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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 922054Generated: November 2, 2026

Water → 2-Chloro-4-methyl-6-morpholino-pyridine-3-carboxylic acid methylester

https://huagongshe.com/reaction/922054

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantMorpholineHCID 8083—
ReactantPotassium CarbonateHCID 11430—
ReactantMethyl 2,6-dichloro-4-methylnicotinateHCID 46911843—
SolventDimethylformamideHCID 6228—
Product2-Chloro-4-methyl-6-morpholino-pyridine-3-carboxylic acid methylesterHCID 8666433130.4%

Reaction Steps

A solution of 5.2 g (23.7 mmol) 2,6-dichloro-4-methyl-pyridine-3-carboxylic acid methylester, 3.94 g (28.5 mmol) K2CO3 and 2.06 ml (23.7 mmol) morpholine in DMF (48 ml) was heated to 60° C. for 16 h. Then the mixture was poured into water and extracted with EtOAc. The organic layer was washed with water and brine, dried over Na2SO4 and concentrated in vacuo. Purification of the residue by CC (hexane/EtOAc 4:1) provided 1.95 g (7.2 mmol, 30%) 2-chloro-4-methyl-6-morpholino-pyridine-3-carboxylic acid methylester.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09278103B2
Source datasetuspto-grants-2016_03
ORD IDord-36631b82bbdf4f789c547b7dd4849c31
Source noteuspto-grants-2016_03