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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1017996Generated: November 3, 2026

Hydrochloric Acid → HCID 54055857, compound

https://huagongshe.com/reaction/1017996

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantTributylamineHCID 7622—
Reactanttert-Butyl acrylateHCID 15458—
ReactantHCID 18404695HCID 18404695—
CatalystTri-o-tolylphosphineHCID 80271—
Catalystpalladium(II) acetateHCID 167845—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
ProductHCID 54055857HCID 5405585790%

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of 4-{3-methoxy-4-[3-(2-methylphenyl)ureido]phenylacetylamino}-iodobenzene [4.0 g, Reference Example 9(a)], palladium acetate (50 mg), tri-(o-tolyl)phosphine (125 mg) and tributylamine (1.85 g) in anhydrous dimethylformamide (10 ml) was treated with tert-butyl acrylate (1.0 g). The reaction mixture was stirred at 100° C. under an atmosphere of nitrogen for 4 hours then cooled to room temperature and then poured into a mixture of ethyl acetate (50 ml) and hydrochloric acid (50 ml, 1M). The resultant solid was filtered and washed sequentially with 50 ml portions of saturated aqueous sodium bicarbonate solution, water and diethyl ether. The residue was dried under vacuum to give the title compound (3.6 g) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06479519B1
Source datasetuspto-grants-2002_11
ORD IDord-e906ca7f838c4126ab0d9ee0d6252093
Source noteuspto-grants-2002_11