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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1777623Generated: November 2, 2026

Sodium Iodide → HCID 86699404, compound

https://huagongshe.com/reaction/1777623

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium IodideHCID 5238—
ReactantSodium CarbonateHCID 10340—
Reactant3-Tolylboronic acidHCID 2733950—
ReactantN-(2-(5-chloro-1H-indol-3-yl)ethyl)-3-(chloromethyl)benzamideHCID 67974165—
CatalystHCID 178418397HCID 178418397—
SolventWaterHCID 962—
Solvent1,2-DimethoxyethaneHCID 8071—
ProductHCID 86699404HCID 8669940464.9%

Reaction Steps

N-(2-(5-Chloro-1H-indol-3-yl)ethyl)-3-(3-methylbenzyl)benzamide was prepared according to method B with N-(2-(5-chloro-1H-indol-3-yl)ethyl)-3-(chloromethyl)benzamide (0.076 g; 0.218 mmol), m-tolylboronic acid (0.030 g; 0.223 mmol), tetrakis(triphenylphosphine)palladium(0) (0.013 g; 0.011 mmol), sodium carbonate (0.047 g; 0.437 mmol), sodium iodide (0.066 g; 0.437 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 0.057 g (63%) 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-1b44a6b2fdd3479bbcf00339c5f2996e
Source noteuspto-grants-2016_02