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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 747785Generated: October 25, 2026

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

https://huagongshe.com/reaction/747785

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—
SolventAcetonitrileHCID 6342—
ProductMethyl 2-Acetamido-3-[2-(2-(t-butoxycarbonylamino)ethoxy)-4-cyanophenyl]acrylateHCID 68833044—

Reaction Steps

15.3 g (39.5 mmol) of t-butyl [2-(5-cyano-2-iodophenoxy)ethyl]carbamate, 9.05 g (63.2 mmol) of methyl 2-acetamidoacrylate, 11 ml (79 mmol) of triethylamine, 1.3 g of palladium (II) acetate and 7.30 g of tris(2-methylphenyl)phosphine were stirred in 150 ml of acetonitrile overnight. The solvent was distilled off, and the residue was treated by the silica gel chromatography (ethyl acetate/hexane) to obtain the crude product, which was washed with hexane and a mixed solvent of hexane/ethyl acetate, and then vacuum-dried to obtain the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07396844B1
Source datasetuspto-grants-2008_07
ORD IDord-4d3f22301f424f46b99bb90b2470852c
Source noteuspto-grants-2008_07