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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1099045Generated: November 1, 2026

Cesium carbonate → tert-Butyl 2-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl)acetate

https://huagongshe.com/reaction/1099045

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactanttert-Butyl bromoacetateHCID 79177—
Reactant4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazoleHCID 2774010—
SolventDimethylformamideHCID 6228—
Producttert-Butyl 2-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl)acetateHCID 5921632684.3%

Reaction Conditions

Temperature90 °C

Reaction Steps

To a solution of 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole (1.5 g, 0.0077 mol) in DMF (25 mL) was added 2-bromoacetic acid 1,1-dimethylethyl ester (1.2 mL, 0.0085 mol) and cesium carbonate (3.8 g, 0.012 mol). The suspension was stirred at 90° C. overnight. The reaction mixture was cooled to RT and partitioned with ethyl acetate and water. The organic layer was washed with water, brine, and dried over MgSO4. The solution was concentrated to afford the desired compound (2.0 g, 84%). Analytical LC/MS: (M+H)+=309.4.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08143251B2
Source datasetuspto-grants-2012_03
ORD IDord-1a052c96c7a3441ab79fe85cbb57726e
Source noteuspto-grants-2012_03