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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1753853Generated: October 28, 2026

Morpholine → 2-ethylsulfanyl-N-[(3-fluorophenyl)-methyl]-4-methyl-6-morpholin-4-yl-pyridine-3-carboxylic acid amide

https://huagongshe.com/reaction/1753853

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMorpholineHCID 8083—
Reactant6-chloro-2-ethylsulfanyl-N-[(3-fluorophenyl)-methyl]-4-methyl-pyridine-3-carboxylic acid amideHCID 86664314—
SolventWaterHCID 962—
SolventEthyl AcetateHCID 8857—
Product2-ethylsulfanyl-N-[(3-fluorophenyl)-methyl]-4-methyl-6-morpholin-4-yl-pyridine-3-carboxylic acid amideHCID 5695201875%

Reaction Conditions

Temperature120 °C

Reaction Steps

A mixture of 1.5 g (4.4 mmol) 6-chloro-2-ethylsulfanyl-N-[(3-fluorophenyl)-methyl]-4-methyl-pyridine-3-carboxylic acid amide and 1.9 ml (22.1 mmol) morpholine was heated in the microwave at 120° C. for 30 min. Subsequently the RM was diluted with water and EtOAc and the layers were separated. The organic layer was washed with a 1M aq. NaOH sol. and brine, dried over MgSO4 and concentrated in vacuo. Crystallisation (hexane/EtOAc 3:1) of the residue yielded 1.3 g (3.3 mmol, 75%) 2-ethylsulfanyl-N-[(3-fluorophenyl)-methyl]-4-methyl-6-morpholin-4-yl-pyridine-3-carboxylic acid amide (example 2). [M+H]+390.2.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09168259B2
Source datasetuspto-grants-2015_10
ORD IDord-6ff5826be03d4378af6a64372cb14655
Source noteuspto-grants-2015_10