HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonium Chloride → Tert-butyl (4-((6-amino-2-methylpyridin-3-yl)oxy)pyridin-2-yl)carbamate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | Tert-butyl (4-((2-methyl-6-nitropyridin-3-yl)oxy)pyridin-2-yl)carbamate | HCID 131735225 | — |
| Catalyst | Zinc | HCID 23994 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | Tert-butyl (4-((6-amino-2-methylpyridin-3-yl)oxy)pyridin-2-yl)carbamate | HCID 131735226 | 100% |
Reaction Steps
A mixture of tert-butyl (4-((2-methyl-6-nitropyridin-3-yl)oxy)pyridin-2-yl)carbamate (0.438 g, 1.265 mmol) and NH4Cl (2.029 g, 37.9 mmol) in MeOH (10 mL) and THF (10 mL) was treated with zinc dust (0.827 g, 12.65 mmol) and stirred at RT overnight. The mixture was diluted with EtOAc, the solids removed via filtration through diatomaceous earth, washed with EtOAc and the filtrate concentrated to dryness to afford crude tert-butyl (4-((6-amino-2-methylpyridin-3-yl)oxy)pyridin-2-yl)carbamate (100% yield assumed) which was used without further purification. MS (ESI) m/z: 317.2 (M+H+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09309224B2 |
| Source dataset | uspto-grants-2016_04 |
| ORD ID | ord-6892ae8274ec437f9c57a48e8cb78e1d |
| Source note | uspto-grants-2016_04 |