Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Toluene | HCID 1140 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | Quinoline-3-boronic acid | HCID 2734663 | — |
| Reactant | HCID 11048376 | HCID 11048376 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 15411600 | HCID 15411600 | 66.6% |
Reaction Steps
A mixture of N-[2-(dimethylamino)ethyl]-2-iodo-11-oxo-11H-pyrido[2,1-b]quinazoline-6-carboxamide (750 mg), 3-quinolinylboronic acid (743.47 mg), tetrakis-(triphenylphosphine)palladium(0) (198.67 mg) and sodium carbonate (4.3 ml of 2 M (8.6 mmol))and 33 ml of toluene was heated at 120° C. for 7 hours and cooled to room temperature. The reaction mixture was diluted with 70 ml of water and extracted with 3×70 ml CHCl3. The organic layer was dried over Na2SO4 and evaporated in vacuo to a residue. The residue was purified by column chroma-tography on silica gel by elution with 5-10% MeOH/CHCl3 to give 501 mg of a yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05908840 |
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| Source dataset | uspto-grants-1999_06 |
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| ORD ID | ord-8ce5c43907234072a0cc2b21e4c414a4 |
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| Source note | uspto-grants-1999_06 |
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