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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 923493Generated: November 3, 2026

2,2'-Bipyridine → HCID 131734992, compound

https://huagongshe.com/reaction/923493

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2,2'-BipyridineHCID 1474—
Reactant1,1-DichloroethaneHCID 6365—
ReactantSodium CarbonateHCID 10340—
ReactantAmmonium ChlorideHCID 25517—
ReactantCyclopropylboronic acidHCID 2760897—
ReactantHCID 131734991HCID 131734991—
CatalystCupric acetateHCID 8895—
SolventWaterHCID 962—
ProductHCID 131734992HCID 13173499252.8%

Reaction Conditions

Temperature70 °C

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09278968B2
Source datasetuspto-grants-2016_03
ORD IDord-74e4c82efade4f998a4e15135b408ef7
Source noteuspto-grants-2016_03