HuagongsheHuagongshe Chemistry Print Report · For research reference only
Imidazo[1,2-a]pyrimidine, 3-(tributylstannyl)-7-(trifluoromethyl)- → 6-(7-Trifluoromethylimidazo[1,2-alpha]pyrimidin-3-yl)-2,4'-bipyridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Imidazo[1,2-a]pyrimidine, 3-(tributylstannyl)-7-(trifluoromethyl)- | HCID 11294484 | — |
| Reactant | 6-Bromo-2,4'-bipyridine | HCID 13546453 | — |
| Product | 6-(7-Trifluoromethylimidazo[1,2-alpha]pyrimidin-3-yl)-2,4'-bipyridine | HCID 10291045 | 46.7% |
Reaction Steps
6-Bromo-2,4′-bipyridine (0.34 g, 1.44 mmol) was coupled to 3-tributylstannyl-7-trifluoromethylimidazo[1,2-α]pyrimidine (1.13 mmol) by the method of Example 1. Purification by chromatography on silica gel eluting with isohexane on a gradient of ethyl acetate (20-100%) and trituration with isohexane gave 6-(7-trifluoromethylimidazo[1,2-α]pyrimidin-3-yl)-2,4′-bipyridine (180 mg) as a pale yellow solid: δH (400 MHz, CDCl3) 7.43 (1H, d, J 7), 7.77 (1H, d, J 8), 7.88-7.91 (3H, m), 7.98 (1H, dd, J 8 and 8), 8.59 (1H, s), 8.80-8.85 (1H, m), 10.51 (1H, d, J 7); m/z (ES+) 342 (M++M).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07030128B2 |
| Source dataset | uspto-grants-2006_04 |
| ORD ID | ord-b17afeca46ca4c6792e826b77e9f784a |
| Source note | uspto-grants-2006_04 |