[5-Fluoro-2-(methoxycarbonyl)phenyl]boronic acid → HCID 67144762, compound

HRID 1968612Notes

Reaction equation

HRID 1968612 reaction equation
[F:1][C:2]1[CH:3]=[CH:4][C:5]([C:11]([O:13][CH3:14])=[O:12])=[C:6](B(O)O)[CH:7]=1.[C:15]1([S:21]N2C(=O)C3C(=CC=CC=3)C2=O)[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1>O1CCOCC1.OC1C(C(C)C)=CC(C(C)C)=CC=1C(O[Cu])=O>[F:1][C:2]1[CH:3]=[CH:4][C:5]([C:11]([O:13][CH3:14])=[O:12])=[C:6]([S:21][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[CH:7]=1

Participants

5

Reactant 2

HCID 4374269[5-Fluoro-2-(methoxycarbonyl)phenyl]boronic acidHCID 5127161N-(Phenylthio)phthalimide

Product 1

HCID 67144762HCID 67144762, compound

Reagents, catalysts & solvents 2

HCID 178439318HCID 178439318, compoundCatalystHCID 312751,4-DioxaneSolvent

Procedure

5-Fluoro-2-(methoxycarbonyl)phenylboronic acid (1.00 g), 2-(phenylthio)isoindoline-1,3-dione (0.86 g), and (2-hydroxy-3,5-diisopropylbenzoyloxy)copper (0.29 g) were stirred in dioxane (15 mL) at 50° C. for 24 hours. The reaction mixture was chromatographed on silica gel with 5% ethyl acetate/hexanes.

Workup

  1. customThe reaction mixture was chromatographed on silica gel with 5% ethyl acetate/hexanes

Sources & evidence

ORD record
ord-d265a9cf0aa04d37b619b703c02345d0
Source dataset
uspto-grants-2013_04
Patent number
US08426422B2

Reaction notes

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