Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 714482Generated: October 29, 2026

Triethylamine → 4-({[3,5-Dicyano-4-(4-fluorophenyl)-6-(3-hydroxyazetidin-1-yl)pyridin-2-yl]oxy}methyl)-N-methylpyridine-2-carboxamide

https://huagongshe.com/reaction/714482

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant3-Hydroxyazetidine hydrochlorideHCID 2759290—
Reactant4-({[6-Chloro-3,5-dicyano-4-(4-fluorophenyl)pyridin-2-yl]oxy}methyl)-N-methylpyridine-2-carboxamideHCID 86691914—
SolventDimethylformamideHCID 6228—
Product4-({[3,5-Dicyano-4-(4-fluorophenyl)-6-(3-hydroxyazetidin-1-yl)pyridin-2-yl]oxy}methyl)-N-methylpyridine-2-carboxamideHCID 66632074—

Reaction Steps

50 mg (0.12 mmol) of 4-({[6-chloro-3,5-dicyano-4-(4-fluorophenyl)pyridin-2-yl]oxy}methyl)-N-methylpyridine-2-carboxamide Example 81A were initially charged in 1.5 ml of DMF. After addition of 26 mg (0.24 mmol) of azetidin-3-ol hydrochloride and 24 mg (0.24 mmol) of triethylamine, the mixture was stirred at RT overnight. The reaction mixture was purified by preparative HPLC (Chromasil, water/acetonitrile).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09187428B2
Source datasetuspto-grants-2015_11
ORD IDord-b54e12d80de64107bc76199586014622
Source noteuspto-grants-2015_11