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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 714477Generated: October 29, 2026

Water → 4-[({6-Amino-3,5-dicyano-4-[4-(2-hydroxyethoxy)phenyl]pyridin-2-yl}sulfanyl)methyl]-N-methylpyridine-2-carboxamide

https://huagongshe.com/reaction/714477

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium BicarbonateHCID 516892—
Reactant4-(chloromethyl)-N-methylpyridine-2-carboxamide hydrochlorideHCID 66631580—
ReactantHCID 178510483HCID 178510483—
SolventDimethylformamideHCID 6228—
Product4-[({6-Amino-3,5-dicyano-4-[4-(2-hydroxyethoxy)phenyl]pyridin-2-yl}sulfanyl)methyl]-N-methylpyridine-2-carboxamideHCID 56592094—

Reaction Steps

50 mg (0.16 mmol) of 2-amino-4-[4-(2-hydroxyethoxy)phenyl]-6-sulfanylpyridine-3,5-dicarbonitrile (Example 10A), 38.9 mg (0.18 mmol) of 4-(chloromethyl)-N-methylpyridine-2-carboxamide hydrochloride (Example 41A) and 53.8 mg (0.64 mmol) of sodium bicarbonate were dissolved in 1 ml of DMF and the mixture was stirred at RT overnight. 30 ml of water were added to the reaction mixture, and the precipitate was filtered off. The precipitate 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-d2edac7a0fc041529b6ff3642cabaf8f
Source noteuspto-grants-2015_11