HCID 68815111, compound → HCID 22252997, compound

HRID 732536Notes

Reaction equation

HRID 732536 reaction equation
C[O:2][C:3](=[O:23])[C:4]1[CH:16]=[C:15]([N:17]2[CH2:21][CH2:20][CH2:19][C:18]2=[O:22])[CH:14]=[C:6]([C:7]([N:9]([CH3:13])[CH2:10][CH2:11][CH3:12])=[O:8])[CH:5]=1>[OH-].[Na+].CO.O>[CH3:13][N:9]([CH2:10][CH2:11][CH3:12])[C:7](=[O:8])[C:6]1[CH:5]=[C:4]([CH:16]=[C:15]([N:17]2[CH2:21][CH2:20][CH2:19][C:18]2=[O:22])[CH:14]=1)[C:3]([OH:23])=[O:2]

Participants

5

Reactant 1

HCID 68815111HCID 68815111, compound

Product 1

HCID 22252997HCID 22252997, compound

Reagents, catalysts & solvents 3

HCID 887MethanolSolventHCID 962WaterSolventHCID 14798Sodium HydroxideSolvent

Procedure

Stir N-methyl-5-(2-oxopyrrolidin-1-yl)-N-propyl-isophthalamic acid methyl ester (100 mg, 0.314 mmol) in 1 N NaOH (0.5 mL) and methanol (0.5 mL) at room temperature for 3 days. Dilute the mixture with water (1 mL) and wash the aqueous solution with diethyl ether. Acidify with 1 N HCl (0.55 mL) and extract with ethyl acetate (3×2 mL). Concentrate the organic layers to give the title compound as a crude residue which is used in the next step without further purification.

Workup

  1. washwash the aqueous solution with diethyl ether
  2. extractionextract with ethyl acetate (3×2 mL)
  3. concentrationConcentrate the organic layers

Sources & evidence

ORD record
ord-f5736c335aac4c599e304c6186b1cbeb
Source dataset
uspto-grants-2009_09
Patent number
US07585885B2

Reaction notes

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