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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2187955Generated: October 26, 2026

Triethylamine → Methyl 2-Acetamido-3-[2-(2-(t-butoxycarbonylamino)ethoxy)-4-cyanophenyl]acrylate

https://huagongshe.com/reaction/2187955

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantTri-o-tolylphosphineHCID 80271—
ReactantMethyl 2-acetamidoacrylateHCID 98644—
Reactantt-Butyl [2-(5-cyano-2-iodophenoxy)ethyl]carbamateHCID 11111864—
Catalystpalladium(II) acetateHCID 167845—
SolventDimethylformamideHCID 6228—
ProductMethyl 2-Acetamido-3-[2-(2-(t-butoxycarbonylamino)ethoxy)-4-cyanophenyl]acrylateHCID 68833044—

Reaction Conditions

Temperature115 °C

Reaction Steps

18.0 g (46.4 mmol) of 3-[2-(t-butoxycarbonylamino)ethoxy]-4-iodobenzonitrile was dissolved in 200 ml of DMF. 13.3 g (92.8 mmol) of methyl 2-acetamidoacrylate, 2.82 g (9.28 mmol) of tris(2-methylphenyl)phosphine, 1.04 g (4.64 mmol) of palladium acetate and 12.9 ml (92.8 mmol) of triethylamine were added to the obtained solution, and they were stirred at 115° C. for 4 hours. The solvent was evaporated, and the obtained crude product was purified by the silica gel column chromatography to obtain the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06410538B2
Source datasetuspto-grants-2002_06
ORD IDord-eb62a8e0b10b47dbb5db2dcbff9ec11c
Source noteuspto-grants-2002_06