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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1771579Generated: November 2, 2026

HCID 66678959, compound → (S)-1-(3-fluoro-4-(4-(5-fluoro-2-(methylsulfonyl)phenyl)-6-(3-methylmorpholino)pyrimidin-2-yl)phenyl)-3-(2-hydroxyethyl)urea

https://huagongshe.com/reaction/1771579

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHCID 66678959HCID 66678959—
Reactant(S)-4-(6-(5-fluoropyridin-3-yl)-2-(methylthio)pyrimidin-4-yl)-3-methylmorpholineHCID 67382782—
Reactant(S)-4-(2-chloro-6-(5-fluoro-2-(methylsulfonyl)phenyl)pyrimidin-4-yl)-3-methylmorpholineHCID 86691149—
CatalystHydrochloric AcidHCID 313—
SolventMethanolHCID 887—
Product(S)-1-(3-fluoro-4-(4-(5-fluoro-2-(methylsulfonyl)phenyl)-6-(3-methylmorpholino)pyrimidin-2-yl)phenyl)-3-(2-hydroxyethyl)ureaHCID 53379951—

Reaction Conditions

Temperature90 °C

Reaction Steps

Method as described for intermediate 5 using (S)-4-(2-chloro-6-(5-fluoro-2-(methylsulfonyl)phenyl)pyrimidin-4-yl)-3-methylmorpholine (intermediate 10) and 1-(3-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)-3-(2-hydroxyethyl)urea (intermediate 13). Material was purified by prep HPLC (high pH) followed by purification by prep HPLC (low pH). Due to partial byproduct formation by reaction with formic acid the resulting material was taken up in MeOH (0.5 mL) along with 2 drops of 2M HCl and heated in the microwave for 20 minutes at 90° C. Reaction mixture was purified using a TsOH cartridge (100 mg) to afford a white solid, (12 mg, 8%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09249129B2
Source datasetuspto-grants-2016_02
ORD IDord-2d2d594881564750b7fcaa7030c6252f
Source noteuspto-grants-2016_02