HuagongsheHuagongshe Chemistry Print Report · For research reference only
(2'-Cyano-2-fluoro-[1,1'-biphenyl]-3-yl)boronic acid → 2'-Fluoro-3'-[8-fluoro-7-(1-hydroxy-1-methylethyl)imidazo[1,2-alpha]pyridin-3-yl]biphenyl-2-carbonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (2'-Cyano-2-fluoro-[1,1'-biphenyl]-3-yl)boronic acid | HCID 11644397 | — |
| Reactant | 2-(3-Bromo-8-fluoroimidazo[1,2-a]pyridin-7-yl)propan-2-ol | HCID 67486910 | — |
| Product | 2'-Fluoro-3'-[8-fluoro-7-(1-hydroxy-1-methylethyl)imidazo[1,2-alpha]pyridin-3-yl]biphenyl-2-carbonitrile | HCID 10385657 | 30% |
Reaction Steps
2-(3-Bromo-8-fluoroimidazo[1,2-α]pyridin-7-yl)propan-2-ol was coupled to 2′-cyano-2-fluorobiphenyl-3-boronic acid (prepared as described in WO 02/38568) as described in Example 1 to give 2′-fluoro-3′-[8-fluoro-7-(1-hydroxy-1-methylethyl)imidazo[1,2-α]pyridin-3-yl]biphenyl-2-carbonitrile as an off-white solid (55 mg, 30%): δH (360 MHz, CDCl3) 2.36 (6H, d, J 1), 7.83 (1H, t, J 7), 8.03-8.26 (5H, m), 8.32-8.36 (1H, m), 8.39 (1H, s), 8.44 (1H, d, J 8), 8.69 (1H, q, J 4); m/z (ES+) 390 [MH+].
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07279580B2 |
| Source dataset | uspto-grants-2007_10 |
| ORD ID | ord-ece0488e29b04a82aaedd4231cb87f07 |
| Source note | uspto-grants-2007_10 |