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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1471647Generated: October 30, 2026

Hydrochloric Acid → (S)-methyl 2-amino-3-(3-bromo-5-fluorophenyl)propanoate hydrochloride

https://huagongshe.com/reaction/1471647

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantSodium HydroxideHCID 14798—
Reactant(2S,5R)-2-(3-bromo-5-fluorobenzyl)-5-isopropyl-3,6-dimethoxy-2,5-dihydropyrazineHCID 90280221—
SolventAcetonitrileHCID 6342—
Product(S)-methyl 2-amino-3-(3-bromo-5-fluorophenyl)propanoate hydrochlorideHCID 9028021770%

Reaction Steps

A stirred solution of (2S,5R)-2-(3-bromo-5-fluorobenzyl)-5-isopropyl-3,6-dimethoxy-2,5-dihydropyrazine (1.21 g, 3.27 mmol) in acetonitrile (15 mL) was treated with 0.3 N aqueous HCl (15 mL). The reaction was stirred for 2 h and then neutralized with the addition of 1N aq. NaOH. The acetonitrile was removed in vacuo and the solution was extracted with EtOAc. The organics were combined, dried over sodium sulfate, and removed in vacuo to provide (S)-methyl 2-amino-3-(3-bromo-5-fluorophenyl)propanoate hydrochloride (720 mg, 70%). MS (m/z) 276 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09012441B2
Source datasetuspto-grants-2015_04
ORD IDord-b8b17199c0d342caa0078262c56130b9
Source noteuspto-grants-2015_04