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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1955070Generated: October 25, 2026

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

https://huagongshe.com/reaction/1955070

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 numberUS06124330
Source datasetuspto-grants-2000_09
ORD IDord-7055fa57ccf3416d92912a80e8a8ce98
Source noteuspto-grants-2000_09