HuagongsheHuagongshe Chemistry Print Report · For research reference only
2′-Fluoro-5′-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)[1,1′-biphenyl]-2-carbonitrile → 5'-[7-Chloro-8-fluoroimidazo[1,2-alpha]pyridin-3-yl]-2'-fluorobiphenyl-2-carbonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2′-Fluoro-5′-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)[1,1′-biphenyl]-2-carbonitrile | HCID 11771647 | — |
| Reactant | 3-Bromo-7-chloro-8-fluoroimidazo[1,2-a]pyridine | HCID 69561786 | — |
| Product | 5'-[7-Chloro-8-fluoroimidazo[1,2-alpha]pyridin-3-yl]-2'-fluorobiphenyl-2-carbonitrile | HCID 10428934 | 71% |
Reaction Steps
3-Bromo-7-chloro-8-fluoroimidazo[1,2-α]pyridine (70 mg, 0.28 mmol) was coupled with 2′-fluoro-5′-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)biphenyl-2-carbonitrile (109 mg, 0.34 mmol), as described in Example 1, to afford the title compound as a white amorphous solid (72 mg, 71%): δH (400 MHz, DMSO) 7.11 (1H, t, J 7.0), 7.60-7.70 (2H, m), 7.78 (1H, s), 7.85-7.89 (3H, m), 7.93 (1H, s), 8.04 (1H, dd, J 0.8, 7.8), 8.52 (1H, dd, J 1.0, 7.2); m/z (ES+) 366 (100%, [MH]+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07279580B2 |
| Source dataset | uspto-grants-2007_10 |
| ORD ID | ord-403490a7e66244328f9c7bfa12b821ec |
| Source note | uspto-grants-2007_10 |