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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 71833Generated: October 29, 2026

Trifluoroacetic acid → 5-(6-Bromo-naphthalen-2-yl)-2-pyrrolidin-2-yl-1H-imidazole

https://huagongshe.com/reaction/71833

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
Reactanttert-butyl (2S)-2-[5-(6-bromonaphthalen-2-yl)-1H-imidazol-2-yl]pyrrolidine-1-carboxylateHCID 58185449—
SolventDichloromethaneHCID 6344—
Product5-(6-Bromo-naphthalen-2-yl)-2-pyrrolidin-2-yl-1H-imidazoleHCID 6662076798%

Reaction Steps

2-[5-(6-Bromonaphthalen-2-yl)-1H-imidazol-2-yl]-pyrrolidine-1-carboxylic acid tert-butyl ester (5.03 g) was dissolved in dichloromethane (75 mL), and trifluoroacetic acid (25 mL) was added. The reaction mixture was stirred at ambient temperature for 5 hours and evaporated under vacuum. Solid was dissolved in dichloromethane (50 mL) and extracted with saturated NaHCO3 solution (50 mL). Solid was collected by vacuum filtration, washed with dichloromethane, and dried under vacuum, giving 5-(6-Bromo-naphthalen-2-yl)-2-pyrrolidin-2-yl-1H-imidazole (98%) as an off-white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08822430B2
Source datasetuspto-grants-2014_09
ORD IDord-d7ce7cf331b84e96a50a523c59f59f68
Source noteuspto-grants-2014_09