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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1874556Generated: November 1, 2026

Toluene → HCID 57749220, compound

https://huagongshe.com/reaction/1874556

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
Reactant2-BromopyridineHCID 7973—
ReactantPotassium tert-butoxideHCID 23665647—
ReactantN-[6-(3-aminophenoxy)imidazo[1,2-a]pyridin-2-yl]cyclopropanecarboxamideHCID 57749361—
SolventSodium BicarbonateHCID 516892—
ProductHCID 57749220HCID 5774922040.1%

Reaction Conditions

Temperature120 °C

Reaction Steps

A mixture of N-[6-(3-aminophenoxy)imidazo[1,2-a]pyridin-2-yl]cyclopropanecarboxamide (19.7 mg, 0.064 mmol), 2-bromopyridine (15.4 mg, 0.098 mmol), tris(dibenzylideneacetone)2 palladium(0) (6.1 mg, 0.007 mmol), 5-bis(diphenylphosphino)-9,9-dimethylxanthene (3.9 mg, 0.007 mmol), potassium t-butoxide (18.1 mg, 0.161 mmol) and toluene (4.0 mL) was stirred at 120° C. for 15 hr. The reaction mixture was diluted with aqueous sodium bicarbonate solution and extracted with ethyl acetate. The organic layer was concentrated, and the residue was purified by preparative HPLC to give the title compound (9.9 mg, 40%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08304557B2
Source datasetuspto-grants-2012_11
ORD IDord-d8920791e7f94dbb815af0b8a22a4f84
Source noteuspto-grants-2012_11