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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1185744Generated: October 27, 2026

Trifluoroacetic acid → 5-(4-bromo-naphthalen-1-yl)-2-pyrrolidin-2-yl-1H-imidazole

https://huagongshe.com/reaction/1185744

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
Reactant2-[5-(4-Bromo-naphthalen-1-yl)-1H-imidazol-2-yl]-pyrrolidine-1-carboxylic acid tert-butyl esterHCID 66620454—
SolventDichloromethaneHCID 6344—
Product5-(4-bromo-naphthalen-1-yl)-2-pyrrolidin-2-yl-1H-imidazoleHCID 66620116121.5%

Reaction Steps

2-[5-(4-Bromo-naphthalen-1-yl)-1H-imidazol-2-yl]-pyrrolidine-1-carboxylic acid tert-butyl ester (1.00 g) was dissolved in DCM (12 mL), and trifluoroacetic acid (4 mL) was added. The reaction mixture was stirred at ambient temperature for 3 hours and evaporated under vacuum. Solid was dissolved in DCM (10 mL) and extracted with saturated NaHCO3 solution (30 mL). A solid was collected by vacuum filtration, washed with DCM, and dried under vacuum, giving 5-(4-bromo-naphthalen-1-yl)-2-pyrrolidin-2-yl-1H-imidazole (0.940 g, crude) as an off-white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08669234B2
Source datasetuspto-grants-2014_03
ORD IDord-9c769135d58c4e6f862a08a26b6ae42b
Source noteuspto-grants-2014_03