Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Toluene | HCID 1140 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 3,4-Dimethylphenylboronic acid | HCID 2734348 | — |
| Reactant | HCID 86664392 | HCID 86664392 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 67287030 | HCID 67287030 | 95.6% |
Reaction Steps
A vial was charged with methyl 7-(4-(6-bromopyridin-2-ylcarbamoyl)phenoxy)-6-cyanochroman-4-carboxylate (51 mg, 0.100 mmol), 3,4-dimethylphenylboronic acid (19.5 mg, 0.130 mmol), Na2CO3 (31.9 mg, 0.300 mmol), toluene (1 mL) and water (0.1 mL). The mixture was degassed with Argon for few minutes, and then Pd(PPh3)4 (5.8 mg, 0.005 mmol) was added. The vial was sealed and heated at 100° C. for 16 hours. The reaction was cooled and the crude material was purified by silica gel column chromatography to provide the desired product (0.051 g, 95%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08785445B2 |
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| Source dataset | uspto-grants-2014_07 |
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| ORD ID | ord-36036b25027849658e60af9b4c90d263 |
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| Source note | uspto-grants-2014_07 |
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