HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 227497Generated: October 31, 2026
Tri-o-tolylphosphine → HCID 68444846, compound
https://huagongshe.com/reaction/227497
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Tri-o-tolylphosphine | HCID 80271 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 2-(Tributylstannyl)pyrazine | HCID 2737316 | — |
| Reactant | HCID 86601814 | HCID 86601814 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 68444846 | HCID 68444846 | — |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07560546B2 |
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| Source dataset | uspto-grants-2009_07 |
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| ORD ID | ord-c1bc3c1708be4b00b3b95c704bee7d10 |
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| Source note | uspto-grants-2009_07 |
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