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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 911104Generated: October 27, 2026

Dimethyl Sulfoxide → 4-(2-chloropyridin-3-yl)-N-methylpyridin-2-amine

https://huagongshe.com/reaction/911104

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethyl SulfoxideHCID 679—
ReactantPotassium CarbonateHCID 11430—
ReactantMethylamine hydrochlorideHCID 6364545—
Reactant2-Chloro-2'-fluoro-3,4'-bipyridineHCID 16108982—
SolventWaterHCID 962—
Product4-(2-chloropyridin-3-yl)-N-methylpyridin-2-amineHCID 16108983—

Reaction Conditions

Temperature80 °C

Reaction Steps

To 2-chloro-2′-fluoro-[3,4′]bipyridinyl (5.30 g, 25.4 mmol), methylamine hydrochloride (9.00 g, 133 mmol) and K2CO3 (28.1 g, 203 mmol) was added DMSO (70 mL). The mixture was heated overnight at 80° C. in a sealed tube. The cooled mixture was diluted with water (300 mL) and the resulting solid was filtered, washed with water and dried to yield (2-chloro-[3,4′]bipyridinyl-2′-yl)-methyl-amine. MS m/z=220 [M+1]+. Calc'd for C11H10ClN3: 219.68.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08022221B2
Source datasetuspto-grants-2011_09
ORD IDord-3b0e7f7af17d4d2996340d7131209564
Source noteuspto-grants-2011_09