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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 922507Generated: November 1, 2026

1-Hydroxybenzotriazole → HCID 86729846, compound

https://huagongshe.com/reaction/922507

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-HydroxybenzotriazoleHCID 75771—
Reactant1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
Reactant3-Benzylbenzoic acidHCID 4124553—
Reactantrac-tert-butyl N-[(1R,2S)-2-(4-aminophenyl)cyclopropyl]carbamateHCID 86673140—
SolventWaterHCID 962—
SolventAcetonitrileHCID 6342—
SolventTriethylamineHCID 8471—
ProductHCID 86729846HCID 8672984670.7%

Reaction Steps

To a solution of tert-butyl [trans-2-(4-aminophenyl)cyclopropyl]carbamate (100 mg) described in a document (J. Am. Chem. Soc., 2010, 132, 6827.) in acetonitrile (4 mL) were added 3-benzylbenzoic acid (103 mg) described in a document (J. Org. Chem. 2001, 66, 2874.), N-ethyl-N′-(3-dimethylaminopropyl)carbodiimide hydrochloride (93 mg), 1-hydroxybenzotriazole (65.3 mg) and triethylamine (140 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 (hexane/ethyl acetate) to give the title compound (126 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09278931B2
Source datasetuspto-grants-2016_03
ORD IDord-7ac58d7253d04ffaa34b60a9386aafcf
Source noteuspto-grants-2016_03