Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | HCID 71627659 | HCID 71627659 | — |
| Reactant | HCID 178419401 | HCID 178419401 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 69000493 | HCID 69000493 | 16.3% |
Reaction Steps
A solution of 4-(4-formyl-3-nitrophenyl)piperazine-1-carboxylic acid tert-butyl ester (1.4 g, 3.0 mmol) obtained in Step 1 in methanol (10 mL) was added with (1H-indazol-3-ylmethyl)triphenylphosphonium bromide (0.99 g, 3.0 mmol) and potassium carbonate (0.82 g, 5.9 mmol), followed by stirring at room temperature for 1.5 hours. The reaction mixture was added with water and extracted with ethyl acetate. The organic layer was washed with water and saturated brine, dried over anhydrous magnesium sulfate and the solvent was evaporated under reduced pressure. The filtrate was purified by silica gel column chromatography (hexane/ethyl acetate=4/1 to ethyl acetate) to obtain (E)-4-{4-[2-(1H-indazol-3-yl)vinyl]-3-nitrophenyl}piperazine-1-carboxylic acid tert-butyl ester (0.22 g, 16%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07605272B2 |
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| Source dataset | uspto-grants-2009_10 |
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| ORD ID | ord-ce110fcfe5b9445da888aa32e3f68fbc |
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| Source note | uspto-grants-2009_10 |
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