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
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Ethyl Acrylate | HCID 8821 | — |
| Reactant | 5-Bromopyrimidine | HCID 78344 | — |
| Catalyst | Triphenylphosphine | HCID 11776 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | Water | HCID 962 | — |
| Product | Ethyl 3-(pyrimidin-5-yl)prop-2-enoate | HCID 53438539 | 71.9% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06417192B1 |
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| Source dataset | uspto-grants-2002_07 |
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| ORD ID | ord-8b5f2d5d11c149ac90d9567b38c7e7b8 |
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| Source note | uspto-grants-2002_07 |
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