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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1260865Generated: October 31, 2026

Dimethylformamide → HCID 68662290, compound

https://huagongshe.com/reaction/1260865

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantHydrochloride methanolHCID 21893726—
Reactant2-Amino-5-chloronicotinamideHCID 66876883—
ReactantHCID 68661652HCID 68661652—
SolventMethanolHCID 887—
ProductHCID 68662290HCID 686622902.8%

Reaction Conditions

Temperature100 °C

Reaction Steps

To a solution of 2-amino-5-chloronicotinamide (0.15 g) in 35 N,N-dimethylformamide (3 ml) was added 2-(bromomethyl)-1-chloro-4-(methylsulfonyl)benzene (0.30 g), and the mixture was stirred at 100° C. for 4 hr. The reaction mixture was quenched with aqueous sodium hydrogen carbonate solution and extracted with ethyl acetate. The extract was washed with saturated brine and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure, and the obtained residue was treated by silica gel chromatography (ethyl acetate100%→ethyl acetate:methanol=4:1) to give a yellow solid. The obtained solid was dissolved in methanol, and 2N hydrochloric acid-methanol solution (0.1 ml) was added. The solvent was concentrated under reduced pressure and the residue was crystallized from methanol-ethyl acetate to give the title compound (5 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08470859B2
Source datasetuspto-grants-2013_06
ORD IDord-0c9784448a454408a50d245e2d834761
Source noteuspto-grants-2013_06