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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1698549Generated: October 29, 2026

N-methyl-2-pyrrolidone → N-(4-Bromo-2-methoxy-6-methylphenyl)-7-(3,5-diethyl-1H-pyrazol-1-yl)-1-methyl-1H-benzimidazol-2-amine

https://huagongshe.com/reaction/1698549

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-methyl-2-pyrrolidoneHCID 13387—
ReactantSodium BicarbonateHCID 516892—
Reactant4-Bromo-2-methoxy-6-methylanilineHCID 10680218—
Reactant2-chloro-7-(3,5-diethyl-1H-pyrazol-1-yl)-1-methyl-1H-benzimidazoleHCID 67273048—
SolventEthyl AcetateHCID 8857—
ProductN-(4-Bromo-2-methoxy-6-methylphenyl)-7-(3,5-diethyl-1H-pyrazol-1-yl)-1-methyl-1H-benzimidazol-2-amineHCID 1197753783.3%

Reaction Conditions

Temperature110 °C

Reaction Steps

A mixture of 83 mg (0.287 mmol) of 2-chloro-7-(3,5-diethyl-1H-pyrazol-1-yl)-1-methyl-1H-benzimidazole, 186 mg (0.862 mmol) of 4-bromo-2-methoxy-6-methylaniline and 0.15 mL of 1-methyl-2-pyrrolidinone was stirred at 110° C. for 20 hours. After cooling, the reaction mixture was neutralized with saturated aqueous sodium hydrogen carbonate, followed by addition of ethyl acetate. The resulting crystals were collected by filtration and washed with water and ethyl acetate to give 112 mg (83%) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08163935B2
Source datasetuspto-grants-2012_04
ORD IDord-ae637b6eed7a4798a98452e447e143e3
Source noteuspto-grants-2012_04