Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 2-(4-Bromo-1,3-thiazol-2-yl)propan-2-ol | HCID 2763183 | — |
| Reactant | HCID 59435974 | HCID 59435974 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 59436032 | HCID 59436032 | — |
Reaction Steps
To a solution of 5-[(4-acetyl-2,6-dichlorophenyl)amino]-9-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzo[c]-2,6-naphthyridin-1(2H)-one (135 mg, 0.26 mmol) in THF (4 mL) was added 2-(4-bromo-1,3-thiazol-2-yl)propan-2-ol (114 mg, 0.52 mmol), Pd(Ph3P)4 (60 mg, 0.05 mmol) and sodium carbonate (0.129 mL, 0.26 mmol, 2M in water). The reaction was heated to 80° C. for 16 h. The reaction was diluted with ethyl acetate and extracted with water. The organic layer was dried with sodium sulfate, filtered and concentrated under reduced pressure to afford the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08349865B2 |
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| Source dataset | uspto-grants-2013_01 |
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| ORD ID | ord-d899a5fb5a5945beadc4ece55949e2e6 |
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| Source note | uspto-grants-2013_01 |
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