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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 227497Generated: October 31, 2026

Tri-o-tolylphosphine → HCID 68444846, compound

https://huagongshe.com/reaction/227497

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTri-o-tolylphosphineHCID 80271—
ReactantSodium BicarbonateHCID 516892—
Reactant2-(Tributylstannyl)pyrazineHCID 2737316—
ReactantHCID 86601814HCID 86601814—
Catalystpalladium(II) acetateHCID 167845—
SolventDimethylformamideHCID 6228—
ProductHCID 68444846HCID 68444846—

Reaction Conditions

Temperature120 °C

Reaction Steps

1-tert-Butyl-2-ethyl 5-iodo-3-(morpholin-4-ylsulfonyl)-1H-indole-1,2-dicarboxylate (100 mg, 0.18 mmol, 1.0 equiv), 2-(tributylstannyl)pyrazine (91 mg, 0.25 mmol, 1.4 equiv), tri-o-tolylphosphine (11 mg, 0.04 mmol, 0.2 equiv) and palladium(II)acetate (4.0 mg, 0.02 mmol, 0.1 equiv) were dissolved in 2 mL of dry DMF and heated to 120° C. for 18 hours. The mixture was cooled to ambient temperature, poured into aqueous saturated NaHCO3 and the aqueous layer was extracted 3 times with dichloromethane. The combined organic extracts were dried Na2SO4), filtered and concentrated in vacuo. Purification by flash chromatography through silica gel (ethyl acetate/dichloromethane) provided the titled compound. Proton NMR for the product was consistent with the titled compound. ESI+MS: 417.4 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07560546B2
Source datasetuspto-grants-2009_07
ORD IDord-c1bc3c1708be4b00b3b95c704bee7d10
Source noteuspto-grants-2009_07