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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2174468Generated: November 1, 2026

Cesium carbonate → HCID 67974983, compound

https://huagongshe.com/reaction/2174468

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant3-Nitropyridin-2-ylamineHCID 77887—
ReactantHCID 86698898HCID 86698898—
Catalystpalladium(II) acetateHCID 167845—
Catalyst1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine)HCID 636044—
Solventtert-ButanolHCID 6386—
ProductHCID 67974983HCID 6797498337%

Reaction Conditions

Temperature90 °C

Reaction Steps

A reaction mixture of 4-(2-((2,8-dichloroquinolin-5-yl)oxy)ethyl)morpholine (81.5 mg, 0.25 mmol, 1 eq.), 2-amino-3-nitropyridine (41.3 mg, 0.27 mmol, 1.1 eq.), Pd(OAc)2 (1.1 mg, 2 mol %), XantPhos (2.9 mg, 2 mol %) and Cs2CO3 (228 mg, 2.8 eq.)) in t-BuOH (1 mL) was heated at 90° C. and stirred for 20 hours. The reaction mixture was then concentrated under reduced pressure and the resulting residue was diluted with ethyl acetate. The organic phase was washed with water, dried over MgSO4, filtered and concentrated under reduced pressure. The resulting residue was purified by column chromatography on silica gel to afford 8-chloro-N-(4-methyl-3-nitropyridin-2-yl)-5-(2-morpholinoethoxy)quinolin-2-amine (41 mg, 37%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09061999B2
Source datasetuspto-grants-2015_06
ORD IDord-956d828eb3994b5b9f1cb0592873614f
Source noteuspto-grants-2015_06