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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1019070Generated: October 26, 2026

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

https://huagongshe.com/reaction/1019070

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 2-chloro-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 numberUS06486187B1
Source datasetuspto-grants-2002_11
ORD IDord-8b32521dad5e43bf90b65ccb18cb8cfd
Source noteuspto-grants-2002_11