Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Cesium fluoride | HCID 25953 | — |
| Reactant | HCID 67465822 | HCID 67465822 | — |
| Reactant | HCID 67465823 | HCID 67465823 | — |
| Catalyst | Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+) | HCID 178418228 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 68209729 | HCID 68209729 | — |
Reaction Steps
To a mixture (R)-3-(1-(5-fluoro-2-(2H-1,2,3-triazol-2-yl)phenyl)ethoxy)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-amine of preparation 109 (100 mg, 0.235 mmol), 6-bromo-2,3-dihydrobenzo[b]thiophen-3-ol-1,1 dioxide (92.6 mg, 1.5 eq), and CsF (126 mg, 3.5 eq) was added MeOH (2 mL). The mixture was thoroughly degassed and Pd(dppf)Cl2 (9.8 mg, 0.05 eq) was added. The mixture was heated in the microwave at 120° C. for 1 hr. LCMS showed the desired product mass. Mixture was filtered and purified with reverse phase preparative HPLC to give the title compound (66.08 mg, 58.4%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08916593B2 |
|---|
| Source dataset | uspto-grants-2014_12 |
|---|
| ORD ID | ord-8b4921952db34a3db4b8e4efdf8071a9 |
|---|
| Source note | uspto-grants-2014_12 |
|---|
