HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-Cyanophenylboronic acid → 2'-Fluoro-5'-[8-fluoro-7-(1-hydroxy-1-methylethyl)imidazo[1,2-alpha]pyridin-3-yl]biphenyl-3-carbonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-Cyanophenylboronic acid | HCID 2734325 | — |
| Reactant | 2-[3-(3-Chloro-4-fluorophenyl)-8-fluoroimidazo[1,2-alpha]pyridin-7-yl]propan-2-ol | HCID 67486680 | — |
| Product | 2'-Fluoro-5'-[8-fluoro-7-(1-hydroxy-1-methylethyl)imidazo[1,2-alpha]pyridin-3-yl]biphenyl-3-carbonitrile | HCID 10068912 | 80% |
Reaction Steps
2-[3-(3-Chloro-4-fluorophenyl)-8-fluoroimidazo[1,2-α]pyridin-7-yl]-propan-2-ol (100 mg, 0.36 mmol) and 3-cyanophenylboronic acid (79 mg, 0.54 mmol) were coupled using the procedure in Example 30 to afford 2′-fluoro-5′-[8-fluoro-7-(1-hydroxy-1-methylethyl)imidazo[1,2-α]pyridin-3-yl]biphenyl-3-carbonitrile (112 mg, 80%) as a white solid: δH (360 MHz, CDCl3) 1.74 (6H, s), 2.02 (1H, s), 7.20 (1H, dd, J 7 and 7), 7.37 (1H, dd, J 9 and 9), 7.54-7.63 (3H, m), 7.70-7.73 (2H, m), 7.82 (1H, d, J 9), 7.89 (1H, s), 8.04 (1H, d, J 7); m/z (ES+) 390 (100%, [MH]+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07279580B2 |
| Source dataset | uspto-grants-2007_10 |
| ORD ID | ord-11a7619deaa34dc29310ddcc0990ce90 |
| Source note | uspto-grants-2007_10 |