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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 404145Generated: October 29, 2026

2-Aminopyridine → HCID 58545047, compound

https://huagongshe.com/reaction/404145

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-AminopyridineHCID 10439—
Reactant2-Bromo-4-methylpyridineHCID 2734087—
ReactantPotassium tert-butoxideHCID 23665647—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
SolventTolueneHCID 1140—
SolventDichloromethaneHCID 6344—
ProductHCID 58545047HCID 5854504777.3%

Reaction Steps

2-Bromo-4-methylpyridine (0.195 mL, 1.74 mmol), 2-aminopyridine (180 mg, 1.91 mmol), potassium tert-butoxide (293 mg, 2.61 mmol), (±)-BINAP (4.3 mg, 6.96 mmol) and Pd2(dba)3 (4 mg, 4.35 mmol) were stirred in toluene (2.5 mL) at 90° C. under Ar(g). After 17 h stirring, the reaction mixture was diluted with CH2Cl2 (2.5 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 (100:1 to 100:2) to furnish I as a yellow solid (249 mg, 77%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08748458B2
Source datasetuspto-grants-2014_06
ORD IDord-eefe3b60957b496498680742c0b38771
Source noteuspto-grants-2014_06