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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 925377Generated: October 29, 2026

Sodium Carbonate → N-(2-(5-chloro-1H-indol-3-yl)ethyl)-2'-(trifluoromethyl)biphenyl-3-carboxamide

https://huagongshe.com/reaction/925377

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant2-(Trifluoromethyl)benzeneboronic acidHCID 2734387—
ReactantHCID 17271850HCID 17271850—
CatalystHCID 178418397HCID 178418397—
SolventWaterHCID 962—
Solvent1,2-DimethoxyethaneHCID 8071—
ProductHCID 67972935HCID 67972935—
ProductN-(2-(5-chloro-1H-indol-3-yl)ethyl)-2'-(trifluoromethyl)biphenyl-3-carboxamideHCID 67972995146.3%

Reaction Steps

N-(2-(5-chloro-1H-indol-3-yl)ethyl)-3′-(trifluoromethyl)biphenyl-2-carboxamide was prepared according to method B with N-(2-(5-chloro-1H-indol-3-yl)ethyl)-3-iodobenzamide (0.075 g; 0.176 mmol), 2-(trifluoromethyl)phenylboronic acid (0.035 g; 0.180 mmol), tetrakis(triphenylphosphine)palladium (0.010 g; 0.009 mmol), sodium carbonate (0.037 g; 0.353 mmol), in dimethoxyethane (3 mL) and water (1 mL), irradiated in a microwave oven at 180° C. for 5 minutes. Flash chromatography on silica gel (eluent 10 to 80% ethyl acetate in heptane) furnished 0.057 g (72%) of N-(2-(5-chloro-1H-indol-3-yl)ethyl)-2′-(trifluoromethyl)biphenyl-3-carboxamide as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09284271B2
Source datasetuspto-grants-2016_03
ORD IDord-d2293c4fcbe74ac3bf4c6d3a2186944f
Source noteuspto-grants-2016_03