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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 715135Generated: October 31, 2026

Potassium Carbonate → 1-(5-(7-Chloro-2-methyl-1,6-naphthyridin-3-yl)-2-fluorophenyl)-3-cycloheptylurea

https://huagongshe.com/reaction/715135

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant1-Cycloheptyl-3-(2-fluoro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)ureaHCID 89815804—
Reactant7-Chloro-2-methyl-1,6-naphthyridin-3-yl trifluoromethanesulfonateHCID 89815828—
CatalystHCID 178418397HCID 178418397—
SolventWaterHCID 962—
Solvent1,4-DioxaneHCID 31275—
Product1-(5-(7-Chloro-2-methyl-1,6-naphthyridin-3-yl)-2-fluorophenyl)-3-cycloheptylureaHCID 89827810142.5%

Reaction Conditions

Temperature60 °C

Reaction Steps

Sparge a suspension of 1-cycloheptyl-3-(2-fluoro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)urea (0.420 g, 1.116 mmol), 7-chloro-2-methyl-1,6-naphthyridin-3-yl trifluoromethanesulfonate (0.438 g, 1.339 mmol) and K2CO3 (0.463 g, 3.35 mmol) in dioxane (4 mL) and H2O (1 mL) with Ar, add Pd(PPh3)4 (0.064 g, 0.056 mmol) and heat at 60° C. for 3 h. Concentrate the mixture to dryness and purify via silica gel chromatography (EtOAc/Hex) to afford the title compound (679 mg, 61%) as a white solid. MS(ESI) m/z: 427.1 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09187474B2
Source datasetuspto-grants-2015_11
ORD IDord-f39e90d8b00b4d10a21b877cacfe20be
Source noteuspto-grants-2015_11