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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 922521Generated: October 28, 2026

(1,1'-Biphenyl)-4-carboxylic acid → HCID 131734970, compound

https://huagongshe.com/reaction/922521

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(1,1'-Biphenyl)-4-carboxylic acidHCID 66724—
Reactant1-HydroxybenzotriazoleHCID 75771—
Reactant1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
Reactantrac-tert-butyl N-[(1R,2S)-2-(4-aminophenyl)cyclopropyl]carbamateHCID 86673140—
SolventWaterHCID 962—
SolventAcetonitrileHCID 6342—
SolventTriethylamineHCID 8471—
ProductHCID 131734970HCID 13173497060.6%

Reaction Steps

To a solution of tert-butyl [trans-2-(4-aminophenyl)cyclopropyl]carbamate (150 mg) described in a document (J. Am. Chem. Soc., 2010, 132, 6827.) in acetonitrile (6 mL) were added biphenyl-4-carboxylic acid (100 mg), N-ethyl-N′-(3-dimethylaminopropyl)carbodiimide hydrochloride (116 mg), 1-hydroxybenzotriazole (82 mg) and triethylamine (84 μL). The mixture was stirred at room temperature overnight and water was added. The mixture was extracted with ethyl acetate, and the extract was washed with saturated brine and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure. The residue was recrystallized (methanol/ethyl acetate) to give the title compound (131 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09278931B2
Source datasetuspto-grants-2016_03
ORD IDord-2ec976fdcc174d9ab647f2216c9c8879
Source noteuspto-grants-2016_03