HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 1-methylethyl {(2S,4R)-1-acetyl-6-[1-(3-aminopropyl)-1H-1,2,3-triazol-4-yl]-2-methyl-1,2,3,4-tetrahydro-4-quinolinyl}carbamate hydrochloride
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 1-methylethyl ((2S,4R)-1-acetyl-6-{1-[3-({[(1,1-dimethylethyl)oxy]carbonyl}amino)propyl]-1H-1,2,3-triazol-4-yl}-2-methyl-1,2,3,4-tetrahydro-4-quinolinyl)carbamate | HCID 68185401 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 1-methylethyl {(2S,4R)-1-acetyl-6-[1-(3-aminopropyl)-1H-1,2,3-triazol-4-yl]-2-methyl-1,2,3,4-tetrahydro-4-quinolinyl}carbamate hydrochloride | HCID 52933873 | 73% |
Reaction Steps
A solution of 1-methylethyl((2S,4R)-1-acetyl-6-{1-[3-({[(1,1-dimethylethyl)oxy]carbonyl}amino)propyl]-1H-1,2,3-triazol-4-yl}-2-methyl-1,2,3,4-tetrahydro-4-quinolinyl)carbamate (for a preparation, see Intermediate 73) (543 mg, 1.055 mmol) in 1,4-dioxane (1 mL) was treated with HCl (4N in 1,4-dioxane, 4.00 mL, 16 mmol) and the resulting mixture was stirred for 2 h at room temperature then concentrated in vacuo. The residue was co-evaporated twice with toluene then triturated with Et2O and filtered off to give 1-methylethyl {(2S,4R)-1-acetyl-6-[1-(3-aminopropyl)-1H-1,2,3-triazol-4-yl]-2-methyl-1,2,3,4-tetrahydro-4-quinolinyl}carbamate hydrochloride (370 mg, 0.771 mmol, 73% yield) as a brown solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08697725B2 |
| Source dataset | uspto-grants-2014_04 |
| ORD ID | ord-4a7f657d5adb4f40b018be24668cdfee |
| Source note | uspto-grants-2014_04 |