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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 489989Generated: October 29, 2026

4'-(Trifluoromethyl)(1,1'-biphenyl)-2-carboxylic acid → ethyl 1-ethyl-5-({2-[4-(trifluoromethyl)phenyl]benzene}amido)-1H-indole-2-carboxylate

https://huagongshe.com/reaction/489989

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4'-(Trifluoromethyl)(1,1'-biphenyl)-2-carboxylic acidHCID 55251—
ReactantDiisopropylethylamineHCID 81531—
ReactantPyBroPHCID 2733179—
Reactantethyl 1-ethyl-5-nitro-1H-indole-2-carboxylateHCID 12148796—
SolventDichloromethaneHCID 6344—
Productethyl 1-ethyl-5-({2-[4-(trifluoromethyl)phenyl]benzene}amido)-1H-indole-2-carboxylateHCID 1214879854.4%

Reaction Steps

4′-Trifluoromethyl-biphenyl-2-carboxylic acid (5.04 g, 18.95 mmol) and 1-ethyl-5-nitro-1H-indole-2-carboxylic acid ethyl ester (4.00 g, 17.23 mmol) were dissolved in DCM (100 mL). DIEA (8 g, 61.8 mmol) was added to the above mixture and the mixture was stirred at room temperature for 5 minutes. PyBroP (9.63 g, 20.67 mmol) was added to the above solution in one portion. The reaction mixture was stirred for another 3 hours. The precipitate was filtered off and washed with cold DCM to provide the title compound (4.5 g, 54.4%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06979692B2
Source datasetuspto-grants-2005_12
ORD IDord-c736b50410fb4dd29640ffaea75fd593
Source noteuspto-grants-2005_12