+:25]([O-:27])=[O:26])[C:18]=3[N:17]=2)[CH2:10][CH2:9]1)=O)(C)(C)C.O1CCOCC1.Cl>CO>[N+:25]([C:24]1[C:18]2[N:17]=[C:16]([NH:15][CH2:14][CH:11]3[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]3)[NH:20][C:19]=2[CH:21]=[CH:22][CH:23]=1)([O-:27])=[O:26]

Participants

4

Reactant 2

HCID 204431481,4-Dioxane hydrochlorideHCID 69066426HCID 69066426, compound

Product 1

HCID 23068968HCID 23068968, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
60 °C

Procedure

After dissolving 4-[(4-nitro-1H-benzimidazol-2-ylamino)-methyl]-piperidine-1-carboxylic acid tert-butyl ester (13 mg) in methanol (1 ml), a 4N hydrogen chloride-1,4-dioxane solution (1 ml) was added and the mixture was stirred at 60° C. for 1 hour. The solvent was distilled off under reduced pressure, aqueous sodium hydroxide and dichloromethane were added to the obtained residue, and extraction was performed with dichloromethane. The solvent was distilled off under reduced pressure to obtain (4-nitro-1H-benzimidazol-2-yl)-piperidin-4-ylmethyl-amine. The compound was identified by LC-MS.

Workup

  1. distillationThe solvent was distilled off under reduced pressure, aqueous sodium hydroxide and dichloromethane
  2. additionwere added to the obtained residue, and extraction
  3. distillationThe solvent was distilled off under reduced pressure

Sources & evidence

ORD record
ord-c99aad4211fe4284baf308f2d0baac06
Source dataset
uspto-grants-2009_04
Patent number
US07517875B2

Reaction notes

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