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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2353717Generated: November 2, 2026

Sodium Carbonate → HCID 59380031, compound

https://huagongshe.com/reaction/2353717

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant4-(Tetramethyl-1,3,2-dioxaborolan-2-yl)anilineHCID 2734620—
ReactantHCID 59379947HCID 59379947—
CatalystHCID 178418476HCID 178418476—
SolventDimethylformamideHCID 6228—
SolventDimethoxyethane ethanol waterHCID 86587095—
ProductHCID 59380031HCID 59380031100.1%

Reaction Conditions

Temperature80 °C

Reaction Steps

trans-Dichlorobis (triphenylphosphine)palladium (II) (0.050 g, 0.07 mmol) was added to 2-chloro-4-[(3S)-3-methylmorpholin-4-yl]-6-(2-pyridin-4-ylsulfonylpropan-2-yl)pyrimidine (0.560 g, 1.41 mmol), 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline (0.464 g, 2.12 mmol) and sodium carbonate (3.53 mL, 7.05 mmol) in 18% DMF in a mixture of DME:water:ethanol (7:3:2) (30 mL) at RT under nitrogen. The resulting solution was stirred at 80° C. for 5 hours. The reaction was allowed to cool and partitioned between ethyl acetate and water. The aqueous layer was extracted with ethyl acetate twice and the combined organics dried (MgSO4), filtered and evaporated to afford the desired material (0.640 g) which was used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07750003B2
Source datasetuspto-grants-2010_07
ORD IDord-ae25ee50859a4699ac3bc4ac603a531c
Source noteuspto-grants-2010_07