Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | Phenylboronic Acid | HCID 66827 | — |
| Reactant | HCID 57500693 | HCID 57500693 | — |
| Catalyst | Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+) | HCID 178418228 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 57500694 | HCID 57500694 | — |
Reaction Steps
2-bromo-4-(2-(dimethylamino)ethylamino)thieno[3,2-c]quinoline-7-carbonitrile (1.0 eq, 55 mg, 0.146 mmol), benzene boronic acid (2.0 eq, 36 mg, 0.295 mmol), cesium carbonate (2.0 eq, 95 mg, 0.292 mmol) and PdCl2(dppf) (0.05 eq, 5 mg, 0.068 mmol) were mixed in dioxane (0.5 ml) containing 5% of water. The mixture was heated under microwave for 10 min at 120° C. After addition of water and filtration, 4-(2-(dimethylamino)ethylamino)-2-phenylthieno[3,2-c]quinoline-7-carbonitrile was isolated as a solid. LCMS (ES) m/z 373 [M+1]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08168651B2 |
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| Source dataset | uspto-grants-2012_05 |
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| ORD ID | ord-bedb60dd79da4f7195cba51aef4197d1 |
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| Source note | uspto-grants-2012_05 |
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