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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1692948Generated: November 2, 2026

1,8-Diazabicyclo(5.4.0)undec-7-ene → HCID 178510878, compound

https://huagongshe.com/reaction/1692948

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,8-Diazabicyclo(5.4.0)undec-7-eneHCID 81184—
Reactant4-(1H-Pyrazol-4-yl)-7-(2-(trimethylsilyl)ethoxy)methyl-7 H-pyrrolo(2,3-d)-pyrimidineHCID 42631346—
Reactant(3-{[Tert-butyl(diphenyl)silyl]oxy}cyclobutylidene)acetonitrileHCID 66824450—
SolventAcetonitrileHCID 6342—
ProductHCID 178510878HCID 178510878—

Reaction Conditions

Temperature50 °C

Reaction Steps

(3-[tert-Butyl(diphenyl)silyl]oxycyclobutylidene)acetonitrile (0.15 g, 0.00043 mol) was combined with 4-(1H-pyrazol-4-yl)-7-[2-(trimethylsilyl)ethoxy]methyl-7H-pyrrolo[2,3-d]pyrimidine (0.14 g, 0.00043 mol) in acetonitrile (5 mL) and 1,8-diazabicyclo[5.4.0]undec-7-ene (0.064 mL, 0.00043 mol) was added under nitrogen. The mixture was heated to 50° C. over night. LCMS showed a peak with m/z of 425.4, indicating a de-silyl reaction occurred simultaneously during the Micheal addition. The reaction was concentrated and purified on combiflash (silica gel, 0-100% EtOAc/Hex) to yield the desired produt. LCMS (M+H) 425.4.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08158616B2
Source datasetuspto-grants-2012_04
ORD IDord-4e1f08f4e2264e0dbbedf24f429348ed
Source noteuspto-grants-2012_04