HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 5-{(1R)-1-[5-fluoro-2-(2H-1,2,3-triazol-2-yl)phenyl]ethoxy}-6'-(piperidin-4-yloxy)-3,3'-bipyridin-6-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | tert-butyl 4-[(6'-amino-5'-{(1R)-1-[5-fluoro-2-(2H-1,2,3-triazol-2-yl)phenyl]ethoxy}-3,3'-bipyridin-6-yl)oxy]piperidine-1-carboxylate | HCID 67468730 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 5-{(1R)-1-[5-fluoro-2-(2H-1,2,3-triazol-2-yl)phenyl]ethoxy}-6'-(piperidin-4-yloxy)-3,3'-bipyridin-6-amine | HCID 54588446 | 64.1% |
Reaction Steps
To a solution of the tert-butyl 4-[(6′-amino-5′-{(1R)-1-[5-fluoro-2-(2H-1,2,3-triazol-2-yl)phenyl]ethoxy}-3,3′-bipyridin-6-yl)oxy]piperidine-1-carboxylate (115 mg, 0.2 mmol) in MeOH (1 mL) was added HCl (4N in dioxane, 1 mL). The mixture was stirred at room temperature for 1 hr. The mixture was concentrated and the residue purified by a reversed phase prep-HPLC. The desired fractions were lyophillized to give the title compound (61 mg) as an off-white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08916593B2 |
| Source dataset | uspto-grants-2014_12 |
| ORD ID | ord-7b9dccd79c254872b62b660105da099d |
| Source note | uspto-grants-2014_12 |