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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

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl AcrylateHCID 7294—
ReactantN-Methyl dicyclohexylamineHCID 24210—
Reactant3-(4-Bromobenzyl)-2-ethyl-5,7-dimethylpyrazolo[1,5-A]pyrimidineHCID 68378903—
CatalystHCID 178418851HCID 178418851—
Solvent1,4-DioxaneHCID 31275—
Product(E)-3-[4-(2-ethyl-5,7-dimethyl-pyrazolo[1,5-a]pyrimidin-3-ylmethyl)-phenyl]-acrylic acid methyl esterHCID 68379176—

Reaction Conditions

Temperature130 °C

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08748435B2
Source datasetuspto-grants-2014_06
ORD IDord-5ba138c63e8a414fbac0e1ce6a081e0d
Source noteuspto-grants-2014_06