HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonium Chloride → 5-((2-Chloropyridin-4-yl)oxy)-6-ethylpyridin-2-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | 3-((2-Chloropyridin-4-yl)oxy)-2-ethyl-6-nitropyridine | HCID 90403108 | — |
| Catalyst | Zinc | HCID 23994 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 5-((2-Chloropyridin-4-yl)oxy)-6-ethylpyridin-2-amine | HCID 90426430 | 94.7% |
Reaction Steps
A suspension of Example A8 (1.3 g, 4.65 mmol) and NH4Cl (7.5 g, 140 mmol) in MeOH (24 mL) and THF (24 mL) was treated portion-wise with zinc dust (3 g, 45.9 mmol) and stirred at RT overnight. The solids were removed via filtration through diatomaceous earth and the filtrate concentrated to dryness to afford 5-((2-chloropyridin-4-yl)oxy)-6-ethylpyridin-2-amine (1.1 g, 85%). MS (ESI) m/z: 250.1 (M+H+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09133183B2 |
| Source dataset | uspto-grants-2015_09 |
| ORD ID | ord-677f7aa73e094fdfa08a6b5c79957b7a |
| Source note | uspto-grants-2015_09 |