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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2097262Generated: October 30, 2026

Dichloromethane → 1-Methyl-4-(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-YL)phenyl)piperazine

https://huagongshe.com/reaction/2097262

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethaneHCID 6344—
ReactantTriethylamineHCID 8471—
Reactant4,4,5,5-Tetramethyl[1,3,2]dioxaborolaneHCID 2734768—
Reactant1-(3-Bromophenyl)-4-methylpiperazineHCID 53415329—
CatalystPalladium ChlorideHCID 24290—
SolventTolueneHCID 1140—
Product1-Methyl-4-(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-YL)phenyl)piperazineHCID 59264746—

Reaction Steps

To a solution of PdCl2 (dppf).DCM (10 mg, 0.012 mmol) in anhydrous toluene (4 ml) in an argon filled sealed microwave tube was added the 1-(3-Bromo-phenyl)-4-methyl-piperazine (100 mg, 0.39 mmol), Et3N (0.11 ml, 2 equiv.), and 4,4,5,5-tetramethyl-1,3,2-dioxaborolane (0.09 ml, 1.5 equiv). The microwave tube was evacuated and backfilled with Argon before being irradiated in a CEM Microwave reactor at 100° C. for 1 hr using an initial power of 200 W. The reaction mixture was partitioned between more toluene (6 ml) and water (10 ml), the organic layer separated, washed with water (1×10 ml), dried over MgSO4 and then evaporated in vacuo to leave a purple/brown residue which was used for suzuki coupling without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08450310B2
Source datasetuspto-grants-2013_05
ORD IDord-40380ed623684c7297f5c9b8311f148e
Source noteuspto-grants-2013_05