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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 922017Generated: October 28, 2026

Cesium carbonate → HCID 67287332, compound

https://huagongshe.com/reaction/922017

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant3-MethoxyazetidineHCID 13401996—
Reactant6-chloro-2-ethylsulfanyl-N-[(3-fluorophenyl)-methyl]-4-methyl-pyridine-3-carboxylic acid amideHCID 86664314—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 67287332HCID 6728733231%

Reaction Steps

A solution of 410 mg (1.2 mmol) 6-chloro-2-ethylsulfanyl-N-[(3-fluorophenyl)-methyl]-4-methyl-pyridine-3-carboxylic acid amide (synthesis is described in section b) of example 2), 125 mg (1.0 mmol) 3-methoxy-azetidine and 824 mg (2.53 mmol) Cs2CO3 in 1,4-dioxane (7 ml) was heated at 110° C. for 24 h. Subsequently the RM was concentrated in vacuo. The residue obtained was partitioned between water and EtOAc. The organic layer was separated, dried over MgSO4 and concentrated in vacuo. Purification of the residue by CC (hexane/EtOAc 3:1) provided 122 mg (0.31 mmol, 31%) 2-ethylsulfanyl-N-[(3-fluorophenyl)-methyl]-6-(3-methoxy-azetidin-1-yl)-4-methyl-pyridine-3-carboxylic acid amide (example 6). [M+H]+ 390.2.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09278103B2
Source datasetuspto-grants-2016_03
ORD IDord-5a6c2c37032d46148fefffc2bebd394d
Source noteuspto-grants-2016_03