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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1831664Generated: October 30, 2026

3-Pentanamine → 4-[Ethyl-(2-hydroxy-ethyl)-amino]-6-methyl-2-(2,4,6-trimethyl-phenoxy)-nicotinic acid methyl ester

https://huagongshe.com/reaction/1831664

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-PentanamineHCID 12019—
ReactantN-methyl-2-pyrrolidoneHCID 13387—
Reactant4-Chloro-2-(2,4,6-trimethyl-phenoxy)-6-methyl-nicotinic acid methyl esterHCID 24805651—
Product4-[Ethyl-(2-hydroxy-ethyl)-amino]-6-methyl-2-(2,4,6-trimethyl-phenoxy)-nicotinic acid methyl esterHCID 69587545—

Reaction Conditions

Temperature130 °C

Reaction Steps

A mixture of 4-chloro-6-methyl-2-(2,4,6-trimethyl-phenoxy)-nicotinic acid methyl ester and 1-ethyl-propyl-amine in 1-methyl-2-pyrrolidinone was heated at 130° C. until starting material was consumed. The mixture was quenched with water, brine and extracted with ethyl acetate. The organic layer was dried and concentrated to dryness. The residue was purified through silica gel column chromatography to give the title compound. 1H NMR(CDCl3) d 6.85(s,2H), 6.40(s,1H), 3.88(s,3H), 3.73(t,2H), 3.43(t,2H), 3.31(q,2H), 2.27(s,3H), 2.22(s,3H), 2.06(s,6H), 1.15(t,3H) ppm.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07067664B1
Source datasetuspto-grants-2006_06
ORD IDord-873519dc1dd948a2916a99b87a9ea240
Source noteuspto-grants-2006_06