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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1011871Generated: November 2, 2026

Sodium Carbonate → HCID 67315633, compound

https://huagongshe.com/reaction/1011871

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant4-Chloro-2-methylthiopyrimidineHCID 97113—
ReactantBenzo[b]furan-2-boronic acidHCID 2776266—
CatalystTetrakis(triphenylphosphine)palladiumHCID 11979704—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 67315633HCID 6731563343%

Reaction Steps

4-Chloro-2-methylthiopyrimidine (1.6 g, 10.0 mmol), 2-benzofuranboronic acid (1.9 g, 12.0 mmol), tetrakis-(triphenylphosphine)-palladium (0.3 g, 0.3 mmol) were dissolved in dioxane (10 ml) and aqueous Na2CO3 (11 ml, 2M solution in water, 22 mmol) was added. The reaction was heated to 80° C. under argon for 16 h after which time the dioxane was evaporated and the reaction mixture diluted with water and extracted with CH2Cl2. The organic was dried (Na2SO4), concentrated and the residue purified by flash column chromatography (CH2Cl2:n-heptane 8:2) to afford the title compound (1.0 g, 43%) as a white solid. MS: 243.0 (MH+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07977358B2
Source datasetuspto-grants-2011_07
ORD IDord-5bf8b17ca0384b76a30012c902107776
Source noteuspto-grants-2011_07