HuagongsheHuagongshe Chemistry Print Report · For research reference only
Carbonic acid--N,N-diethylethanamine (1/2) → (R)-3-(4-(1H-imidazol-1-yl)phenyl)-2-aminopropanamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Carbonic acid--N,N-diethylethanamine (1/2) | HCID 15264167 | — |
| Reactant | (R)-tert-butyl 3-(4-(1H-imidazol-1-yl)phenyl)-1-amino-1-oxopropan-2-ylcarbamate | HCID 67515389 | — |
| Solvent | Hydrochloric Acid | HCID 313 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | (R)-3-(4-(1H-imidazol-1-yl)phenyl)-2-aminopropanamide | HCID 67516322 | — |
Reaction Steps
A solution of ((R)-tert-butyl 3-(4-(1H-imidazol-1-yl)phenyl)-1-amino-1-oxopropan-2-ylcarbamate (250 mg, 0.757 mmol) in 4M HCl in dioxane (4 mL) and 6N HCl (4 mL) was stirred at room temperature for 30 min. It was then concentrated in vacuo. The residue was dissolved in MeOH (10 mL), MP-carbonate resin (1.00 g, ca. 3 mmol/g, 3.00 mmol) was added. After swirling and standing for 2 h, the resin was filtered off. The filtrate was concentrated in vacuo to give (R)-3-(4-(1H-imidazol-1-yl)phenyl)-2-aminopropanamide as free base (100 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08846928B2 |
| Source dataset | uspto-grants-2014_09 |
| ORD ID | ord-92f89a72cbde4d3d83b857a718ca1140 |
| Source note | uspto-grants-2014_09 |