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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 515113Generated: October 29, 2026

Hydrochloric Acid → 5-[(1R)-2-[2-(aminomethyl)pyrrolidin-1-yl]-1-hydroxyethyl]-4-methyl-2-benzofuran-1(3H)-one hydrochloride

https://huagongshe.com/reaction/515113

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactanttert-Butyl ({1-[(2R)-2-hydroxy-2-(4-methyl-1-oxo-1,3-dihydro-2-benzofuran-5-yl)ethyl]pyrrolidin-2-yl}methyl)carbamateHCID 131733295—
Solvent1,4-DioxaneHCID 31275—
Product5-[(1R)-2-[2-(aminomethyl)pyrrolidin-1-yl]-1-hydroxyethyl]-4-methyl-2-benzofuran-1(3H)-one hydrochlorideHCID 90409762—

Reaction Steps

A suspension of the faster eluting diastereomer of tert-butyl({1-[(2R)-2-hydroxy-2-(4-methyl-1-oxo-1,3-dihydro-2-benzofuran-5-yl)ethyl]pyrrolidin-2-yl}methyl)carbamate (710 mg, 1.82 mmol) in dioxane (2.0 mL) was treated with a solution of hydrochloric acid in dioxane (4.0 M, 2.0 mL). After shaking sixteen hours, the solvents were removed in vacuo to provide 5-[(1R)-2-[2-(aminomethyl)pyrrolidin-1-yl]-1-hydroxyethyl}-4-methyl-2-benzofuran-1(3H)-one hydrochloride which was carried on without purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09108947B2
Source datasetuspto-grants-2015_08
ORD IDord-553dc0131c9b416da71c1fe93dff5ea7
Source noteuspto-grants-2015_08