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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 922543Generated: October 26, 2026

Hydrochloric Acid → Tert-butyl [trans-2-(4-{[4-(benzoylamino)benzoyl]amino}-phenyl)cyclopropyl](cyclopropylmethyl)carbamate

https://huagongshe.com/reaction/922543

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant1-HydroxybenzotriazoleHCID 75771—
Reactant4-(Benzoylamino)benzoic acidHCID 252597—
Reactant1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
ReactantTert-butyl [trans-2-(4-aminophenyl)cyclopropyl](cyclopropylmethyl)carbamateHCID 86729891—
SolventDimethylformamideHCID 6228—
ProductTert-butyl [trans-2-(4-{[4-(benzoylamino)benzoyl]amino}-phenyl)cyclopropyl](cyclopropylmethyl)carbamateHCID 8672990962%

Reaction Steps

To a solution of tert-butyl [trans-2-(4-aminophenyl)cyclopropyl](cyclopropylmethyl)carbamate (90.9 mg), 4-benzamidobenzoic acid (87 mg) and 1-hydroxybenzotriazole (60.9 mg) in DMF (1.5 mL) was added N-ethyl-N′-(3-dimethylaminopropyl)carbodiimide hydrochloride (86 mg). The reaction mixture was stirred at room temperature for 2 hr, and poured into 0.5N hydrochloric acid. The mixture was extracted with ethyl acetate, and the extract was washed successively with water, saturated aqueous sodium hydrogen carbonate solution and saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure. The residue was washed with ethyl acetate/diisopropyl ether to give the title compound (98.0 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09278931B2
Source datasetuspto-grants-2016_03
ORD IDord-c9de97aa32354f3d973641b7dc84e436
Source noteuspto-grants-2016_03