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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2212567Generated: November 4, 2026

Trifluoroacetic acid → Trifluoroacetic acid

https://huagongshe.com/reaction/2212567

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
Reactant3-Hydroxy-2-methyl-3-[4-(2-methyl-quinolin-4-ylmethoxy)-phenyl]-propionic acid methyl esterHCID 69596411—
ReactantKOH NH2OH MeOHHCID 86760235—
ProductTrifluoroacetic acidHCID 6422—
Product3,N-Dihydroxy-2-methyl-3-[4-(2-methyl-quinolin-4-ylmethoxy)-phenyl]-propionamideHCID 10361537—

Reaction Steps

3-Hydroxy-2-methyl-3-[4-(2-methyl-quinolin-4-ylmethoxy)-phenyl]-propionic acid methyl ester (0.10 g, 0.27 mmol) was added to a solution of KOH/NH2OH/MeOH (2 mL) under a nitrogen atmosphere at room temperature. The reaction was stirred for 1 h and was acidified with TFA. The solution was concentrated and the product was purified by HPLC on a C-18 column eluting with an acetonitrile:water:TFA gradient to give the title compound as two separated diasteromers (0.063 g, 48%) and (0.035 g, 27%) as a white solid. MS found: (M+H)+=367.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07102008B2
Source datasetuspto-grants-2006_09
ORD IDord-0c6c76c2564b476698a4eb9384973d53
Source noteuspto-grants-2006_09