Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | HCID 86621768 | HCID 86621768 | — |
| Catalyst | Zinc | HCID 23994 | — |
| Solvent | Tetrahydrofuran ethanol | HCID 21873804 | — |
| Product | HCID 86621762 | HCID 86621762 | 94% |
Reaction Steps
To a suspension of (S)-ethyl 6-(5-cyclopropyl-1H-pyrazol-3-ylamino)-2-[1-(4-fluorophenyl)ethylamino]-5-nitropyrimidine-4-carboxylate (Method 10; 0.7 g, 1.5 mmol) and zinc dust (0.5 g, 7.7 mmol) in EtOH:THF (1:1, 20 ml) was slowly added saturated aqueous NH4Cl solution (3 ml). After 1 hour, the reaction mixture was cooled to 0° C., to which was added saturated NH4OAc solution (10 ml). The resulting mixture was allowed to stir for 10 minutes at 0° C. and then filtered through a plug of celite with EtOAc (100 ml). The resulting aqueous layer was extracted with EtOAc (2×100 ml), dried, filtered, and concentrated to give the title compound (0.60 g, 92%) which was used without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08129403B2 |
|---|
| Source dataset | uspto-grants-2012_03 |
|---|
| ORD ID | ord-c3fc6c2f91d749198de999662ff6e175 |
|---|
| Source note | uspto-grants-2012_03 |
|---|