HuagongsheHuagongshe Chemistry Print Report · For research reference only
Imidazo[1,2-a]pyrimidine, 3-(tributylstannyl)-7-(trifluoromethyl)- → 2-[2-Fluoro-5-(7-trifluoromethylimidazo[1,2-alpha]pyrimidin-3-yl)phenyl]nicotinonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Imidazo[1,2-a]pyrimidine, 3-(tributylstannyl)-7-(trifluoromethyl)- | HCID 11294484 | — |
| Reactant | 2-(5-Bromo-2-fluorophenyl)nicotinonitrile | HCID 22285297 | — |
| Product | 2-[2-Fluoro-5-(7-trifluoromethylimidazo[1,2-alpha]pyrimidin-3-yl)phenyl]nicotinonitrile | HCID 10221544 | — |
Reaction Steps
2-(5-Bromo-2-fluorophenyl)nicotinonitrile (214 mg, 0.8 mmol) was coupled to 3-tributylstannyl-7-trifluoromethylimidazo[1,2-α]pyrimidine (1.1 mmol) by the method of Example 32. Purification by chromatography on silica gel eluting with dichloromethane containing 1% methanol, then crystallisation from toluene, gave 2-[2-fluoro-5-(7-trifluoromethylimidazo[1,2-α]pyrimidin-3-yl)phenyl]nicotinonitrile as a yellow solid: δH (400 MHz, CDCl3) 8.95 (1H, dd, J 5 and 2), 8.91 (1H, d, J 7), 8.17 (1H, dd, J 8 and 2), 8.13 (1H, s), 7.80 (1H, dd, J 7 and 2), 7.69-7.73 (1H, m), 7.46-7.55 (2H, m), 7.29 (1H, d, J 7); m/z (ES+) 383 (M++H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06900215B2 |
| Source dataset | uspto-grants-2005_05 |
| ORD ID | ord-213cbdc0c7604588bdf907bc16cf415b |
| Source note | uspto-grants-2005_05 |