HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → isopropyl ((2S,4R)-1-acetyl-6-(4-((2-aminoethyl)carbamoyl)phenyl)-2-methyl-1,2,3,4-tetrahydroquinolin-4-yl)carbamate hydrochloride
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 1-methylethyl {(2S,4R)-1-acetyl-6-[4-({[2-({[(1,1-dimethylethyl)oxy]carbonyl}amino)ethyl]amino}carbonyl)phenyl]-2-methyl-1,2,3,4-tetrahydro-4-quinolinyl}carbamate | HCID 86709417 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | isopropyl ((2S,4R)-1-acetyl-6-(4-((2-aminoethyl)carbamoyl)phenyl)-2-methyl-1,2,3,4-tetrahydroquinolin-4-yl)carbamate hydrochloride | HCID 71468505 | 85% |
Reaction Steps
A solution of 1-methylethyl {(2S,4R)-1-acetyl-6-[4-({[2-({[(1,1-dimethylethyl)oxy]carbonyl}amino)ethyl]amino}carbonyl)phenyl]-2-methyl-1,2,3,4-tetrahydro-4-quinolinyl}carbamate (for a preparation see Intermediate 37)(90 mg, 0.163 mmol) in dioxane (2 ml) was treated with hydrogen chloride in 1,4-dioxane (4N, 2 mL, 8.00 mmol) and the resulting mixture stirred at room temperature for 5 h, then concentrated in vacuo. The resulting residue was triturated with Et2O and isolated by filtration to give isopropyl ((2S,4R)-1-acetyl-6-(4-((2-aminoethyl)carbamoyl)phenyl)-2-methyl-1,2,3,4-tetrahydroquinolin-4-yl)carbamate hydrochloride (68 mg, 0.139 mmol, 85% yield) as a pale yellow solid. LCMS (HpH, 2 min), Rt=0.78 min.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08993554B2 |
| Source dataset | uspto-grants-2015_03 |
| ORD ID | ord-a96376431d874d12a10dcec441cd06b4 |
| Source note | uspto-grants-2015_03 |