HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → methyl 4-[(1S)-1-[[(3R)-1,2,3,4-tetrahydroisoquinoline-3-carbonyl]amino]ethyl]benzoate hydrochloride
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 1,4-Dioxane | HCID 31275 | — |
| Reactant | tert-butyl (3R)-3-[[(1S)-1-(4-methoxycarbonylphenyl)ethyl]carbamoyl]-3,4-dihydro-1H-isoquinoline-2-carboxylate | HCID 131735812 | — |
| Product | methyl 4-[(1S)-1-[[(3R)-1,2,3,4-tetrahydroisoquinoline-3-carbonyl]amino]ethyl]benzoate hydrochloride | HCID 118876958 | 100% |
Reaction Steps
Dissolve tert-butyl (3R)-3-[[(1S)-1-(4-methoxycarbonylphenyl)ethyl]carbamoyl]-3,4-dihydro-1H-isoquinoline-2-carboxylate (5.5 g, 12.5 mmol) in a 4 M solution of hydrogen chloride in 1,4-dioxane (30 mL, 120 mmol). Stir the mixture overnight at room temperature, and then concentrate the mixture under reduced pressure to furnish the title compound as a white solid (4.70 g, 100% yield). Mass spectrum (m/z): 339 ([M+H]+), 677 ([2M+H]+), 699 ([2M+Na]+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09371289B2 |
| Source dataset | uspto-grants-2016_06 |
| ORD ID | ord-7fd919c65e21473981cef5e6370261ff |
| Source note | uspto-grants-2016_06 |