Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 2-Methoxyethanol | HCID 8019 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 4-Methoxycarbonylphenylboronic acid | HCID 2734369 | — |
| Reactant | 3-Fluoro-4-((2-iodothieno[3,2-b]pyridin-7-yl)oxy)aniline | HCID 58474950 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 67347334 | HCID 67347334 | — |
Reaction Steps
A round-bottomed flask was charged with 4-(methoxycarbonyl)phenylboronic acid (0.472 g, 2.62 mmol), 3-fluoro-4-(2-iodothieno[3,2-b]pyridin-7-yloxy)aniline (Example 6, Step A, 0.750 g, 1.94 mmol), cesium carbonate (0.949 g, 2.91 mmol), and 2-methoxyethanol (10 mL). The mixture was purged with nitrogen for 10 minutes and then Pd(PPh3)4 (0.135 g, 0.117 mmol) was added. The mixture was heated under nitrogen to 85° C. for 18 hours and then cooled to room temperature. The mixture was diluted with water (30 mL) and the resulting precipitate collected by filtration. After drying under high vacuum, the product was isolated (0.26 mg, 25%) as an off-white solid. LRMS (esi+) 439 m/z (M+1) detected.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08003662B2 |
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| Source dataset | uspto-grants-2011_08 |
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| ORD ID | ord-d0e1219c37554f8aaded9b68fbebc6d4 |
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| Source note | uspto-grants-2011_08 |
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