Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | HCID 59814692 | HCID 59814692 | — |
| Catalyst | Zinc cyanide (Zn(CN)2) | HCID 11186 | — |
| Product | HCID 59814744 | HCID 59814744 | — |
Reaction Steps
To a solution of 10-(8-aza-bicyclo[3.2.1]oct-3-yl)-3-bromo-10H-phenothiazine, 4i (50 mg, 0.13 mmol) in DMF (750 μL) was added zinc cyanide (15 mg, 0.13 mmol) and tetrakistriphenylphosphine palladium (4 mg), the solution was purged with nitrogen, and the mixture was heated in the microwave for 5 min at 160° C. The mixture was allowed to cool to rt, and purified via reverse phase HPLC (eluent: CH3CN in water containing 0.1% TFA) to yield title compound 10-(8-aza-bicyclo[3.2.1]oct-3-yl)-10H-phenothiazine-3-carbonitrile, 1aa as a TFA salt and as a mixture of endo and exo isomers. MS m/z (MH+) 334.1.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07652005B2 |
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| Source dataset | uspto-grants-2010_01 |
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| ORD ID | ord-c9ec9e1bbb3c4e4c8936d4c18c74d6af |
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| Source note | uspto-grants-2010_01 |
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