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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2173445Generated: October 30, 2026

4-Nitrophenethyl bromide → 1-{8-[2-(4-nitrophenyl)ethyl]-3,8-diazabicyclo[3.2.1]oct-3-yl}-2-[4-(1H-tetrazol-1-yl)pheny]ethanone

https://huagongshe.com/reaction/2173445

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Nitrophenethyl bromideHCID 79266—
ReactantDiisopropylethylamineHCID 81531—
Reactant1-(3,8-Diazabicyclo[3.2.1]oct-3-yl)-2-[4-(1H-tetrazol-1-yl)phenyl]ethanoneHCID 67517231—
SolventAcetonitrileHCID 6342—
Product1-{8-[2-(4-nitrophenyl)ethyl]-3,8-diazabicyclo[3.2.1]oct-3-yl}-2-[4-(1H-tetrazol-1-yl)pheny]ethanoneHCID 69087471—

Reaction Conditions

Temperature60 °C

Reaction Steps

1-(3,8-Diazabicyclo[3.2.1]oct-3-yl)-2-[4-(1H-tetrazol-1-yl)phenyl]ethanone (100 mg, 0.335 mmol) was combined with 1-(2-bromoethyl)-4-nitrobenzene (77 mg, 0.34 mmol) and Hunig's base (43.3 mg, 0.335 mmol) in acetonitrile (1 mL) and stirred at 60° C. for 5 h. Purification by mass-directed HPLC afforded the title compound. LC/MS: [(M+1)]+=448.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09056859B2
Source datasetuspto-grants-2015_06
ORD IDord-fb462cf5fe504140b7fc7ab12c110a64
Source noteuspto-grants-2015_06