Hydrochloric Acid → HCID 178472612, compound

HRID 1106492Notes

Reaction equation

HRID 1106492 reaction equation
[OH:1][NH:2][C:3]([C:5]1[CH:10]=[CH:9][C:8]([N:11]2[CH2:16][CH2:15][N:14]([C@H:17]3[CH2:22][CH2:21][N:20]([CH2:23][C:24]([O:26][CH2:27][CH3:28])=[O:25])[CH2:19][C@H:18]3[CH2:29][C:30]([O:32]CC)=[O:31])[CH2:13][CH2:12]2)=[CH:7][CH:6]=1)=[NH:4].[ClH:35]>>[ClH:35].[ClH:35].[ClH:35].[OH:1][NH:2][C:3]([C:5]1[CH:10]=[CH:9][C:8]([N:11]2[CH2:12][CH2:13][N:14]([C@H:17]3[CH2:22][CH2:21][N:20]([CH2:23][C:24]([O:26][CH2:27][CH3:28])=[O:25])[CH2:19][C@H:18]3[CH2:29][C:30]([OH:32])=[O:31])[CH2:15][CH2:16]2)=[CH:7][CH:6]=1)=[NH:4]

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 178471814HCID 178471814, compound

Product 1

HCID 178472612HCID 178472612, compound

Procedure

(±)-cis-Diethyl 4-[4-(4-hydroxyamidinophenyl)-1-piperazinyl]-1,3-piperidinediacetate (1.5 g) was dissolved in 50 ml of 1N hydrochloric acid and the solution was refluxed overnight. The reaction liquid was concentrated and the concentrate was purified by ODS column chromatography (eluent: water to water:methanol=1:1) to give 100 mg of (±)-cis-4-[4-(4-hydroxyamidinophenyl)-1-piperazinyl]-1-[(ethoxycarbonyl)methyl]piperidine-3-acetic acid trihydrochloride.

Workup

  1. temperaturethe solution was refluxed overnight
  2. customThe reaction liquid
  3. concentrationwas concentrated
  4. customthe concentrate was purified by ODS column chromatography (eluent: water to water:methanol=1:1)

Sources & evidence

ORD record
ord-994e09c8aaa844e6a0dddc2b42b6aac2
Source dataset
uspto-grants-2000_05
Patent number
US06057324

Reaction notes

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