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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2409953Generated: October 30, 2026

1,8-Diazabicyclo(5.4.0)undec-7-ene → HCID 86703275, compound

https://huagongshe.com/reaction/2409953

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,8-Diazabicyclo(5.4.0)undec-7-eneHCID 81184—
ReactantMethyl 6-formylpyridine-2-carboxylateHCID 12575850—
ReactantHCID 69096927HCID 69096927—
SolventDichloromethaneHCID 6344—
ProductHCID 86703275HCID 8670327570.8%

Reaction Steps

To a suspension of 5-fluoro-6-methoxy-2-phenyl-1H-indole (176 mg) and methyl 6-formylpyridine-2-carboxylate (133 mg) in dichloromethane (3.6 mL) was added 1,8-diazabicyclo[5,4,0]-7-undecene (0.011 mL), and this mixture was stirred at room temperature for 20 hours. The reaction mixture was purified by silica gel column chromatography (eluting solvent: ethyl acetate-hexane) to obtain the title compound (210 mg). 1H-NMR (CDCl3) δ ppm: 3.88 (3H, s), 4.05 (3H, s), 5.31 (1H, d, J=2.8 Hz), 6.10-6.16 (1H, m), 6.81 (1H, d, J=11.8 Hz), 6.91 (1H, d, J=7.0 Hz), 7.23-7.29 (1H, m), 7.38-7.54 (3H, m), 7.66-7.75 (3H, m), 8.00-8.06 (1H, m), 8.12 (1H, br s).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08815903B2
Source datasetuspto-grants-2014_08
ORD IDord-febdea0661fb4948b57282d6380c3470
Source noteuspto-grants-2014_08