Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | HCID 86620693 | HCID 86620693 | — |
| Reactant | HCID 178438386 | HCID 178438386 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 57800466 | HCID 57800466 | 77.1% |
Reaction Steps
To a solution of 2-[5-cyano-2-propyl-4-(trifluoromethyl)-1H-indol-1-yl]-N-hydroxyethanimidamide (Example 275A) (0.05 g, 0.154 mmol) in anhydrous acetonitrile (10.0 mL) under N2, was added 5-chloro-1,3-dimethyl-1H-pyrazolo[3,4-b]pyridine-6-carbonyl chloride (0.095 g, 0.389 mmol) and triethylamine (0.5 mL, 6.81 mmol). The mixture was then heated in a microwave at 150° C. for 30 min. Upon cooling, the mixture was poured onto a biotage prepak column and the mixture was purified by flash chromatography (0-25% EtOAc-hexanes gradient) to give 0.061 g (77% yield) of pure product: MS (ES) m/z 513 (M+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08673948B2 |
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| Source dataset | uspto-grants-2014_03 |
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| ORD ID | ord-d370589916924f709b6cbaadea623eb9 |
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| Source note | uspto-grants-2014_03 |
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