Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1777664Generated: October 26, 2026

Sodium Iodide → HCID 86699436, compound

https://huagongshe.com/reaction/1777664

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium IodideHCID 5238—
ReactantSodium CarbonateHCID 10340—
Reactant(3,5-Difluorophenyl)boronic acidHCID 2734338—
ReactantN-((5-chloro-1H-indol-3-yl)methyl)-4-(chloromethyl)benzamideHCID 86699388—
CatalystHCID 178418397HCID 178418397—
SolventWaterHCID 962—
Solvent1,2-DimethoxyethaneHCID 8071—
ProductHCID 86699436HCID 8669943615.2%

Reaction Steps

N-((5-Chloro-1H-indol-3-yl)methyl)-4-(3,5-difluorobenzyl)benzamide was prepared following method B starting from N-((5-Chloro-1H-indol-3-yl)methyl)-4-(chloromethyl)benzamide (0.080 g, 0.240 mmol), 3,5-difluorophenylboronic acid (0.041 g; 0.252 mmol); Tetrakis(triphenylphosphine)palladium(0) (0.014 g; 0.012 mmol), sodium carbonate (0.051 g; 0.480 mmol) and sodium iodide (0.109 g; 0.720 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 20% ethyl acetate in dichloromethane) furnished 0.015 g (15%) 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-a8860d3e981047c2adb4c0bab7bd268e
Source noteuspto-grants-2016_02