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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2228907Generated: November 1, 2026

Triethylamine → Ethyl 3-(pyrimidin-5-yl)prop-2-enoate

https://huagongshe.com/reaction/2228907

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantEthyl AcrylateHCID 8821—
Reactant5-BromopyrimidineHCID 78344—
CatalystTriphenylphosphineHCID 11776—
Catalystpalladium(II) acetateHCID 167845—
SolventWaterHCID 962—
ProductEthyl 3-(pyrimidin-5-yl)prop-2-enoateHCID 5343853971.9%

Reaction Conditions

Temperature150 °C

Reaction Steps

A mixture of 5-bromopyrimidine (5.93 g), ethyl acrylate (5.08 g), palladium acetate (0.112 g), triphenyl phosphine (0.23 g) and triethylamine (4.5 g) was stirred at 150° C. in a pressure vessel for 6 hours. After cooling overnight, water (50 ml) was added to the dark residue, and the product was extracted into toluene. Drying, charcoaling and evaporation gave a pale oil, which was triturated with pet, ether to obtain ethyl 3-(5-pyrimidyl)acrylate (4.78 g). 1H-NMR (CDCl3) δ 1.36 (3H, t), 4.27 (2H, q), 6.59 (1H, d), 7.62 (1H, d), 8.88 (2H, s), 9.20 (1H, s).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06417192B1
Source datasetuspto-grants-2002_07
ORD IDord-8b5f2d5d11c149ac90d9567b38c7e7b8
Source noteuspto-grants-2002_07