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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 229883Erstellt: 25. Oktober 2026

Methyl acetoacetate → 5-(2-Chloro-5-trifluoromethyl-phenyl)-2-methyl-1-((R)-2-methyl-tetrahydro-furan-2-ylmethyl)-1H-pyrrole-3-carboxylic acid ((1R,2R)-2-hydroxy-cyclohexyl)-amide

https://huagongshe.com/reaction/229883

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktMethyl acetoacetateHCID 7757—
EduktTetrahydrofurfuryl-2-methylamineHCID 111269—
Edukt(1R,2R)-2-AminocyclohexanolHCID 735777—
Edukt2-Chloro-5-(trifluoromethyl)phenacyl bromideHCID 2783183—
Produkt5-(2-Chloro-5-trifluoromethyl-phenyl)-2-methyl-1-((R)-2-methyl-tetrahydro-furan-2-ylmethyl)-1H-pyrrole-3-carboxylic acid ((1R,2R)-2-hydroxy-cyclohexyl)-amideHCID 11656248—

Reaktionsschritte

The title compound was synthesized in analogy to example 7, using 3-oxo-butyric acid methyl ester as compound of formula R, 2-bromo-1-[2-chloro-5-(trifluoromethyl)-phenyl]-ethanone as compound of formula S, tetrahydro-2-methyl-2-furanmethanamine as R3—(CH2)m—NH2 and (1R,2R)-2-aminocyclohexanol as R1R2NH. Enantiomers of the 5-(2-chloro-5-trifluoromethyl-phenyl)-2-methyl-1-(−2-methyl-tetrahydro-furan-2-ylmethyl)-1H-pyrrole-3-carboxylic acid methyl ester were separated on ChiralPak AD (2% isopropanol/heptane) and the (+)-enantiomer was processed to Isomer II; MS (ISP) 499.4 (M+H)+.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07563910B2
Quelldatensatzuspto-grants-2009_07
ORD IDord-37ceadb9a46f4afaa1b7be2234a4bb55
Quellennotizuspto-grants-2009_07