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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 220293Generated: October 25, 2026

2-(3-(methylamino)propyl)-1H-benzimidazole → HCID 68412487, compound

https://huagongshe.com/reaction/220293

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-(3-(methylamino)propyl)-1H-benzimidazoleHCID 3145400—
ReactantHCID 91466714HCID 91466714—
SolventDiisopropylethylamineHCID 81531—
ProductHCID 68412487HCID 6841248728.4%

Reaction Conditions

Temperature110 °C

Reaction Steps

A mixture of 115 mg of rac-toluene-4-sulfonic acid (1R*,2R*,4R*)-2-(2-hydroxy-5-phenyl-bicyclo[2.2.2]oct-5-en-2-yl)-ethyl ester and 55 mg of [3-(1H-benzoimidazol-2-yl)-propyl]-methyl-amine in 2 mL of DIPEA was heated to 110° C. for 30 min. The reaction mixture was cooled to rt, quenched with MeOH-water and extracted with EtOAc. The organic phase was separated, dried and evaporated and the residue was purified by CC with EtOAc-MeOH (3:1) to give 34 mg of rac-(1R*,2R*,4R*)-2-(2-{[3-(1H-benzoimidazol-2-yl)-propyl]-methyl-amino}-ethyl)-5-phenyl-bicyclo[2.2.2]oct-5-en-2-ol as beige foam.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08202885B2
Source datasetuspto-grants-2012_06
ORD IDord-31feccfc7d0b463f9a35360be79965cc
Source noteuspto-grants-2012_06