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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1777624Generated: November 2, 2026

Sodium Iodide → HCID 86699405, compound

https://huagongshe.com/reaction/1777624

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium IodideHCID 5238—
ReactantSodium CarbonateHCID 10340—
Reactant3-Tolylboronic acidHCID 2733950—
ReactantHCID 67974260HCID 67974260—
CatalystHCID 178418397HCID 178418397—
SolventWaterHCID 962—
Solvent1,2-DimethoxyethaneHCID 8071—
ProductHCID 86699405HCID 8669940547.5%

Reaction Steps

N-(2-(5-Chloro-1H-indol-3-yl)ethyl)-4-(3-methylbenzyl)benzamide was prepared according to method B with N-(2-(5-chloro-1H-indol-3-yl)ethyl)-4-(chloromethyl)benzamide (0.073 g; 0.209 mmol), m-tolylboronic acid (0.030 g; 0.220 mmol), tetrakis(triphenylphosphine)palladium(0) (0.012 g; 0.010 mmol), sodium carbonate (0.044 g; 0.419 mmol), sodium iodide (0.063 g; 0.419 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 1 to 10% ethyl acetate in dichloromethane) furnished 0.040 g (46%) of the title compound as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09266832B2
Source datasetuspto-grants-2016_02
ORD IDord-8b901778820744e186db92e8be925b76
Source noteuspto-grants-2016_02