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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1772716Generated: November 3, 2026

1,8-Diazabicyclo(5.4.0)undec-7-ene → HCID 178517555, compound

https://huagongshe.com/reaction/1772716

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,8-Diazabicyclo(5.4.0)undec-7-eneHCID 81184—
ReactantHCID 117728175HCID 117728175—
SolventAcetonitrileHCID 6342—
ProductHCID 178517555HCID 178517555—

Reaction Conditions

Temperature100 °C

Reaction Steps

Compound 77a (26.5 mg, 0.469 mmol) was placed in an 8 mL vial equipped with a stir bar. ACN (1 mL) and DBU (0.358 μL, 0.00235 mmol) were added. The reaction was stirred at 100° C. for 18 h and then cooled to rt. The precipitate was collected by filtration and then the solid was washed with ACN (2×5 mL). The residual solvent was removed under reduced pressure to afford the title compound 28. 1H-NMR (400 MHz, DMSO-d6) δ (ppm): 9.06 (d, J=2.0 Hz, 1H), 8.85 (d, J=2.0 Hz, 1H), 8.32-8.37 (m, 2H), 8.27 (s, 1H), 7.97 (d, J=8.6 Hz, 1H), 7.94 (d, J=7.6 Hz, 1H), 7.87 (d, J=3.5 Hz, 1H), 7.90 (d, J=4.0 Hz, 1H), 7.75 (t, J=7.1 Hz, 1H), 7.66 (d, J=16.2 Hz, 1H), 7.56 (t, J=7.3 Hz, 1H), 7.52 (s, 1H), 4.29-4.39 (m, 4H), 3.81-3.87 (m, 4H). Mass Spectrum (LCMS, ESI pos.) Calcd. for C28H22N8O3: 519.2 (M+H). found: 519.3.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09249163B2
Source datasetuspto-grants-2016_02
ORD IDord-2bab59b20a8a42eda9018c240614421f
Source noteuspto-grants-2016_02