Hydrochloric Acid → HCID 68834593, compound

HRID 490566Notes

Reaction equation

HRID 490566 reaction equation
C([O:3][C:4](=[O:19])[CH2:5][N:6]1[C:14]2[C:9](=[CH:10][C:11]([N+:15]([O-:17])=[O:16])=[CH:12][CH:13]=2)[C:8](=[O:18])[NH:7]1)C.[OH-].[Na+].Cl.CCOC(C)=O>C1COCC1>[N+:15]([C:11]1[CH:10]=[C:9]2[C:14](=[CH:13][CH:12]=1)[N:6]([CH2:5][C:4]([OH:19])=[O:3])[NH:7][C:8]2=[O:18])([O-:17])=[O:16]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 8857Ethyl AcetateHCID 14798Sodium HydroxideHCID 57621376HCID 57621376, compound

Product 1

HCID 68834593HCID 68834593, compoundYield 68%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of (5-nitro-3-oxo-2,3-dihydro-indazol-1-yl)-acetic acid ethyl ester (0.24 g) in THF (9 mL), was added 2 N NaOH (aq.) (1.8 mL). The reaction mixture was stirred at ambient temperature for 30 minutes. The reaction mixture was acidified with 2 N HCl (aq.) and extricated with EtOAc. Evaporation of the organic phases afforded the desired crude (5-nitro-3-oxo-2,3-dihydro-indazol-1-yl)-acetic acid (0.146 g) which was taken into the next step without further purification.

Workup

  1. customEvaporation of the organic phases

Sources & evidence

ORD record
ord-0578c27c112a4cda84276617b8ba4099
Source dataset
uspto-grants-2009_05
Patent number
US07528158B2

Reaction notes

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