HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 705950Generated: October 26, 2026
Water → methyl (2E)-3-[2-(trifluoromethyl)-5-pyrimidinyl]-2-propenoate
https://huagongshe.com/reaction/705950
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Methyl Acrylate | HCID 7294 | — |
| Reactant | Tri-o-tolylphosphine | HCID 80271 | — |
| Reactant | 5-Bromo-2-(trifluoromethyl)pyrimidine | HCID 33697963 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | methyl (2E)-3-[2-(trifluoromethyl)-5-pyrimidinyl]-2-propenoate | HCID 21936364 | 98% |
Reaction Steps
A mixture of 5-bromo-2-(trifluoromethyl)pyrimidine (900 mg, 3.97 mmol), methyl 2-propenoate (0.533 mL, 5.95 mmol), Pd(OAc)2 (44.5 mg, 0.198 mmol), tri-o-tolylphosphine (241 mg, 0.793 mmol) and TEA (1.105 mL, 7.93 mmol) in DMF (6 mL) under argon was heated at 130° C. for 1 h. After cooling to room temperature, water (40 mL) was added to the reaction mixture and then extracted by EA (3×50 mL). The organic phase was washed with brine, dried over MgSO4 and evaporated in vacuo to afford the title compound (900 mg, 3.88 mmol, 98% yield) as a yellow solid. LCMS: rt=2.67 min, [M+H+]=233
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09174968B2 |
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| Source dataset | uspto-grants-2015_11 |
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| ORD ID | ord-b6b915b6fcc941649beb9ad9379077c6 |
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| Source note | uspto-grants-2015_11 |
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