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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1166692Generated: October 27, 2026

Diethyl Ether → 6-[Ethyl-(5,5,8-trimethyl-5,6-dihydro-naphthalen-2-yl)-amino]-nicotinic acid

https://huagongshe.com/reaction/1166692

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
Reactant6-Fluoronicotinic AcidHCID 242819—
ReactantEthyl-(5,5,8-trimethyl-5,6-dihydro-naphthalen-2-yl)-amineHCID 22218216—
SolventTolueneHCID 1140—
Product6-[Ethyl-(5,5,8-trimethyl-5,6-dihydro-naphthalen-2-yl)-amino]-nicotinic acidHCID 1013186512%

Reaction Conditions

Temperature125 °C

Reaction Steps

To a mixture of 1.78 g (8.3 mmol) of ethyl-(5,5,8-trimethyl-5,6-dihydro-naphthalen-2-yl)-amine (Compound 166) and 0.55 g (3.9 mmol) of 6-fluoro-nicotinic acid was added a small amount of ether and toluene to help stirring. The resulting mixture was heated at 100-150° C. for 1 h. The mixture was cooled. The product was purified by flash chromatography (silica, 50% ethyl acetate in hexanes) followed by recrystallization using ethyl acetate:hexane (1:1) to give the title compound as white crystals (158 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06613917B1
Source datasetuspto-grants-2003_09
ORD IDord-1b1026bdaf164045883179f349562783
Source noteuspto-grants-2003_09