HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 923493Generated: November 3, 2026
2,2'-Bipyridine → HCID 131734992, compound
https://huagongshe.com/reaction/923493
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 2,2'-Bipyridine | HCID 1474 | — |
| Reactant | 1,1-Dichloroethane | HCID 6365 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | Cyclopropylboronic acid | HCID 2760897 | — |
| Reactant | HCID 131734991 | HCID 131734991 | — |
| Catalyst | Cupric acetate | HCID 8895 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 131734992 | HCID 131734992 | 52.8% |
Reaction Steps
A mixture of 137 mg of copper (II) acetate, 121 mg of 2,2′-bipyridine, and 10 ml of dichloroethane was heated to an inner temperature of 70° C., and to this mixture was added a mixture of 501 mg of N-[1-{[tert-butyl (diphenyl)silyl]oxy}-2-(2H-tetrazol-5-yl)propan-2-yl]-8-[(2,6-difluorobenzyl)oxy]-2-methylimidazo[1,2-a]pyridine-3-carboxamide, 135 mg of cyclopropylboronic acid, 182 mg of sodium carbonate, and 10 ml of dichloroethane, followed by stirring at 70° C. for 4 hours. The reaction mixture was left to be cooled to room temperature, and a saturated aqueous ammonium chloride solution and water were then added thereto. The aqueous layer was extracted with chloroform, and the organic layer was then combined and concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography to obtain 280 mg of N-[1-{[tert-butyl (diphenyl)silyl]oxy}-2-(2-cyclopropyl-2H-tetrazol-5-yl)propan-2-yl]-8-[(2,6-difluorobenzyl)oxy]-2-methylimidazo[1,2-a]pyridine-3-carboxamide.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09278968B2 |
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| Source dataset | uspto-grants-2016_03 |
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| ORD ID | ord-74e4c82efade4f998a4e15135b408ef7 |
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| Source note | uspto-grants-2016_03 |
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