Methanol → HCID 86660012, compound

HRID 1966771Notes

Reaction equation

HRID 1966771 reaction equation
[C:1]([O:5][C:6]([N:8]1[C:16](=[O:17])[C:15]2[C:10](=[CH:11][CH:12]=[C:13]([F:18])[CH:14]=2)[C:9]1=[O:19])=[O:7])([CH3:4])([CH3:3])[CH3:2].[CH3:20][OH:21]>>[CH3:20][O:21][C:16](=[O:17])[C:15]1[CH:14]=[C:13]([F:18])[CH:12]=[CH:11][C:10]=1[C:9]([NH:8][C:6]([O:5][C:1]([CH3:3])([CH3:2])[CH3:4])=[O:7])=[O:19]

Participants

3

Reactant 2

HCID 887MethanolHCID 58541996HCID 58541996, compound

Product 1

HCID 86660012HCID 86660012, compound

Procedure

A solution of 5-fluoro-1,3-dioxo-1,3-dihydro-isoindole-2-carboxylic acid tert-butyl ester (4.0 g, 15.08 mmol) in MeOH (20 mL) is refluxed for 1 hour. The reaction mixture is allowed to cool to room temperature and then concentrated under reduced pressure to afford 2-tert-butoxycarbonylaminocarbonyl-5-fluoro-benzoic acid methyl ester plus regioisomer (4.5 g, 100%) as a white solid.

Workup

  1. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-c25c2c31c1ab4d0faf7330d2bdd3afc5
Source dataset
uspto-grants-2013_04
Patent number
US08420655B2

Reaction notes

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