Hydrochloric Acid → HCID 68600938, compound

HRID 1185589Notes

Reaction equation

HRID 1185589 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][C@@H:23]([OH:25])[CH2:22][C@H:21]2[C:26](=[O:32])[NH:27][CH:28]2[CH2:31][CH2:30][CH2:29]2)=[O:19])[C:13]2[C:8](=[CH:9][C:10]([CH3:33])=[CH:11][CH:12]=2)[N:7]=1)=[O:5])C.[OH-].[Na+].Cl>C1COCC1>[CH:28]1([NH:27][C:26]([C@@H:21]2[CH2:22][C@H:23]([OH:25])[CH2:24][N:20]2[C:18](=[O:19])[CH2:17][O:16][C:14]2[C:13]3[C:8](=[CH:9][C:10]([CH3:33])=[CH:11][CH:12]=3)[N:7]=[C:6]([C:4]([OH:5])=[O:3])[CH:15]=2)=[O:32])[CH2:29][CH2:30][CH2:31]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 68599904HCID 68599904, compound

Product 1

HCID 68600938HCID 68600938, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 109 mg 4-[2-((2S,4S)-2-Cyclobutylcarbamoyl-4-hydroxy-pyrrolidin-1-yl)-2-oxo-ethoxy]-7-methyl-quinoline-2-carboxylic acid ethyl ester in 1 ml THF were added 0.24 ml aqueous NaOH (1 M) at 0° C. After 4 h the mixture was brought to pH 4 by adding 1 N HCl and the reaction mixture was concentrated to give the crude product. Yield: 147 mg.

Workup

  1. concentrationthe reaction mixture was concentrated

Sources & evidence

ORD record
ord-dbe1b8bd8222466f99818c6b1177f2fb
Source dataset
uspto-grants-2014_03
Patent number
US08669266B2

Reaction notes

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