HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonium Chloride → HCID 90411101, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | HCID 90411230 | HCID 90411230 | — |
| Catalyst | Zinc | HCID 23994 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 90411101 | HCID 90411101 | 91% |
Reaction Steps
A solution of (R)-3-(dimethylamino)-N-(4-((6-nitropyridin-3-yl)oxy)pyridin-2-yl)pyrrolidine-1-carboxamide (0.720 g, 1.934 mmol) in MeOH (10 mL) and THF (10 mL) was treated with NH4Cl (3.10 g, 58.0 mmol) followed by zinc dust (1.264 g, 19.34 mmol) and the mixture stirred at RT for 0.5 h. The mixture was diluted with EtOAc, the solids removed via filtration and washed with EtOAc. The filtrate was re-filtered and concentrated to dryness to afford (R)—N-(4-((6-aminopyridin-3-yl)oxy)pyridin-2-yl)-3-(dimethylamino)pyrrolidine-1-carboxamide (600 mg, 91%). MS (ESI) m/z: 343.2 (M+H+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09309224B2 |
| Source dataset | uspto-grants-2016_04 |
| ORD ID | ord-a196c5eaaf9c45b8a1bee3194e224984 |
| Source note | uspto-grants-2016_04 |