Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Cyclohexanemethylamine | HCID 76688 | — |
| Reactant | HCID 86691789 | HCID 86691789 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | HCID 53357944 | HCID 53357944 | 33% |
Reaction Steps
A mixture of 3-(6-chloropyridin-2-yl)pyrazolo[1,5-a]pyridine-5-carbonitrile (Preparation 6, 30 mg, 0.12 mmol), cyclohexylmethanamine (46 μL, 0.35 mmol) and triethylamine (50 μL, 0.36 mmol) in dimethylsulfoxide (0.5 mL) was heated at 140° C. for 20 hours. The mixture was then cooled, water was added and the resultant precipitate was filtered and dried in vacuo. Purification of the solid by flash chromatography (dichloromethane to 150:1 dichloromethane/methanol) gave the title compound (13 mg, 33%) as a yellow foam.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09206183B2 |
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| Source dataset | uspto-grants-2015_12 |
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| ORD ID | ord-76f9428c3b68493d9f53e3d287a766c6 |
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| Source note | uspto-grants-2015_12 |
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