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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 929875Generated: October 26, 2026

Potassium Carbonate → N'-(6-(3-chloro-4-fluorophenoxy)pyrimidin-4-yl)benzene-1,3-diamine

https://huagongshe.com/reaction/929875

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant3-Chloro-4-fluorophenolHCID 75790—
ReactantTert-butyl 3-(6-chloropyrimidin-4-ylamino)phenylcarbamateHCID 57708283—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductN'-(6-(3-chloro-4-fluorophenoxy)pyrimidin-4-yl)benzene-1,3-diamineHCID 5770830545.4%

Reaction Steps

A solution of tert-butyl 3-(6-chloropyrimidin-4-ylamino)phenylcarbamate (1.6 g, 5 mmol), 3-chloro-4-fluorophenol (1.4 g, 10 mmol) and potassium carbonate (1.4 g, 10 mmol) in 15 mL of DMF was heated to 120° C. for 16 h. The reaction mixture was mixed in 15 mL of water, the crude product was precipitated, filtered, purified by flash chromatography on silica gel with MeOH/DCM solvent system to afford 750 mg (45% yield) of N1-(6-(3-chloro-4-fluorophenoxy)pyrimidin-4-yl)benzene-1,3-diamine as an off-white solid. MS (m/z): MH+=331.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09296704B2
Source datasetuspto-grants-2016_03
ORD IDord-ce212c8a9bc043b7b7bb8fbdb45a9b32
Source noteuspto-grants-2016_03