HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 403481Generated: October 30, 2026
Methyl Acrylate → (E)-3-[4-(2-ethyl-5,7-dimethyl-pyrazolo[1,5-a]pyrimidin-3-ylmethyl)-phenyl]-acrylic acid methyl ester
https://huagongshe.com/reaction/403481
Participants
| Role | Name | HCID | Charge |
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| Reactant | Methyl Acrylate | HCID 7294 | — |
| Reactant | N-Methyl dicyclohexylamine | HCID 24210 | — |
| Reactant | 3-(4-Bromobenzyl)-2-ethyl-5,7-dimethylpyrazolo[1,5-A]pyrimidine | HCID 68378903 | — |
| Catalyst | HCID 178418851 | HCID 178418851 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | (E)-3-[4-(2-ethyl-5,7-dimethyl-pyrazolo[1,5-a]pyrimidin-3-ylmethyl)-phenyl]-acrylic acid methyl ester | HCID 68379176 | — |
Reaction Steps
3-(4-Bromo-benzyl)-2-ethyl-5,7-dimethyl-pyrazolo[1,5-a]pyrimidine (3) (525 mg, 1.47 mmol) was dissolved in 15 ml of dioxane and after addition of methyl acrylate (264 ul, 2.93 mmol), dicyclohexyl-methylamine (622 ul ml, 2.93 mmol) and Pd(PtBu3)2 (15 mg, 0.03 mmol) the mixture was heated for 5 min at 130° C. in a microwave oven. Then the mixture was evaporated under reduced pressure. The residue was diluted with ethyl acetate, washed with sat. NaHCO3— and NaCl-solution, and dried over Na2 SO4. Evaporation gave a yellow solid. The crude product was purified by recrystallization from diethylether to give a colorless solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08748435B2 |
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| Source dataset | uspto-grants-2014_06 |
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| ORD ID | ord-5ba138c63e8a414fbac0e1ce6a081e0d |
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| Source note | uspto-grants-2014_06 |
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