Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | Ammonium Acetate | HCID 517165 | — |
| Reactant | HCID 11596606 | HCID 11596606 | — |
| Catalyst | Zinc | HCID 23994 | — |
| Solvent | MeOH tetrahydrofuran | HCID 21899815 | — |
| Product | HCID 66589143 | HCID 66589143 | — |
Reaction Steps
To a suspension of (S)-4-(5-cyclopropyl-1H-pyrazol-3-ylamino)-2-[1-(4-fluorophenyl)ethylamino]-5-nitrobenzonitrile (Method 32; 4.10 g, 10.1 mmol) and zinc dust (3.30 g, 50.4 mmol) in MeOH:THF (1:1, 100 ml) was slowly added saturated ammonium chloride (40 ml). The reaction mixture was stirred at 25° C. for 1 hr, to which was added saturated ammonium acetate solution (50 ml). The resulting mixture was stirred for another 30 min. The Zn dust was removed by filtration and washed with EtOAc (200 ml). The organic layer was separated, washed with brine (100 ml), dried over Na2SO4, and concentrated. The title compound was used directly for the next step without further purification. MS: Calcd: 376; Found: [M+H]+ 377.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08129403B2 |
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| Source dataset | uspto-grants-2012_03 |
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| ORD ID | ord-625b2d080cfc4bd2a654ec8f6e994478 |
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| Source note | uspto-grants-2012_03 |
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