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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2353719Generated: November 1, 2026

Sodium Carbonate → HCID 59379882, compound

https://huagongshe.com/reaction/2353719

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant4-(Tetramethyl-1,3,2-dioxaborolan-2-yl)anilineHCID 2734620—
ReactantHCID 59380137HCID 59380137—
CatalystHCID 178418476HCID 178418476—
SolventDimethylformamideHCID 6228—
SolventDimethoxyethane ethanol waterHCID 86587095—
ProductHCID 59379882HCID 59379882—

Reaction Conditions

Temperature80 °C

Reaction Steps

trans-Dichlorobis(triphenylphosphine)palladium (II) (0.013 g, 0.02 mmol) was added to 2-[[2-chloro-6-[(3S)-3-methylmorpholin-4-yl]pyrimidin-4-yl]methylsulfonyl]ethanol (0.122 g, 0.36 mmol), 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline (0.119 g, 0.54 mmol) and sodium carbonate (0.908 mL, 1.82 mmol) in 18% DMF in a mixture of DME:water:ethanol (7:3:2) (10 mL) at RT under nitrogen. The resulting solution was stirred at 80° C. for 2 hours. The reaction was cooled and partitioned between ethyl acetate and water. The reaction mixture was extracted with ethyl acetate twice and the combined organics dried (MgSO4) filtered and concentrated in vacuo to give the desired (0.143 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07750003B2
Source datasetuspto-grants-2010_07
ORD IDord-a30b4d24207344e3982f3715eef0f791
Source noteuspto-grants-2010_07