Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | HCID 59700605 | HCID 59700605 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 10360657 | HCID 10360657 | 73% |
Reaction Steps
Add methanol (19 mg, 0.59 mmol) and sodium hydride (14 mg, 60% dispersion, 0.35 mmol) to a solution of 4-[2-(6-chloro-pyridin-2-yl)-pyrazolo[1,5-a]pyridin-3-yl]-quinoline (42 mg, 0.118 mmol) in DMF (0.6 mL) at room temperature. Heat to 110° C. for 3 hours, cool to room temperature, and quench with saturated aqueous ammonium chloride (0.5 mL). Concentrate in vacuo, filter, and purify by flash column chromatography (Silica Gel, 20-40% acetone/hexanes) to provide the title compound 30 mg (73%) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07365066B2 |
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| Source dataset | uspto-grants-2008_04 |
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| ORD ID | ord-4be8636446884363b61e46ee11a45cfc |
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| Source note | uspto-grants-2008_04 |
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