Sodium Hydroxide → HCID 22122128, compound

HRID 1417225Notes

Reaction equation

HRID 1417225 reaction equation
[C:1]([C:3]1[CH:33]=[CH:32][C:6]([O:7][CH2:8][CH2:9][CH2:10][N:11]2[CH2:16][CH2:15][N:14]([CH:17]([C:24]3[CH:25]=[N:26][CH:27]=[CH:28][CH:29]=3)[CH2:18][C:19]([O:21]CC)=[O:20])[C:13](=[O:30])[C:12]2=[O:31])=[CH:5][CH:4]=1)#[N:2].[OH-].[Na+]>Cl>[C:1]([C:3]1[CH:4]=[CH:5][C:6]([O:7][CH2:8][CH2:9][CH2:10][N:11]2[CH2:16][CH2:15][N:14]([CH:17]([C:24]3[CH:25]=[N:26][CH:27]=[CH:28][CH:29]=3)[CH2:18][C:19]([OH:21])=[O:20])[C:13](=[O:30])[C:12]2=[O:31])=[CH:32][CH:33]=1)#[N:2]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 22122139HCID 22122139, compound

Product 1

HCID 22122128HCID 22122128, compoundYield 70.1%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Conditions

Temperature
50 °C

Procedure

In 70 ml of 6N hydrochloric acid was dissolved 7.0 g of ethyl 3-[4-[3-(4-cyanophenoxy)propyl]-2,3-dioxopiperazin-1-yl]-3-(pyridin-3-yl)propionate, and the solution was stirred at 50° C. for 1.5 hours and then cooled to room temperature. The reaction solution was adjusted to pH 4.0 with a 15% aqueous sodium hydroxide solution and the crystals precipitated were collected by filtration to obtain 4.6 g of 3-[4-[3-(4-cyanophenoxy)-propyl]-2,3-dioxopiperazin-1-yl]-3-(pyridin-3-yl)-propionic acid as colorless crystals.

Workup

  1. temperaturecooled to room temperature
  2. customthe crystals precipitated
  3. filtrationwere collected by filtration

Sources & evidence

ORD record
ord-35230ba1f78347599c988cc097a4bbeb
Source dataset
uspto-grants-1999_03
Patent number
US05877174

Reaction notes

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