HuagongsheHuagongshe Chemistry Print Report · For research reference only
(4-Fluoro-2-methylphenyl)boronic acid → 2-[3-(2,4'-Difluoro-2'-methylbiphenyl-5-yl)-8-fluoroimidazo[1,2-alpha]pyridin-7-yl]propan-2-ol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (4-Fluoro-2-methylphenyl)boronic acid | HCID 2734665 | — |
| Reactant | 2-[3-(3-Chloro-4-fluorophenyl)-8-fluoroimidazo[1,2-alpha]pyridin-7-yl]propan-2-ol | HCID 67486680 | — |
| Product | 2-[3-(2,4'-Difluoro-2'-methylbiphenyl-5-yl)-8-fluoroimidazo[1,2-alpha]pyridin-7-yl]propan-2-ol | HCID 10092131 | 58.2% |
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 4-fluoro-2-methylphenylboronic acid (83 mg, 0.54 mmol) were coupled using the procedure in Example 30 to afford 2-[3-(2,4′-difluoro-2′-methylbiphenyl-5-yl)-8-fluoroimidazo[1,2-α]pyridin-7-yl]propan-2-ol (83 mg, 58%) as a white solid: δH (360 MHz, CDCl3) 1.74 (6H, s), 2.04 (1H, s), 2.26 (3H, s), 6.95-7.05 (2H, m), 7.15-7.33 (3H, m), 7.40 (1H, dd, J 7 and 2), 7.51-7.56 (1H, m), 7.69 (1H, s), 8.06 (1H, d, J 7); m/z (ES+) 397 (100%, [MH]+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07279580B2 |
| Source dataset | uspto-grants-2007_10 |
| ORD ID | ord-10dd4a8cd77e45199cdecd8b7512973e |
| Source note | uspto-grants-2007_10 |