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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2416610Generated: October 26, 2026

1,2-Dimethoxyethane → 1-(6-Phenyl-3-pyridyl)-4-tert-butoxycarbonyl homopiperazine

https://huagongshe.com/reaction/2416610

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DimethoxyethaneHCID 8071—
ReactantPotassium CarbonateHCID 11430—
ReactantPhenylboronic AcidHCID 66827—
ReactantTert-butyl 4-(6-bromopyridin-3-yl)-1,4-diazepane-1-carboxylateHCID 22478562—
CatalystHCID 178418397HCID 178418397—
SolventWaterHCID 962—
Product1-(6-Phenyl-3-pyridyl)-4-tert-butoxycarbonyl homopiperazineHCID 22478459—

Reaction Steps

1-(6-Bromo-3-pyridyl)-4-tert-butoxycarbonyl homopiperazine (0.89 g, 2.5 mmol), phenyl boronic acid (0.37 g, 3.0 mmol), tetrakis(triphenylphosphine)palladium(0) (0.15 g, 0.12 mmol), 1.2-dimethoxyethane (50 ml), potassium carbonate (1.0 g, 7.5 mmol) and water (7.5 ml) was stirred at reflux overnight. Water (50 ml) was added and the mixture was extracted twice with ethyl acetate (40 ml). Chromatography on silica gel with a mixture of petroleum:ethyl acetate (1:1) gave the title compound as an oil. Yield 0.83 g. 94%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06825189B1
Source datasetuspto-grants-2004_11
ORD IDord-03bec82529be40b79ed1d2a0ebfb9145
Source noteuspto-grants-2004_11