Sodium Hydroxide → HCID 19071286, compound

HRID 1955615Notes

Reaction equation

HRID 1955615 reaction equation
[C:1]([N:8]1[CH2:13][CH2:12][CH:11]([N:14]2[CH2:18][CH:17]([CH2:19][N:20]3[CH2:25][CH2:24][N:23]([CH2:26][CH2:27][C:28]([O:30]C)=[O:29])[CH2:22][CH2:21]3)[O:16][C:15]2=[O:32])[CH2:10][CH2:9]1)([O:3][C:4]([CH3:7])([CH3:6])[CH3:5])=[O:2].[OH-].[Na+]>CO>[C:1]([N:8]1[CH2:13][CH2:12][CH:11]([N:14]2[CH2:18][CH:17]([CH2:19][N:20]3[CH2:25][CH2:24][N:23]([CH2:26][CH2:27][C:28]([OH:30])=[O:29])[CH2:22][CH2:21]3)[O:16][C:15]2=[O:32])[CH2:10][CH2:9]1)([O:3][C:4]([CH3:6])([CH3:7])[CH3:5])=[O:2]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 15340895HCID 15340895, compound

Product 1

HCID 19071286HCID 19071286, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

0.8 g of 3-(1-BOC-4-piperidyl)-5-[4-(2-methoxycarbonylethyl)-piperazino]methyloxazolidin-2-one [obtainable according to Ex. 1] is suspended in 60 ml of methanol, and the mixture is treated with 4 ml of 2N NaOH solution and stirred at room temperature for 4 hours. After removal of the solvent, the residue is taken up in water, the pH is adjusted to 3 by addition of dilute HCl and the reaction mixture is filtered through an ion exchanger. The filtrate is dried over MgSO4. After removal of the solvent and subsequent freeze-drying, 3-(1-BOC-4-piperidyl)-5-[4-(2-carboxyethyl)piperazino]methyloxazolidin-2-one is obtained.

Workup

  1. customAfter removal of the solvent
  2. additionthe pH is adjusted to 3 by addition of dilute HCl
  3. filtrationthe reaction mixture is filtered through an ion exchanger
  4. dry with materialThe filtrate is dried over MgSO4
  5. customAfter removal of the solvent and subsequent freeze-drying

Sources & evidence

ORD record
ord-6e859c1b615f4d41ab6fec5d541db5de
Source dataset
uspto-grants-1998_07
Patent number
US05776937

Reaction notes

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