Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2-Chloronicotinoyl chloride | HCID 2774541 | — |
| Reactant | HCID 178438386 | HCID 178438386 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 57800169 | HCID 57800169 | 40% |
Reaction Steps
To a solution of 2-[5-cyano-2-propyl-4-(trifluoromethyl)-1H-indol-1-yl]-N-hydroxyethanimidamide (Example 275A) (0.100 g, 0.308 mmol) in anhydrous acetonitrile (10.0 mL) under N2, was added 2-chloro-3-pyridinecarbonyl chloride (0.186 g, 1.10 mmol) and triethylamine (1.0 mL, 13.6 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 0.047 g (40% yield) of pure product: MS (ES) m/z 445 (M+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07572820B2 |
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| Source dataset | uspto-grants-2009_08 |
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| ORD ID | ord-9f7b97e2ab17412b9258701f5a765857 |
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| Source note | uspto-grants-2009_08 |
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