Methanol → HCID 19074876, compound

HRID 964990Notes

Reaction equation

HRID 964990 reaction equation
Cl.[C:2]([C:5]1[CH:10]=[CH:9][C:8]([N:11]2[C:16](=[O:17])[CH2:15][N:14]([CH:18]3[CH2:23][CH2:22][N:21]([CH2:24][C:25]([O:27]CC)=[O:26])[CH2:20][CH2:19]3)[C:13](=[O:30])[CH2:12]2)=[CH:7][CH:6]=1)(=[NH:4])[NH2:3].O.[OH-].[Li+].[Cl-].[NH4+].CO>O>[C:2]([C:5]1[CH:6]=[CH:7][C:8]([N:11]2[C:16](=[O:17])[CH2:15][N:14]([CH:18]3[CH2:19][CH2:20][N:21]([CH2:24][C:25]([OH:27])=[O:26])[CH2:22][CH2:23]3)[C:13](=[O:30])[CH2:12]2)=[CH:9][CH:10]=1)(=[NH:3])[NH2:4]

Participants

6

Reactant 4

HCID 887MethanolHCID 25517Ammonium ChlorideHCID 168937Lithium hydroxide, monohydrateHCID 67661824HCID 67661824, compound

Product 1

HCID 19074876HCID 19074876, compoundYield 35.6%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

0.089 g of ethyl 4-[4-(4-amidinophenyl)-2,5-dioxo-1-piperazinyl]-1-piperidineacetate hydrochloride was dissolved in 1 ml of water, and 0.017 g of lithium hydroxide monohydrate was added thereto with cooling with ice. This was stirred for 30 minutes still with cooling with ice, and an aqueous saturated solution of ammonium chloride was added thereto. Next, this was subjected to ODS column chromatography (H2O→H2 O/MeOH=3/2, v/v) to obtain 0.027 g of 4-[4-(4-amidinophenyl)-2,5-dioxo-1-piperazinyl]-1-piperidineacetic acid.

Workup

  1. temperaturewith cooling with ice
  2. temperaturewith cooling with ice

Sources & evidence

ORD record
ord-350c80d8a8b8465eb9d9e038f03f07e2
Source dataset
uspto-grants-1998_06
Patent number
US05773442

Reaction notes

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