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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1271318Generated: October 25, 2026

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

https://huagongshe.com/reaction/1271318

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 numberUS07205312B2
Source datasetuspto-grants-2007_04
ORD IDord-71732c7497d140babc61853ec49c0d5a
Source noteuspto-grants-2007_04