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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2205306Generated: November 1, 2026

Hydrochloric Acid → methyl 4-[(1S)-1-[[(3R)-1,2,3,4-tetrahydroisoquinoline-3-carbonyl]amino]ethyl]benzoate hydrochloride

https://huagongshe.com/reaction/2205306

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant1,4-DioxaneHCID 31275—
Reactanttert-butyl (3R)-3-[[(1S)-1-(4-methoxycarbonylphenyl)ethyl]carbamoyl]-3,4-dihydro-1H-isoquinoline-2-carboxylateHCID 131735812—
Productmethyl 4-[(1S)-1-[[(3R)-1,2,3,4-tetrahydroisoquinoline-3-carbonyl]amino]ethyl]benzoate hydrochlorideHCID 118876958100%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09371289B2
Source datasetuspto-grants-2016_06
ORD IDord-7fd919c65e21473981cef5e6370261ff
Source noteuspto-grants-2016_06