HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1692959Generated: November 1, 2026
1,8-Diazabicyclo(5.4.0)undec-7-ene → 3-(benzyloxy)-1-[4-(7-[2-(trimethylsilyl)ethoxy]methyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1H-pyrazol-1-yl]cyclobutylacetonitrile
https://huagongshe.com/reaction/1692959
Participants
| Role | Name | HCID | Charge |
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| Reactant | 1,8-Diazabicyclo(5.4.0)undec-7-ene | HCID 81184 | — |
| Reactant | 4-(1H-Pyrazol-4-yl)-7-(2-(trimethylsilyl)ethoxy)methyl-7 H-pyrrolo(2,3-d)-pyrimidine | HCID 42631346 | — |
| Reactant | [3-(Benzyloxy)cyclobutylidene]acetonitrile | HCID 66824115 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 3-(benzyloxy)-1-[4-(7-[2-(trimethylsilyl)ethoxy]methyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1H-pyrazol-1-yl]cyclobutylacetonitrile | HCID 67017195 | — |
Reaction Steps
To a mixture of [3-(benzyloxy)cyclobutylidene]acetonitrile (0.1 g, 0.0005 mol) and 4-(1H-pyrazol-4-yl)-7-[2-(trimethylsilyl)ethoxy]methyl-7H-pyrrolo[2,3-d]pyrimidine (0.1 g, 0.0003 mol) in acetonitrile (5 mL) was added 1,8-diazabicyclo[5.4.0]undec-7-ene (0.05 mL, 0.0003 mol) under nitrogen. The mixture was heated at 50° C. overnight, then concentrated under reduced pressure. The residue was purified with combiflash (silica gel, 0-55% EtOAc/Hex) to give the desired product as cis- and trans-isomer mixture. LCMS calculated for C28H35N6O2Si(M+H)+: 515.3; Found: 515.4.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08158616B2 |
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| Source dataset | uspto-grants-2012_04 |
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| ORD ID | ord-2aeb97f32ac14578a9e25df065fe8389 |
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| Source note | uspto-grants-2012_04 |
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