Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | HCID 69000297 | HCID 69000297 | — |
| Catalyst | Iron | HCID 23925 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 68996450 | HCID 68996450 | 32% |
Reaction Steps
(E)-N-{2-[2-(1H-indazol-3-yl)vinyl]phenyl}-3-methyl-5-nitrothiophene-2-carboxamide (90 mg, 0.22 mmol), iron powder (621 mg, 11.13 mmol) and ammonium chloride (59 mg, 1.10 mmol) were added with ethanol (1.0 mL) and water (1.0 mL) at room temperature, stirred at 50° C. for 1 hour and then the reaction mixture was filtered through Celite. The filtrate was extracted with ethyl acetate and the organic layer was sequentially washed with water and saturated brine, dried over anhydrous magnesium sulfate and the solvent was evaporated under reduced pressure. The residue was triturated in ethyl acetate to obtain Compound 67 (26 mg, 32%).
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-9d17efa8a3a94b9e8714e16f7d799bd2 |
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| Source note | uspto-grants-2009_10 |
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