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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1777762Generated: November 2, 2026

Ethyl Acetate → HCID 89726251, compound

https://huagongshe.com/reaction/1777762

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantTert-butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,2,3,6-tetrahydropyridine-1-carboxylateHCID 4642098—
Reactant(4-Bromo-1H-pyrazol-1-yl)acetic acidHCID 17024755—
CatalystHCID 178418397HCID 178418397—
SolventPotassium CarbonateHCID 11430—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 89726251HCID 8972625188%

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of 2-(4-bromo-1H-pyrazol-1-yl)acetic acid (867 mg), tert-butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-5,6-dihydropyridine-1(2H)-carboxylate (1.2 g) and Pd(PPh3)4 (232 mg) in dioxane (15 mL) and sat. K2CO3 (7.5 mL) was heated at 100° C. overnight. After cooling down, EA was added and the mixture was washed with water and brine. The combined aq. layers were acidified to pH=2 with NaHSO4 and extracted with EA. The org. layers from the second extraction were dried (MgSO4), filtered off and evaporated in vacuo to afford 1.05 g of brown resin that was used without purification. LC-MS (B): tR=0.72 min; [M+H]+: 308.26.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09266876B2
Source datasetuspto-grants-2016_02
ORD IDord-6a98f47c8d31451ba19bca4b0b4ae57c
Source noteuspto-grants-2016_02