Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Tri-o-tolylphosphine | HCID 80271 | — |
| Reactant | Ethynylpyridine | HCID 137268 | — |
| Reactant | HCID 57446774 | HCID 57446774 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | HCID 11690594 | HCID 11690594 | 11.5% |
Reaction Steps
A 10 mL glass microwave reaction vessel with stir bar contained palladium acetate (5 mg, 22 μmol), tri-o-tolylphosphine (13 mg, 44 μmol), and 4-[4-(5-bromo-thiophen-2-yl)-pyrimidin-2-ylamino]-benzenesulfonamide (80 mg, 200 μmol). Anhydrous dimethylformamide (DMF) (3.5 mL), 2-ethynylpyridine (46 mg, 450 μmol), and triethylamine (50 μL) is added to the reaction vessel. The reaction vessel is sealed and heated to 180° C. for 660 seconds in a microwave reactor (Emrys Microwave Reactor, personal Chemistry AB, Uppsala, Sweden). The reaction is filtered through celite, concentrated, redissolved in dimethylsulfoxide (DMSO), and purified by reverse phase (RP) HPLC to obtain 10 mg of the title compound. LC/MS data (Condition A; molecular ion and retention time): m/z 434 (M+H); 2.52 min.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07799915B2 |
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| Source dataset | uspto-grants-2010_09 |
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| ORD ID | ord-5c5e0463c576436aa1ab6c995fea9ff7 |
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| Source note | uspto-grants-2010_09 |
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