Hydrochloric Acid → HCID 178491156, compound

HRID 1934678Notes

Reaction equation

HRID 1934678 reaction equation
C(OC([N:8]=[C:9]([NH:41]C(OC(C)(C)C)=O)[NH:10][C@H:11]1[CH2:16][CH2:15][C@H:14]([NH:17][C:18]2[CH:37]=[CH:36][C:35]([N+:38]([O-:40])=[O:39])=[CH:34][C:19]=2[C:20]([NH:22][CH2:23][C:24]2[CH:29]=[CH:28][C:27]([O:30][CH3:31])=[C:26]([O:32][CH3:33])[CH:25]=2)=[O:21])[CH2:13][CH2:12]1)=O)(C)(C)C.[ClH:49]>C(OCC)(=O)C>[ClH:49].[CH3:33][O:32][C:26]1[CH:25]=[C:24]([CH:29]=[CH:28][C:27]=1[O:30][CH3:31])[CH2:23][NH:22][C:20](=[O:21])[C:19]1[CH:34]=[C:35]([N+:38]([O-:40])=[O:39])[CH:36]=[CH:37][C:18]=1[NH:17][C@H:14]1[CH2:15][CH2:16][C@H:11]([NH:10][C:9]([NH2:41])=[NH:8])[CH2:12][CH2:13]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 178491155HCID 178491155, compound

Product 1

HCID 178491156HCID 178491156, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent2×

Procedure

To a solution of 2-{trans-4-[2,3-bis(tert-butoxycarbonyl)guanidino]cyclohexylamino}-N-(3,4-dimethoxybenzyl)-5-nitrobenzamide (200 mg) in ethyl acetate (4 mL) was added 4N-hydrochloric acid in ethyl acetate (8 mL). The mixture was stirred for 15 hours at ambient temperature. After evaporation of the solvent, the residue was triturated with ethyl acetate to give N-(3,4-dimethoxybenzyl)-2-(trans-4-guanidinocyclohexylamino)-5-nitrobenzamide hydrochloride as yellow powders (145 mg).

Workup

  1. customAfter evaporation of the solvent
  2. customthe residue was triturated with ethyl acetate

Sources & evidence

ORD record
ord-8d522b49453a467885e445745e02194f
Source dataset
uspto-grants-2002_05
Patent number
US06384080B1

Reaction notes

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