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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1814781Generated: November 3, 2026

Ethyl Acetate → {5-[(6-Methyl-4'-trifluoromethylbiphenyl-2-carbonyl)-amino]-indan-2-yl}-carbamic acid tert-butyl ester

https://huagongshe.com/reaction/1814781

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantDiisopropylethylamineHCID 81531—
Reactant6-Methyl-4'-trifluoromethylbiphenyl-2-carboxylic acid chlorideHCID 11055639—
Reactanttert-butyl N-(5-amino-2,3-dihydro-1H-inden-2-yl)carbamateHCID 42609144—
SolventDichloromethaneHCID 6344—
Product{5-[(6-Methyl-4'-trifluoromethylbiphenyl-2-carbonyl)-amino]-indan-2-yl}-carbamic acid tert-butyl esterHCID 69700046—

Reaction Steps

To a solution of (5-amino-indan-2-yl)-carbamic acid tert-butyl ester (12.5 mmol) in methylene chloride (75 mL) is added diisopropylethyl amine (3.3 g, 25 mmol) followed by a solution of 6-methyl-4′-trifluoromethyl-1,1′-biphenyl-2-carboxylic acid chloride (12.6 mmol) in methylene chloride. After stirring 16 h, the reaction mixture is poured into ethyl acetate and washed with 1N HCl, NaHCO3 solution, and brine. The organic layer is dried (MgSO4) and concentrated under reduced pressure to give a solid. Recrystallization from toluene gives {5-[(6-methyl-4′-trifluoromethyl-1,1′-biphenyl-2-carbonyl)-amino]-indan-2-yl}-carbamic acid tert-butyl ester.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06878707B2
Source datasetuspto-grants-2005_04
ORD IDord-973b206b679a44c2a405d8227dbdd3a3
Source noteuspto-grants-2005_04