Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | Boronic Acid | HCID 61668 | — |
| Reactant | 2-Dicyclohexylphosphino-2',6'-dimethoxybiphenyl | HCID 11269872 | — |
| Reactant | HCID 58052327 | HCID 58052327 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Toluene | HCID 1140 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 58052307 | HCID 58052307 | — |
Reaction Steps
To a solution of S-Phos (0.4 eq., 15 mg), Pd(OAc)2 (0.2 eq., 4.0 mg) and PhMe (3 ml) was added ethyl 3-hydroxy-6-(N-(5-iodo-3-(methylcarbamoyl)-2-p-tolylfuro[2,3-b]pyridin-6-yl)methylsulfonamido)-2,2-dimethylhexanoate (1 eq., 60 mg). A solution of boronic acid (30 eq., 232 mg) and Na2CO3 (2 N aqueous solution, 40 eq., 0.54 ml) was added. The mixture was heated in a sealed tube under nitrogen at 115° C. for 60 min, cooled, and diluted with DCM and water. The aqueous layer was extracted with DCM. Orgnic layers were washed with saturated aqueous Na2CO3 solution and concentrated to yield the crude title compound which was used in next step without purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08324239B2 |
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| Source dataset | uspto-grants-2012_12 |
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| ORD ID | ord-be8e62b47d264c1f986aeefa007b3870 |
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| Source note | uspto-grants-2012_12 |
|---|