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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1472273Generated: October 29, 2026

Dimethylformamide → 4'-(4-Bromo-2-ethoxy-5-formylimidazol-1-ylmethyl)biphenyl-2-carboxylic acid t-butyl ester

https://huagongshe.com/reaction/1472273

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantPotassium CarbonateHCID 11430—
Reactanttert-Butyl 4'-(bromomethyl)biphenyl-2-carboxylateHCID 9906257—
ReactantHCID 178467395HCID 178467395—
Product4'-(4-Bromo-2-ethoxy-5-formylimidazol-1-ylmethyl)biphenyl-2-carboxylic acid t-butyl esterHCID 5983090284.2%

Reaction Steps

5-Bromo-2-ethoxy-3H-imidazole-4-carbaldehyde (3.0 g, 13.7 mmol), 4′-bromomethylbiphenyl-2-carboxylic acid t-butyl ester (4.8 g, 13.7 mmol), and potassium carbonate (1.9 g, 13.7 mmol), were dissolved in DMF (60 mL, 780 mmol), and the mixture was stirred at room temperature overnight. The reaction was quenched with water, and the mixture was extracted with EtOAc, washed with saturated aqueous NaCl, dried over MgSO4, filtered, and concentrated. The resulting material was purified by silica gel chromatography (0-30% EtOAc:hexanes) to yield intermediate (17a) (5.6 g). MS m/z:

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09012485B2
Source datasetuspto-grants-2015_04
ORD IDord-2b57767b48b9428d9a5c7aa1af5a54b7
Source noteuspto-grants-2015_04