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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1911551Generated: November 4, 2026

Water → (S)-2-Amino-4-(2-chloro-phenyl)-2-methyl-butyric acid methyl ester

https://huagongshe.com/reaction/1911551

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTrifluoroacetic acidHCID 6422—
ReactantAmmonium ChlorideHCID 25517—
Reactant(2S,5R)-2-[2-(2-Chloro-phenyl)-ethyl]-5-isopropyl-3,6-dimethoxy-2-methyl-2,5-dihydro-pyrazineHCID 68716087—
SolventAcetonitrileHCID 6342—
Product(S)-2-Amino-4-(2-chloro-phenyl)-2-methyl-butyric acid methyl esterHCID 68711125—

Reaction Conditions

Temperature40 °C

Reaction Steps

To a solution of (2S,5R)-2-[2-(2-chloro-phenyl)-ethyl]-5-isopropyl-3,6-dimethoxy-2-methyl-2,5-dihydro-pyrazine (1.22 g, 3.62 mmol) in acetonitrile (12 ml) were added water (4 ml) and trifluoroacetic acid (2 ml). The mixture was stirred overnight at 40° C. Saturated ammonium chloride solution was added and the mixture was extracted with dichloromethane three times. The combined organic layers were dried (MgSO4), filtered and evaporated. The residue was purified by column chromatography (SiO2, EtOAc/MeOH=95:5 to yield a colorless oil, (0.46 g, 52%); MS (ISP): 242.1; 244.1 ((M+H)+.).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08604061B2
Source datasetuspto-grants-2013_12
ORD IDord-fab17fba59c5437e93c37c80e8472f80
Source noteuspto-grants-2013_12