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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 707450Generated: October 30, 2026

Sodium Carbonate → (S)-4-(4-chloro-6-(2-(methylsulfonyl)phenyl)-1,3,5-triazin-2-yl)-3-methylmorpholine

https://huagongshe.com/reaction/707450

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant2-(Methylsulfonyl)phenylboronic AcidHCID 2773539—
Reactant(S)-4-(4,6-dichloro-1,3,5-triazin-2-yl)-3-methylmorpholineHCID 89463814—
SolventDichloromethaneHCID 6344—
SolventWater 1,2-dimethoxyethaneHCID 18180031—
Product(S)-4-(4-chloro-6-(2-(methylsulfonyl)phenyl)-1,3,5-triazin-2-yl)-3-methylmorpholineHCID 89463997—

Reaction Conditions

Temperature60 °C

Reaction Steps

A mixture of (S)-4-(4,6-dichloro-1,3,5-triazin-2-yl)-3-methylmorpholine (1.25 g, 5.0 mmol), 2-methylsulfonylphenyl boronic acid (1.1 g, 5.5 mmol), sodium carbonate (1.6 g, 15.0 mmol) and bis(triphenylphosphene)palladium(II) dichloride (205 mg, 0.25 mmol) in DME/H2O/ (4:1, 10 mL) was heated in the microwave at 60° C. for 25 minutes. The mixture was then diluted with DCM (200 mL), washed with water (200 mL), the organic layer passed through a PTFE hydrophobic frit and the solvent removed in vacuo to yield a dark orange/brown oil (S)-4-(4-chloro-6-(2-(methylsulfonyl)phenyl)-1,3,5-triazin-2-yl)-3-methylmorpholine, 2.59 g, >100%, crude.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09175011B2
Source datasetuspto-grants-2015_11
ORD IDord-7498068acaba4a06b7eb34d293919e28
Source noteuspto-grants-2015_11