HCID 66958301, compound → HCID 66959072, compound

HRID 1360466Notes

Reaction equation

HRID 1360466 reaction equation
[O:1]=[C:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[C:4](=[O:11])[N:3]1[CH2:12][CH2:13][C:14]1[N:18]([CH3:19])[N:17]=[C:16]([C:20]([O:22]CC)=[O:21])[CH:15]=1>Cl.C(O)(=O)C>[O:11]=[C:4]1[C:5]2[C:10](=[CH:9][CH:8]=[CH:7][CH:6]=2)[C:2](=[O:1])[N:3]1[CH2:12][CH2:13][C:14]1[N:18]([CH3:19])[N:17]=[C:16]([C:20]([OH:22])=[O:21])[CH:15]=1

Participants

4

Reactant 1

HCID 66958301HCID 66958301, compound

Product 1

HCID 66959072HCID 66959072, compoundYield 76.4%

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 313Hydrochloric AcidSolvent

Procedure

A solution of ethyl 5-[2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)ethyl]-1-methyl-1H-pyrazole-3-carboxylate (75.2 g, 230 mmol) in 1 M aqueous hydrochloric acid (450 mL) and acetic acid (450 mL) was heated at 100° C. (internal temperature) for 5.2 hours, cooled to ambient temperature, and stirred for about 12 hours. A white solid was isolated by filtration, washed with water, and dried to provide 52.6 g of 5-[2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)ethyl]-1-methyl-1H-pyrazole-3-carboxylic acid.

Workup

  1. customA white solid was isolated by filtration
  2. washwashed with water
  3. customdried

Sources & evidence

ORD record
ord-774acadf7ee847c49834a83acd5f4a03
Source dataset
uspto-grants-2011_02
Patent number
US07879849B2

Reaction notes

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