Hydrochloric Acid → 1-(4-amidinophenyl)-3-(4-t-butylphenyl)-4-([4-(carboxymethyloxy)-1-piperidinyl]carbonyl}-2-methyl-2H-pyrazol-5-one hydrochloride

HRID 1740081Notes

Reaction equation

HRID 1740081 reaction equation
[C:1]([C:4]1[CH:9]=[CH:8][C:7]([N:10]2[C:14](=[O:15])[C:13]([C:16]([N:18]3[CH2:23][CH2:22][CH:21]([O:24][CH2:25][C:26]([O:28]CC)=[O:27])[CH2:20][CH2:19]3)=[O:17])=[C:12]([C:31]3[CH:36]=[CH:35][C:34]([C:37]([CH3:40])([CH3:39])[CH3:38])=[CH:33][CH:32]=3)[N:11]2[CH3:41])=[CH:6][CH:5]=1)(=[NH:3])[NH2:2].[OH-].[Na+].[ClH:44]>C(O)C>[ClH:44].[C:1]([C:4]1[CH:5]=[CH:6][C:7]([N:10]2[C:14](=[O:15])[C:13]([C:16]([N:18]3[CH2:19][CH2:20][CH:21]([O:24][CH2:25][C:26]([OH:28])=[O:27])[CH2:22][CH2:23]3)=[O:17])=[C:12]([C:31]3[CH:36]=[CH:35][C:34]([C:37]([CH3:39])([CH3:38])[CH3:40])=[CH:33][CH:32]=3)[N:11]2[CH3:41])=[CH:8][CH:9]=1)(=[NH:2])[NH2:3]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 154355031-(4-amidinophenyl)-3-(4-t-butylphenyl)-4-{[4-(ethoxycarbonylmethyloxy)-1-piperidinyl]carbonyl}-2-methyl-2H-pyrazol-5-one

Product 1

HCID 218376521-(4-amidinophenyl)-3-(4-t-butylphenyl)-4-([4-(carboxymethyloxy)-1-piperidinyl]carbonyl}-2-methyl-2H-pyrazol-5-one hydrochloride

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 100 mg of 1-(4-amidinophenyl)-3-(4-t-butylphenyl)-4-{[4-(ethoxycarbonylmethyloxy)-1-piperidinyl]carbonyl}-2-methyl-2H-pyrazol-5-one, 0.36 ml of 1N aqueous sodium hydroxide and 0.72 ml of ethanol was stirred at room temperature for 1 hour, and the reaction solution was adjusted to pH 3 with dilute hydrochloric acid. The solvent was removed by evaporation under reduced pressure. The resulting residue was recrystallized in water to give 70.7 mg of the title compound as colorless crystals.

Workup

  1. customThe solvent was removed by evaporation under reduced pressure
  2. customThe resulting residue was recrystallized in water

Sources & evidence

ORD record
ord-7ab0c7a0c1404b23b48739bef5313184
Source dataset
uspto-grants-1999_10
Patent number
US05968967

Reaction notes

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