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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1245711Generated: November 3, 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/1245711

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 numberUS07125880B1
Source datasetuspto-grants-2006_10
ORD IDord-37b743850d634104baba74f4ac694531
Source noteuspto-grants-2006_10