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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2283668Generated: November 1, 2026

2,2'-Bipyridine → HCID 90308949, compound

https://huagongshe.com/reaction/2283668

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2,2'-BipyridineHCID 1474—
Reactant4-Nitro-1H-indoleHCID 145766—
ReactantSodium BicarbonateHCID 516892—
ReactantCyclopropylboronic acidHCID 2760897—
CatalystCupric acetateHCID 8895—
Solvent1,2-DichloroethaneHCID 11—
ProductHCID 90308949HCID 90308949—

Reaction Steps

Cyclopropyl boronic acid (1.0 g), sodium bicarbonate (0.99 g), copper acetate (II) (1.1 g), and 2,2′-bipyridine (0.92 g) were added to a solution of 4-nitro-1H-indole (0.96 g) in 1,2-dichloroethane (60 ml). The reaction solution was stirred at room temperature for 7 days, and then further stirred at 60° C. for 2 hours. The insolubles were filtrated through celite, and then the resultant was washed successively with water and a saturated saline solution. After drying over anhydrous sodium sulfate, the solvent was evaporated under vacuum. The resultant residue was purified by column chromatography on silica gel (developing solvent:hexane/ethyl acetate) to obtain 1-cyclopropyl-4-nitro-1H-indole as a yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09145414B2
Source datasetuspto-grants-2015_09
ORD IDord-4e148fae70dd465e84a0759e97bef852
Source noteuspto-grants-2015_09