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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1866203Generated: November 3, 2026

Isobutyl iodide → 3-methyl-4-[2-[N-isobutyl-N-(5-methyl-2-furylsulfonyl)amino]-4,5-dimethylphenoxymethyl]benzoic Acid Methyl Ester

https://huagongshe.com/reaction/1866203

Reaction equation

Participants

RoleNameHCIDCharge
ReactantIsobutyl iodideHCID 10556—
ReactantCesium carbonateHCID 10796—
ReactantWater ethylacetateHCID 22728543—
Reactant3-methyl-4-[2-[N-(5-methyl-2-furylsulfonyl)amino]4,5-dimethylphenoxymethyl]benzoic acid methyl esterHCID 58891909—
SolventDimethylacetamideHCID 31374—
Product3-methyl-4-[2-[N-isobutyl-N-(5-methyl-2-furylsulfonyl)amino]-4,5-dimethylphenoxymethyl]benzoic Acid Methyl EsterHCID 58891893—

Reaction Conditions

Temperature100 °C

Reaction Steps

To a solution of 3-methyl-4-[2-[N-(5-methyl-2-furylsulfonyl)amino]4,5-dimethylphenoxymethyl]benzoic acid methyl ester prepared in Reference Example 3 (870 mg) in N,N-dimethylacetamide (2 ml), cesium carbonate (1.37 g) and isobutyl iodide (0.36 ml) were added and the mixture was stirred for 1 hour at 100° C. The reaction mixture was allowed to cool and poured into ethyl acetate-water (40 ml-40 ml). The organic layer was washed, dried and concentrated under reduced pressure. The residue was purified by column chromatography on silica gel (toluene-ethyl acetate) to give the title compound (855 mg) having the following physical data.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07629369B2
Source datasetuspto-grants-2009_12
ORD IDord-cb26ba6a38da4379a976e1ea6f8e80e3
Source noteuspto-grants-2009_12