HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → N-{2-[4-((R)-2-hydroxy-2-phenylethylamino)phenyl]ethyl}-(R)-2-hydroxy-2-(3-formamido-4-benzyloxyphenyl) ethylamine monohydrochloride
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 1,4-Dioxane | HCID 31275 | — |
| Reactant | N-{2-[4-((R)-2-hydroxy-2-phenylethylamino)phenyl]ethyl}-(R)-2-hydroxy-2-(3-formamido-4-benzyloxyphenyl) ethylamine | HCID 57755061 | — |
| Solvent | Isopropanol | HCID 3776 | — |
| Product | N-{2-[4-((R)-2-hydroxy-2-phenylethylamino)phenyl]ethyl}-(R)-2-hydroxy-2-(3-formamido-4-benzyloxyphenyl) ethylamine monohydrochloride | HCID 86613492 | 69% |
Reaction Steps
Seed crystals were obtained as follows. N-{2-[4-((R)-2-hydroxy-2-phenylethylamino)phenyl]ethyl}-(R)-2-hydroxy-2-(3-formamido-4-benzyloxyphenyl)ethylamine (96.1 mg, 0.18 mmol) was dissolved in 2-propanol (2.2 mL) with warming. A solution of hydrochloric acid in dioxane (4 M, 45 μL, 0.18 mmol) was added. At the end of the addition the majority of material was present as a gum which was stirred at room temperature overnight. The solids were collected by filtration, washed with 2-propanol (3×1 mL) and dried by suction on the filter to give the title compound as a colorless solid (69.5 mg, 69%). 1H NMR in accord with structure (400 MHz, DMSO-d6).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07557247B2 |
| Source dataset | uspto-grants-2009_07 |
| ORD ID | ord-d08bb69a666e46de92d539c8d9449481 |
| Source note | uspto-grants-2009_07 |