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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2092823Generated: October 31, 2026

Water → 1-(Propan-2-yl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole

https://huagongshe.com/reaction/2092823

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantIsopropyl iodideHCID 6362—
ReactantCesium carbonateHCID 10796—
Reactant4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazoleHCID 2774010—
SolventDimethylformamideHCID 6228—
Product1-(Propan-2-yl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazoleHCID 46738021—

Reaction Conditions

Temperature100 °C

Reaction Steps

In a microwave vial, a solution of 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole (1 g, 5.15 mmol) in DMF (10 mL) was added cesium carbonate (5.04 g, 15.46 mmol) and 2-iodopropane (2.58 mL, 25.8 mmol). The mixture was heated at 100° C. overnight. After cooling to RT, H2O (300 mL) was added and the aqueous layer was extracted with EtOAC (2×200 mL). The organic extracts were combined, dried over Na2SO4, filtered, and solvent was removed in vacuo. The resulting crude material was reconstituted in MeOH (1.0 mL) and purified by HPLC. The fractions were collected and stripped to dryness via rotary evaporation to yield the title compound. [M+H] calc'd for C12H21BN2O2, 237. found 237.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08440689B2
Source datasetuspto-grants-2013_05
ORD IDord-5a94c792c73141428d541fec9c9035cd
Source noteuspto-grants-2013_05