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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 74816Generated: October 26, 2026

Trifluoroacetic acid → methyl (2S)-2-amino-3-(quinolin-6-yl)propanoate

https://huagongshe.com/reaction/74816

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
Reactant6-{[(2S,5R)-3,6-dimethoxy-5-(propan-2-yl)-2,5-dihydropyrazin-2-yl]methyl}quinolineHCID 86685769—
SolventWaterHCID 962—
SolventAcetonitrileHCID 6342—
Productmethyl (2S)-2-amino-3-(quinolin-6-yl)propanoateHCID 86685770—

Reaction Conditions

Temperature10 °C

Reaction Steps

To a solution of #211 (7.3 g, 22.5 mmol, 1 eq.) in water (25 mL) and acetonitrile (80 mL) was added trifluoroacetic acid (9 mL) at 0° C. and the solution was stirred at 10° C. overnight. The organic layer was removed in vacuo and the remaining aqueous layer was basified to pH 9 with sodium carbonate, which was directly used for the next step.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08828401B2
Source datasetuspto-grants-2014_09
ORD IDord-4a9bf0aebfb24ab29f3d2c36f70c87d7
Source noteuspto-grants-2014_09