Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Piperidine | HCID 8082 | — |
| Reactant | Tert-butyl 4-[2-(6-methoxy-3-oxo-2,3-dihydrobenzofuran-7-yl)ethyl]piperidine-1-carboxylate | HCID 71278935 | — |
| Reactant | HCID 178520050 | HCID 178520050 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 178487116 | HCID 178487116 | 41% |
Reaction Steps
A solution of tert-butyl 4-[2-(6-methoxy-3-oxo-2,3-dihydrobenzofuran-7-yl)ethyl]piperidine-1-carboxylate (0.120 g, 0.319 mmol) synthesized in the same manner as that of Example B57, Step 1 in methanol (5 mL) was added with 1H-pyrazolo[3,4-b]pyridine-3-carboxaldehyde (0.0469 g, 0.319 mmol) and piperidine (0.100 mL, 1.01 mmol), and the mixture was stirred at 60° C. for 2 hours. The reaction mixture was cooled to room temperature, and the precipitated solid was collected by filtration. The resulting solid was suspended in 50% ethyl acetate in hexane and thereby washed to obtain tert-butyl (Z)-4-(2-{2-[(1H-pyrazolo[3,4-b]pyridin-3-yl)methylene]-6-methoxy-3-oxo-2,3-dihydrobenzofuran-7-yl}ethyl)piperidine-1-carboxylate (0.0652 g, 41%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09156827B2 |
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| Source dataset | uspto-grants-2015_10 |
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| ORD ID | ord-543528718ded4f0cbc4ada0bf4cc2af2 |
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| Source note | uspto-grants-2015_10 |
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