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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2354897Generated: October 30, 2026

1-(Azidomethyl)-4-methoxybenzene → 12-Methyl-5-(4-methoxybenzyl)-3,4,5,12-tetraaza-tricyclo[6.3.1.02,6]dodeca-2(6),3-diene

https://huagongshe.com/reaction/2354897

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-(Azidomethyl)-4-methoxybenzeneHCID 10931767—
Reactant9-Methyl-3-(pyrrolidin-1-yl)-9-azabicyclo[3.3.1]non-3-eneHCID 59679464—
Product12-Methyl-5-(4-methoxybenzyl)-3,4,5,12-tetraaza-tricyclo[6.3.1.02,6]dodeca-2(6),3-dieneHCID 5967949857.6%

Reaction Conditions

Temperature50 °C

Reaction Steps

A mixture of 9-methyl-3-(pyrrolidin-1-yl)-9-azabicyclo[3.3.1]non-3-ene (1.2 g, 5.9 mmol) and 4-methoxybenzylazide (0.96 g, 5.9 mmol) was heated at 50° C. for 2 days. The crude mixture was purified by prep HPLC to afford the product (1.0 g, 3.4 mmol, 57% yield) as yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07754712B2
Source datasetuspto-grants-2010_07
ORD IDord-725da804052b42e7b859675e18965757
Source noteuspto-grants-2010_07