HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Bromo-5-fluorobenzonitrile → 4-Fluoro-3'-(7-methylimidazo[1,2-a]pyrimidin-3-yl)biphenyl-2-carbonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Bromo-5-fluorobenzonitrile | HCID 93654 | — |
| Reactant | 7-Methyl-3-[3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)phenyl]imidazo[1,2-a]pyrimidine | HCID 18001278 | — |
| Product | 4-Fluoro-3'-(7-methylimidazo[1,2-a]pyrimidin-3-yl)biphenyl-2-carbonitrile | HCID 10131462 | 43.1% |
Reaction Steps
7-Methyl-3-[3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)phenyl]-imidazo[1,2-a]pyrimidine (0.2 g, 0.6 mmol) was coupled to 2-bromo-5-fluorobenzonitrile (179 mg, 0.9 mmol) as described in Example 26 to give 4-fluoro-3′-(7-methylimidazo[1,2-a]pyrimidin-3-yl)biphenyl-2-carbonitrile as a white solid (85 mg): δH (400 MHz, CDCl3) 2.67 (3H, s), 6.83 (1H, d, J 7), 7.20 (1H, dt, J 8.9 and 3), 7.50-7.70 (6H, m), 7.84 (1H, s), 8.76 (1H, d, J 7); m/z (ES+) 329 (M++H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06642229B2 |
| Source dataset | uspto-grants-2003_11 |
| ORD ID | ord-8b8a358f64c7437984208d8197ee9424 |
| Source note | uspto-grants-2003_11 |