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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1081320Generated: November 2, 2026

Sodium Hydroxide → N-[3,5-Bis(trifluoromethyl)benzyl]-5-(4-fluorophenyl)-1,2,7,8-tetrahydro-N,1,7-trimethyl-2,8-dioxo-6-pyrido [3,4-b]pyridinecarboxamide

https://huagongshe.com/reaction/1081320

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
Reactant6-[N-[3,5-Bis(trifluoromethyl)benzyl]-N-methylamino carbonyl]-5-(4-fluorophenyl)-7,8-dihydro-1,7-dimethyl-8-oxopyrido[3,4-b]pyridinium iodideHCID 23364050—
CatalystHCID 178511488HCID 178511488—
SolventTetrahydrofuranHCID 8028—
ProductN-[3,5-Bis(trifluoromethyl)benzyl]-5-(4-fluorophenyl)-1,2,7,8-tetrahydro-N,1,7-trimethyl-2,8-dioxo-6-pyrido [3,4-b]pyridinecarboxamideHCID 22355428—

Reaction Steps

A mixture of 6-[N-[3,5-bis(trifluoromethyl)benzyl]-N-methylaminocarbonyl]-5-(4-fluorophenyl)-7,8-dihydro-1,7-dimethyl-8-oxopyrido[3,4-b]pyridinium iodide (Example 29) (100 mg), THF (3 ml), potassium ferricyanide (500 mg) and 1N-NaOH was stirred for 15 hours. The solvent was distilled off. To the residue was added ethyl acetate, and the mixture was washed with water and dried, then the solvent was distilled off. The residue was subjected to a silica-gel column chromatography (ethyl acetate) for separation and purification to afford the above-titled compound as colorless crystals (35 mg), m.p.210°-212° C. (recrystallized from ethyl acetate-isopropyl ether).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05585385
Source datasetuspto-grants-1996_12
ORD IDord-dd00fcd111ea4338ba4de17e4e8d3172
Source noteuspto-grants-1996_12