Hydrochloric Acid → 2-(7-(3,5-Dimethylisoxazol-4-yl)-4-hydroxy-1-methyl-2-oxo-1,2-dihydroquinoline-3-carboxamido)acetic acid

HRID 905913Notes

Reaction equation

HRID 905913 reaction equation
[CH3:1][C:2]1[C:6]([C:7]2[CH:16]=[C:15]3[C:10]([C:11]([OH:27])=[C:12]([C:19]([NH:21][CH2:22][C:23]([O:25]C)=[O:24])=[O:20])[C:13](=[O:18])[N:14]3[CH3:17])=[CH:9][CH:8]=2)=[C:5]([CH3:28])[O:4][N:3]=1.[OH-].[Na+].Cl>CO.C1COCC1>[CH3:1][C:2]1[C:6]([C:7]2[CH:16]=[C:15]3[C:10]([C:11]([OH:27])=[C:12]([C:19]([NH:21][CH2:22][C:23]([OH:25])=[O:24])=[O:20])[C:13](=[O:18])[N:14]3[CH3:17])=[CH:9][CH:8]=2)=[C:5]([CH3:28])[O:4][N:3]=1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 59340101HCID 59340101, compound

Product 1

HCID 593400822-(7-(3,5-Dimethylisoxazol-4-yl)-4-hydroxy-1-methyl-2-oxo-1,2-dihydroquinoline-3-carboxamido)acetic acid

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 8028TetrahydrofuranSolvent

Conditions

Temperature
24 °C

Procedure

Suspended Methyl 2-(7-(3,5-dimethylisoxazol-4-yl)-4-hydroxy-1-methyl-2-oxo-1,2-dihydroquinoline-3-carboxamido)acetate in 3 ml MeOH, 1 ml THF, and 2 ml 1M aqueous NaOH and stirred at 24° C. for 4 hours. The mixture was acidified to pH=1 using 2M aqueous HCl and the solids collected by filtration, washed with H2O and dried in vacuo: 50 mg white solids.

Workup

  1. filtrationthe solids collected by filtration
  2. washwashed with H2O
  3. customdried in vacuo

Sources & evidence

ORD record
ord-e4a622557bd04275aa19cc25c115fb90
Source dataset
uspto-grants-2011_09
Patent number
US08012968B2

Reaction notes

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