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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 64049Generated: October 24, 2026

Potassium Carbonate → [2-(4-Bromopyrazol-1-yl)ethyl]dimethylamine

https://huagongshe.com/en/reaction/64049

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant4-BromopyrazoleHCID 16375—
ReactantN,N-Dimethylaminoethyl chloride hydrochlorideHCID 11636816—
SolventDimethylformamideHCID 6228—
Product[2-(4-Bromopyrazol-1-yl)ethyl]dimethylamineHCID 2185970986%

Reaction Steps

To a solution of 4-bromo-1H-pyrazole (5 g, 34 mmol) in DMF were added K2CO3 (11.75 g, 85.03 mmol, 2.5 eq.) and 2-chloro-N,N-dimethylethanamine HCl (7.35 g, 51 mmol, 1.5 eq) and the mixture was stirred at RT for 12 h. The mixture was quenched with water and extracted with DCM (3×150 ml). The combined organic layer was washed with water, brine and dried over sodium sulphate. The solvent was distilled off to afford the crude residue which was purified by column chromatography (60-120 silica gel, 1% methanol in DCM) to give the product in 86% yield (6.4 g). 1H NMR (300 MHz, DMSO-d6): δ 7.95 (s, 1H), 7.25 (s, 1H), 4.18 (t, 2H), 2.61 (t, 2H), 2.15 (s, 6H); LC-MS (ESI): Calculated mass: 218.09; Observed mass: 219.8[M+H]+ (RT: 0.439 min).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09447091B2
Source datasetuspto-grants-2016_09
ORD IDord-1a0d515778a9411c8eef06070d89d8c2
Source noteuspto-grants-2016_09