Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dibutyltin oxide | HCID 61221 | — |
| Reactant | Azidotrimethylsilane | HCID 78378 | — |
| Reactant | STK366373 | HCID 227606 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 21886449 | HCID 21886449 | 83% |
Reaction Steps
To a solution of 5-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-pentanenitrile (6.84 g, 30 mmol) and azidotrimethylsilane (14 mL, 108 mmol) in toluene (40 mL) was added dibutyltin oxide (2.1 g, 6.0 mmol). The mixture was heated at 100° C. for 48 h, concentrated, and flash chromatographed on silica gel column, eluting with EtOAc/DCM (30 and 60%) followed by methanol/DCM (2.5 and 5%) to give the title compound (6.72 g, 83% yield) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07109354B2 |
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| Source dataset | uspto-grants-2006_09 |
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| ORD ID | ord-dedcca26119249368633ac505d3e2c90 |
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| Source note | uspto-grants-2006_09 |
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