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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 919304Generated: November 2, 2026

2,2'-Bipyridine → 4-Bromo-1-cyclopropylpyridin-2(1H)-one

https://huagongshe.com/reaction/919304

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2,2'-BipyridineHCID 1474—
ReactantCyclopropylboronic acidHCID 2760897—
ReactantHCID 178515446HCID 178515446—
CatalystCupric acetateHCID 8895—
Product4-Bromo-1-cyclopropylpyridin-2(1H)-oneHCID 59635647—

Reaction Conditions

Temperature70 °C

Reaction Steps

A mixture of 4-bromopyridin-2-ol (100 mg, 0.58 mmol), cyclopropylboronic acid (100 mg, 1.3 mmol), Cu(OAc)2 (245 mg, 1.2 mmol), and bipyridine (100 mg, 0.64 mmol) in Cl(CH2)2C1 (5.0 mL) was stirred for 24 h at 70° C. The crude mixture was filtered. The filtrate was collected and concentrated to afford the crude product, which was purified by silica gel column chromatography on silica gel with PE/EA (5:1) to afford tittle compound as a white solid. 1H NMR (400 MHz, CDCl3) δ 7.20 (d, 1 H), 6.79 (d, 1 H), 6.31 (dd, 1 H), 3.34-3.23 (m, 1 H), 1.14 (d, 2 H), 0.86 (d, 2 H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09273033B2
Source datasetuspto-grants-2016_03
ORD IDord-c012f4e3f2e845ff8154daf4a3a16bbc
Source noteuspto-grants-2016_03