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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 13352Generated: October 28, 2026

Dimethylamine → 2-(6-(4-methanesulfonyl-phenoxy)-2-pyridin-2-yl-3H-benzimidazol-5-yl)-pyrrolidine-1-carboxylic acid dimethylamide

https://huagongshe.com/reaction/13352

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylamineHCID 674—
Reactant4-nitrophenyl 2-(6-(4-methanesulfonyl-phenoxy)-2-pyridin-2-yl-2,3-dihydro-1H-benzimidazol-5-yl)-pyrrolidin-1-carboxylateHCID 23145762—
SolventTetrahydrofuranHCID 8028—
Product2-(6-(4-methanesulfonyl-phenoxy)-2-pyridin-2-yl-3H-benzimidazol-5-yl)-pyrrolidine-1-carboxylic acid dimethylamideHCID 67482879—

Reaction Conditions

Temperature100 °C

Reaction Steps

1 ml of dimethylamine (2.0 M tetrahydrofuran solution) was added to a tetrahydrofuran (1 ml) solution of 20 mg of 4-nitrophenyl 2-(6-(4-methanesulfonyl-phenoxy)-2-pyridin-2-yl-2,3-dihydro-1H-benzimidazol-5-yl)-pyrrolidin-1-carboxylate, and the reaction liquid was stirred overnight in a sealed tube at 100° C. The reaction solvent was evaporated away under reduced pressure, and the resulting residue was purified through reversed-phase middle-pressure liquid chromatography [ODS-AS-360-CC (by YMC), mobile phase: water-acetonitrile-0.1% trifluoroacetic acid]. The solvent of the resulting fraction was diluted with ethyl acetate, washed with aqueous saturated sodium bicarbonate, and dried with anhydrous sodium sulfate. The solvent was evaporated away under reduced pressure to obtain the entitled compound as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07728025B2
Source datasetuspto-grants-2010_06
ORD IDord-8f82ee6fd6fd46ec8c851cfe518bef92
Source noteuspto-grants-2010_06