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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2307954Generated: November 4, 2026

3-Pentanamine → 4-(1-Ethyl-prop-2-ynylamino)-6-methyl-2-(2,4,6-trimethyl-phenoxy)-nicotinic acid methyl ester

https://huagongshe.com/reaction/2307954

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-PentanamineHCID 12019—
Reactant4-Chloro-2-(2,4,6-trimethyl-phenoxy)-6-methyl-nicotinic acid methyl esterHCID 24805651—
SolventDimethyl SulfoxideHCID 679—
Product4-(1-Ethyl-prop-2-ynylamino)-6-methyl-2-(2,4,6-trimethyl-phenoxy)-nicotinic acid methyl esterHCID 86584321—

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 DMSO was heated at 130° C. overnight. 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 8.26(d,1H), 6.87(s,2H), 6.26(s,1H), 4.11 (m,1H), 3.87(s,3H), 2.324(m,1H), 2.30(s,3H), 2.17s,3H), 2.08(s,6H), 1.92(q,2H), 1.16(t,3H) ppm.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06833378B2
Source datasetuspto-grants-2004_12
ORD IDord-45f8d3cb6bad4b939a5b8f272e948e76
Source noteuspto-grants-2004_12