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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1245704Generated: October 31, 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/1245704

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 numberUS07125880B1
Source datasetuspto-grants-2006_10
ORD IDord-e60dfd3a73f449029c9845a9b185cfda
Source noteuspto-grants-2006_10