Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Pyrrolidine | HCID 31268 | — |
| Reactant | Oxindole | HCID 321710 | — |
| Reactant | HCID 86651954 | HCID 86651954 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 178517057 | HCID 178517057 | — |
Reaction Steps
To a solution of oxindole (12 mg, 0.08 mmol) and 4-(pyridin-4-yl)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-indazole-6-carbaldehyde (31 mg, 0.087 mmol) in ethanol (2 mL) was added pyrrolidine (20 μL). The mixture was heated to 70° C. for 3 h. The solution was concentrated to dryness and treated with 4M HCl (1 mL) in ethanol (3 mL) at 70° C. for 4 h. The solution was cooled to rt and extracted with ethyl acetate (50 mL), dried over MgSO4 and concentrated to give the title compound as a mixture of E/Z isomers which were separated by preparatory HPLC.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08765748B2 |
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| Source dataset | uspto-grants-2014_07 |
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| ORD ID | ord-4e413dd7b92f46b3ad2a3f7ad77977ca |
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| Source note | uspto-grants-2014_07 |
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