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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 925392Generated: October 30, 2026

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

https://huagongshe.com/reaction/925392

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant3-Tolylboronic acidHCID 2733950—
ReactantHCID 17271850HCID 17271850—
CatalystHCID 178418397HCID 178418397—
SolventWaterHCID 962—
Solvent1,2-DimethoxyethaneHCID 8071—
ProductN-(2-(5-chloro-1H-indol-3-yl)ethyl)-3'-methylbiphenyl-3-carboxamideHCID 6797318583.3%

Reaction Steps

N-(2-(5-chloro-1H-indol-3-yl)ethyl)-3′-methylbiphenyl-3-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), m-tolylboronic acid (0.025 g; 0.176 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 130° C. for 15 minutes. Flash chromatography on silica gel (eluent 2 to 10% ethyl acetate in dichloromethane) furnished 0.057 g (83%) of N-(2-(5-chloro-1H-indol-3-yl)ethyl)-3′-methylbiphenyl-3-carboxamide as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09284271B2
Source datasetuspto-grants-2016_03
ORD IDord-3781293433cc4c4591cd32c2f41197e4
Source noteuspto-grants-2016_03