Hydrochloric Acid → HCID 68816706, compound

HRID 730566Notes

Reaction equation

HRID 730566 reaction equation
C(O[C:6](=O)[N:7]([CH2:9][CH2:10][O:11][C:12]1[C:20]2[N:19]([CH3:21])[C:18](=[O:22])[N:17]([CH2:23][C:24]3[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=3)[C:16]=2[CH:15]=[CH:14][CH:13]=1)C)(C)(C)C.[ClH:31]>C(O)C>[ClH:31].[CH2:23]([N:17]1[C:16]2[CH:15]=[CH:14][CH:13]=[C:12]([O:11][CH2:10][CH2:9][NH:7][CH3:6])[C:20]=2[N:19]([CH3:21])[C:18]1=[O:22])[C:24]1[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 57835000HCID 57835000, compound

Product 1

HCID 68816706HCID 68816706, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

[2-(1-Benzyl-3-methyl-2-oxo-2,3-dihydro-1H-benzoimidazol-4-yloxy)-ethyl]-methyl-carbamic acid tert-butyl ester (92 mg, 0.223 mmol) was dissolved in 1 mL ethanol and combined with 0.5 mL of 2N ethanolic HCl, and the resulting solution was refluxed 30 minutes. On cooling, a white precipitate was observed. The solid was filtered and dried for 18 hours under vacuum to give 47 mg of 1-benzyl-3-methyl-4-(2-methylamino-ethoxy)-1,3-dihydro-benzoimidazol-2-one hydrochloride. MP: 203.8-205.1° C. MS: 312 (M+H)+.

Workup

  1. temperaturethe resulting solution was refluxed 30 minutes
  2. temperatureOn cooling
  3. filtrationThe solid was filtered
  4. customdried for 18 hours under vacuum

Sources & evidence

ORD record
ord-63667d4984834a4fac7770b45e312b63
Source dataset
uspto-grants-2009_09
Patent number
US07582760B2

Reaction notes

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