Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | (Pyridin-4-yl)boronic acid | HCID 2734379 | — |
| Reactant | HCID 10195230 | HCID 10195230 | — |
| Catalyst | Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+) | HCID 178418228 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 10288404 | HCID 10288404 | — |
Reaction Steps
To a solution of N2-[(1S)-1-(4-bromophenyl)-2,2,3,3,3-pentafluoropropyl]-N1-(cyanomethyl)-L-leucinamide (82 mg, 0.18 mmol), 4-pyridylboronic acid (30 mg, 0.24 mmol) and PdCl2(dppf) (14 mg, 0.02 mmol) in 2.5 mL DMF was added 2M Na2CO3 (0.25 mL). The mixture was heated to 95° C. for 2.5 h, then cooled and partitioned between aq. Na2CO3 and ether. The aqueous phase was washed with brine and dried over MgSO4. Purification by silica gel chromatography (65% to 95% ethyl acetate/hexanes gradient) provided the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07375134B2 |
|---|
| Source dataset | uspto-grants-2008_05 |
|---|
| ORD ID | ord-8151806f504e41f08365db0f0d917815 |
|---|
| Source note | uspto-grants-2008_05 |
|---|
