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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1777626Generated: November 3, 2026

Sodium Iodide → HCID 86699407, compound

https://huagongshe.com/reaction/1777626

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium IodideHCID 5238—
ReactantSodium CarbonateHCID 10340—
Reactant4-Cyanophenylboronic acidHCID 2734326—
ReactantN-(2-(5-chloro-1H-indol-3-yl)ethyl)-3-(chloromethyl)benzamideHCID 67974165—
CatalystHCID 178418397HCID 178418397—
SolventWaterHCID 962—
Solvent1,2-DimethoxyethaneHCID 8071—
ProductHCID 86699407HCID 8669940763.8%

Reaction Steps

N-(2-(5-Chloro-1H-indol-3-yl)ethyl)-3-(4-cyanobenzyl)benzamide was prepared according to method B with N-(2-(5-chloro-1H-indol-3-yl)ethyl)-3-(chloromethyl)benzamide (0.075 g; 0.216 mmol), 4-cyanophenylboronic acid (0.032 g; 0.216 mmol), tetrakis(triphenylphosphine)palladium(0) (0.013 g; 0.011 mmol), sodium carbonate (0.046 g; 0.432 mmol), sodium iodide (0.065 g; 0.432 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 (62%) 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-44da94cf3d2249978e29f0915aec3f4a
Source noteuspto-grants-2016_02