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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1036202Generated: October 25, 2026

Dicyclohexylcarbodiimide → N-(2,3'-bipyridin-6'-yl)-2-(6-chloro-5-methylpyridin-3-yl)acetamide

https://huagongshe.com/reaction/1036202

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDicyclohexylcarbodiimideHCID 10868—
Reactant5-(Pyridin-2-yl)pyridin-2-amineHCID 12452262—
Reactant2-(6-Chloro-5-methylpyridin-3-yl)acetic acidHCID 55267357—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventDimethylformamideHCID 6228—
ProductN-(2,3'-bipyridin-6'-yl)-2-(6-chloro-5-methylpyridin-3-yl)acetamideHCID 58447789—

Reaction Steps

A mixture of 2-(6-chloro-5-methylpyridin-3-yl)acetic acid 74-4 (57 mg, 0.31 mmol), 2,3′-bipyridin-6′-amine 124-1 (51 mg, 0.30 mmol), 1,3-dicyclohexylcarbodiimide (75 mg, 0.36 mmol) and 4-(dimethylamino)pyridine (6 mg, 0.06 mmol) in DMF (1.2 mL) was stirred at room temperature for 10 hours. The reaction mixture was filtered through celite, washed and diluted with ethyl acetate (30 ml) and extracted with water 930 ml×2). The organic phase was dried over Na2SO4 and concentrated by evaporation. The residue was subjected to silica gel column chromatography with ethyl acetate as eluent to give N-(2,3′-bipyridin-6′-yl)-2-(6-chloro-5-methylpyridin-3-yl)acetamide 124-2 as white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08546396B2
Source datasetuspto-grants-2013_10
ORD IDord-853cadc055cd4731b0338c3eae9065a4
Source noteuspto-grants-2013_10