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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1598400Generated: October 25, 2026

1,1'-Carbonyldiimidazole → 4-Cyano-4'-[[(3-ethoxycarbonylpiperidino)carbonyl]methyloxy]biphenyl

https://huagongshe.com/reaction/1598400

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,1'-CarbonyldiimidazoleHCID 68263—
ReactantEthyl nipecotateHCID 98969—
Reactant4-(Carboxymethyloxy)-4'-cyano-biphenylHCID 43243100—
SolventTetrahydrofuranHCID 8028—
Product4-Cyano-4'-[[(3-ethoxycarbonylpiperidino)carbonyl]methyloxy]biphenylHCID 53802755—

Reaction Steps

5.35 g of carbonyldiimidazole are added to a solution of 7.6 g of 4-(carboxymethyloxy)-4'-cyano-biphenyl (prepared from 4-cyano-4'-hydroxy-biphenyl and tert.butyl bromoacetate according to Example 13, but with potassium tert.butoxide as base, and subsequent ester cleaving with trifluoroacetic acid) in 30 ml of tetrahydrofuran and the resulting mixture is stirred for 0.5 hours at ambient temperature. 5.1 ml of ethyl piperidine-3-carboxylate are added and the mixture is stirred for 22 hours at ambient temperature. The tetrahydrofuran is evaporated off, the residue is taken up in ethyl acetate and washed successively with saturated sodium bicarbonate solution, 0.1N hydrochloric acid and water. After evaporation of the organic phase the residue remains as an oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05736559
Source datasetuspto-grants-1998_04
ORD IDord-0f276910d0954b58838aa61dd9ec8778
Source noteuspto-grants-1998_04