HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Fluoro-3-(pyridin-3-yl)benzeneboronic acid → 7-Chloro-8-fluoro-3-[4-fluoro-3-(pyridin-3-yl)phenyl]imidazo[1,2-alpha]pyridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Fluoro-3-(pyridin-3-yl)benzeneboronic acid | HCID 22473573 | — |
| Reactant | 3-Bromo-7-chloro-8-fluoroimidazo[1,2-a]pyridine | HCID 69561786 | — |
| Product | 7-Chloro-8-fluoro-3-[4-fluoro-3-(pyridin-3-yl)phenyl]imidazo[1,2-alpha]pyridine | HCID 10020221 | 80% |
Reaction Steps
3-Bromo-7-chloro-8-fluoroimidazo[1,2-α]pyridine (45 mg, 0.18 mmol) was coupled with 4-fluoro-3-(pyridin-3-yl)phenylboronic acid (49 mg, 0.19 mmol), as described in Example 1, to afford the title compound as a white amorphous solid (49 mg, 80%): δH (400 MHz, DMSO) 7.10 (1H, t, J 7.0), 7.54-7.61 (2H, m), 7.77-7.81 (1H, m), 7.92 (1H, dd, J 2.3, 7.4), 7.94 (1H, s), 8.09-8.12 (1H, m), 8.52 (1H, dd, J 1.0, 7.2), 8.65-8.66 (1H, m), 8.88 (1H, s); m/z (ES+) 342 (100%, [MH]+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07279580B2 |
| Source dataset | uspto-grants-2007_10 |
| ORD ID | ord-4e179e7f4e7f49c3a1a96ea0bebb9957 |
| Source note | uspto-grants-2007_10 |