Sodium Hydroxide → HCID 68601682, compound

HRID 1185557Notes

Reaction equation

HRID 1185557 reaction equation
C([O:3][C:4]([C:6]1[CH:15]=[C:14]([O:16][CH2:17][C:18]([N:20]2[CH2:24][CH2:23][CH2:22][C@H:21]2[C:25](=[O:31])[NH:26][CH:27]2[CH2:30][CH2:29][CH2:28]2)=[O:19])[C:13]2[C:8](=[CH:9][C:10]([CH3:33])=[C:11]([Cl:32])[CH:12]=2)[N:7]=1)=[O:5])C.[OH-].[Na+]>C1COCC1>[Cl:32][C:11]1[CH:12]=[C:13]2[C:8](=[CH:9][C:10]=1[CH3:33])[N:7]=[C:6]([C:4]([OH:5])=[O:3])[CH:15]=[C:14]2[O:16][CH2:17][C:18]([N:20]1[CH2:24][CH2:23][CH2:22][C@H:21]1[C:25](=[O:31])[NH:26][CH:27]1[CH2:28][CH2:29][CH2:30]1)=[O:19]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 68599959HCID 68599959, compound

Product 1

HCID 68601682HCID 68601682, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 3.2 g 6-Chloro-4-[2-((S)-2-cyclobutylcarbamoyl-pyrrolidin-1-yl)-2-oxo-ethoxy]-7-methyl-quinoline-2-carboxylic acid ethyl ester in 20 ml THF were added 6.7 ml aqueous NaOH (1 M) at 0° C. After 4 h the mixture was brought to pH 4 by using Amberlite IR-120 ion exchange resin. The reaction mixture was filtered and concentrated and the crude product obtained used in the next step without further purification. Yield: 2.78 g.

Workup

  1. filtrationThe reaction mixture was filtered
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-65d31c6de429459aa3b9840388a6bd6e
Source dataset
uspto-grants-2014_03
Patent number
US08669266B2

Reaction notes

Loading…