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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 404149Generated: October 29, 2026

2-Aminopyridine → HCID 58545059, compound

https://huagongshe.com/reaction/404149

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-AminopyridineHCID 10439—
Reactant2-Bromo-5-methylpyridineHCID 564216—
ReactantPotassium tert-butoxideHCID 23665647—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
SolventTolueneHCID 1140—
SolventDichloromethaneHCID 6344—
ProductHCID 58545059HCID 5854505958%

Reaction Steps

2-Bromo-5-methylpyridine (300 mg, 1.74 mmol), 2-aminopyridine (180 mg, 1.91 mmol), potassium tert-butoxide (293 mg, 2.61 mmol), (±)-BINAP (4.3 mg, 0.07 mmol) and Pd2(dba)3 (4 mg, 0.05 mmol) were stirred in toluene (4 mL) at 90° C. under Ar(g). After 17 h stirring, the reaction was diluted with CH2Cl2 (5 mL), and silica was added. The solvent was removed under reduced pressure and the resulting dry loaded material purified by silica gel column chromatography eluting with CH2Cl2/MeOH (100:2) to furnish I as a yellow solid (187 mg, 58%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08748458B2
Source datasetuspto-grants-2014_06
ORD IDord-353d08d6d5b94de380826db59aa77b5f
Source noteuspto-grants-2014_06