HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonium Chloride → 4-[[2-[5-[[Boc(2-methoxyethyl)amino]methyl]-2-pyridyl]-7-thieno[3,2-b]pyridyl]oxy]-3-fluoroaniline
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | tert-Butyl (6-(7-(2-fluoro-4-nitrophenoxy)thieno[3,2-b]pyridin-2-yl)pyridin-3-yl)methyl(2-methoxyethyl)carbamate | HCID 57919594 | — |
| Catalyst | Iron | HCID 23925 | — |
| Solvent | Water ethanol | HCID 19096565 | — |
| Product | 4-[[2-[5-[[Boc(2-methoxyethyl)amino]methyl]-2-pyridyl]-7-thieno[3,2-b]pyridyl]oxy]-3-fluoroaniline | HCID 57919472 | 100% |
Reaction Steps
A solution of 125 (443 mg, 0.80 mmol) and NH4Cl (37 mg, 0.68 mmol) in 2:1 mixture of EtOH/water (10.5 mL) was treated with iron powder (380 mg, 6.79 mmol) and stirred at reflux for 1 hour. The reaction mixture was then filtered through a celite pad and concentrated to afford title compound 126 that was used without further purification (440 mg, 100% yield). MS (m/z): 525.2 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08846927B2 |
| Source dataset | uspto-grants-2014_09 |
| ORD ID | ord-4c52c816fd0f4880879d425eb908c057 |
| Source note | uspto-grants-2014_09 |