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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1753889Generated: October 28, 2026

Water → HCID 86664327, compound

https://huagongshe.com/reaction/1753889

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium CarbonateHCID 11430—
Reactant1343188-84-0HCID 14480118—
Reactant2,6-dichloro-N-(3-fluorobenzyl)-4-methyl-pyridine-3-carboxylic acid amideHCID 86664313—
SolventDimethylformamideHCID 6228—
ProductHCID 86664327HCID 8666432771.1%

Reaction Conditions

Temperature110 °C

Reaction Steps

To a solution of 1.19 g (3.8 mmol) 2,6-dichloro-N-(3-fluorobenzyl)-4-methyl-pyridine-3-carboxylic acid amide (synthesis is described in section a) of example 2) in DMF (12 ml) were added 1.05 g (7.6 mmol) K2CO3 and 683 mg (3.8 mmol) 3-methoxy-N-methylcyclohexanamine and the reaction mixture was heated at 110° C. for 16 h. The mixture was then 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 850 mg (2.7 mmol, 32%) 2-chloro-N-(3-fluorobenzyl)-6-((3-methoxycyclohexyl)(methyl)amino)-4-methyl-pyridine-3-carboxylic acid amide.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09168259B2
Source datasetuspto-grants-2015_10
ORD IDord-bf03212c74964872a87127bf63066aa5
Source noteuspto-grants-2015_10