Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Acetonitrile | HCID 6342 | — |
| Reactant | Selectfluor | HCID 2724933 | — |
| Reactant | HCID 58565365 | HCID 58565365 | — |
| Product | HCID 58565374 | HCID 58565374 | 15.3% |
Reaction Steps
A mixture of tert-butyl {1-[1-(3-fluorophenyl)-1H-pyrrolo[2,3-b]pyridin-2-yl]ethyl}carbamate (0.10 g, 0.28 mmol) and 1-(chloromethyl)-4-fluoro-1,4-diazoniabicyclo[2.2.2]octane ditetrafluoroborate (0.10 g, 0.28 mmol) in acetonitrile (1.5 mL, 29 mmol) and water (0.15 mL, 8.3 mmol) was heated at 50° C. overnight. The reaction was cooled and extracted with dichloromethane. The combined organic layers were dried over MgSO4, concentrated and purified on silica gel (eluting with 0-20% EtOAc/hexane) to give the desired product (16 mg, 15%). LCMS calculated for C20H22F2N3O2(M+H)+: m/z=374.2. Found: 374.1.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09062055B2 |
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| Source dataset | uspto-grants-2015_06 |
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| ORD ID | ord-392e747130944079b906eba992c0f4dd |
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| Source note | uspto-grants-2015_06 |
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