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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1046354Generated: November 3, 2026

Dimethylformamide → 4-(4-Isopropyl-phenyl)-1-(3-methane-sulphonyl-benzyl)-5-propargyloxy-phenyl-methanone

https://huagongshe.com/reaction/1046354

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantPotassium CarbonateHCID 11430—
Reactant1-Chloro-methyl-3-methanesulphonyl-benzeneHCID 21349798—
Reactant(2-Amino-5-(prop-2-yn-1-yloxy)phenyl)(4-isopropylphenyl)methanoneHCID 45139628—
Product4-(4-Isopropyl-phenyl)-1-(3-methane-sulphonyl-benzyl)-5-propargyloxy-phenyl-methanoneHCID 86604381—

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of 100 mg (0.34 mmol) (2-amino-5-propargyloxy-phenyl)-(4-isopropyl-phenyl)-methanone, 80 mg (0.58 mmol) K2CO3 and 77 mg (0.375 mmol) 1-chloro-methyl-3-methanesulphonyl-benzene in 1 ml dimethylformamide is stirred at 80° C. for 6 h and at 100° C. for 3 h. Then the reaction mixture is poured onto water and extracted with ethyl acetate. The combined organic layers are washed with water and brine, dried over MgSO4, filtered and concentrated in vacuo. The residue is purified by flash-chromatography on silica gel (hexane:EtOAc=2:1) to afford the title compound as a yellow foam.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08569317B2
Source datasetuspto-grants-2013_10
ORD IDord-e909d337b1ed4f4c8ef710dbef35d7b8
Source noteuspto-grants-2013_10