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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 714481Generated: October 29, 2026

Water → 4-({[3,5-Dicyano-6-(3-hydroxyazetidin-1-yl)-4-phenylpyridin-2-yl]sulfanyl}methyl)-N-methylpyridine-2-carboxamide

https://huagongshe.com/reaction/714481

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTriethylamineHCID 8471—
Reactant3-Hydroxyazetidine hydrochlorideHCID 2759290—
Reactant4-{[(6-Chloro-3,5-dicyano-4-phenylpyridin-2-yl)thio]methyl}-N-methylpyridine-2-carboxamideHCID 58297347—
SolventTetrahydrofuranHCID 8028—
Product4-({[3,5-Dicyano-6-(3-hydroxyazetidin-1-yl)-4-phenylpyridin-2-yl]sulfanyl}methyl)-N-methylpyridine-2-carboxamideHCID 56592181—

Reaction Steps

50 mg (0.12 mmol) of 4-{[(6-chloro-3,5-dicyano-4-phenylpyridin-2-yl)sulfanyl]methyl}-N-methylpyridine-2-carboxamide Example 75A, 19.6 mg (0.18 mmol) of azetidin-3-ol hydrochloride and 36.2 mg (0.36 mmol) of triethylamine were dissolved in 1 ml of tetrahydrofuran, and the mixture was stirred at RT for 1 h. Water and tetrahydrofuran were added to the reaction mixture until a solution had formed. The solution was purified by preparative HPLC (Chromasil, water/acetonitrile+0.1% trifluoroacetic acid).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09187428B2
Source datasetuspto-grants-2015_11
ORD IDord-e7307b1cdf3c4898ba71d75292682fbc
Source noteuspto-grants-2015_11