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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 967989Generated: 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/967989

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 numberUS06956047B1
Source datasetuspto-grants-2005_10
ORD IDord-f2fd09205608405a98cfdec4ff18b02e
Source noteuspto-grants-2005_10