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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2224639Generated: October 26, 2026

Methyl 2-chloronicotinate → Methyl 2-[[4-(2-methyl-1-oxopropyl)phenyl]amino]-3-pyridinecarboxylate

https://huagongshe.com/reaction/2224639

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl 2-chloronicotinateHCID 819931—
Reactant1-(4-Aminophenyl)-2-methylpropan-1-oneHCID 5151044—
SolventWaterHCID 962—
Solvent2-MethoxyethanolHCID 8019—
ProductMethyl 2-[[4-(2-methyl-1-oxopropyl)phenyl]amino]-3-pyridinecarboxylateHCID 22603050118.9%

Reaction Steps

A mixture of 1-(4-aminophenyl)-2-methyl-1-propanone (0.0637 mol) and methyl 2chloro-3-pyridinecarboxylate (0.0637 mol) in 2-methoxyethanol (200 ml) was stirred and refluxed for 90 hours. The mixture was taken up in water and EtOAc and extracted with EtOAc. The organic layer was separated, dried, filtered and the solvent was evaporated, yielding 22.6 g of methyl 2-[[4-(2-methyl-1-oxopropyl)phenyl]amino]-3-pyridinecarboxylate (interm. 20).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07378433B2
Source datasetuspto-grants-2008_05
ORD IDord-6d6521987d964fb5bee6b37ddd40d16e
Source noteuspto-grants-2008_05