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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 473611Generated: October 31, 2026

2-Aminopyridine → HCID 46830614, compound

https://huagongshe.com/reaction/473611

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-AminopyridineHCID 10439—
Reactant2-Dicyclohexylphosphino-2',6'-dimethoxybiphenylHCID 11269872—
ReactantSodium t-butoxideHCID 23676156—
ReactantHCID 59374221HCID 59374221—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
SolventTolueneHCID 1140—
ProductHCID 46830614HCID 46830614—

Reaction Conditions

Temperature100 °C

Reaction Steps

To a sealed tube, under nitrogen, was added Pd2(dba)3 (0.19 g, 0.21 mmol), S-phos (0.36 g, 0.84 mmol), sodium 2-methylpropan-2-olate (2.0 g, 21 mmol), pyridin-2-amine (0.95 g, 10 mmol), 2-(4-chlorophenoxy)-3-(2-methylpyridin-4-yl)pyridine (2.5 g, 8.4 mmol), and toluene (18 mL). Reaction mixture was heated to 100° C. overnight. The reaction mixture was directly purified by silica gel chromatography (0-100% EtOAc/hexane). Solid precipitate formed upon rotovap of rich cut. The solid was collected and rinsed with EtOAc to afford N-(4-(3-(2-methylpyridin-4-yl)pyridin-2-yloxy)phenyl)pyridin-2-amine. MS (ESI, pos. ion) m/z: 355.1 (M+1). IC50 (uM) 0.003343.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08637500B2
Source datasetuspto-grants-2014_01
ORD IDord-6ebf352fdc4c45c2a4b673ae25d31dce
Source noteuspto-grants-2014_01