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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2267095Generated: November 2, 2026

Sodium methanolate methanol → HCID 178493183, compound

https://huagongshe.com/reaction/2267095

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium methanolate methanolHCID 23694274—
ReactantHCID 178432814HCID 178432814—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
SolventDimethylformamideHCID 6228—
ProductHCID 178493183HCID 178493183870%

Reaction Conditions

Temperature105 °C

Reaction Steps

The compound 21 (75.2 g, 222 mmol) and copper (I) iodide (21.1 g, 111 mmol) were dissolved in dimethylformamide (750 ml), a 28% sodium methoxide-methanol solution (216 ml, 888 mmol) was added, and the mixture was stirred at 105° C. for 100 minutes. After cooling, ice-water (800 ml) was added, and unnecessary matter were filtered. To the solution was added 2M hydrochloric acid (443 ml), and crystals were collected by filtration. N-(4-fluorobenzyl)-4-hydroxy-5-methoxy-6-methylnicotinamide 22 (56.0 g, 870%) was obtained as a colorless crystal.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07858788B2
Source datasetuspto-grants-2010_12
ORD IDord-4e9e4e3c1be943dabdacf854da6780dd
Source noteuspto-grants-2010_12