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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 229869Generated: October 24, 2026

Methyl acetoacetate → 5-(2-Fluoro-5-trifluoromethyl-phenyl)-2-methyl-1-[(S)-1-(tetrahydro-furan-2-yl)methyl]-1H-pyrrole-3-carboxylic acid ((1R,2R)-2-hydroxy-cyclohexyl)-amide

https://huagongshe.com/en/reaction/229869

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl acetoacetateHCID 7757—
Reactant(S)-(+)-TetrahydrofurfurylamineHCID 641530—
Reactant(1R,2R)-2-AminocyclohexanolHCID 735777—
Reactant2-Fluoro-5-(trifluoromethyl)phenacyl bromideHCID 2778784—
Product5-(2-Fluoro-5-trifluoromethyl-phenyl)-2-methyl-1-[(S)-1-(tetrahydro-furan-2-yl)methyl]-1H-pyrrole-3-carboxylic acid ((1R,2R)-2-hydroxy-cyclohexyl)-amideHCID 11669950—

Reaction Steps

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-fluoro-5-(trifluoromethyl)-phenyl]-ethanone as compound of formula S, (S)-tetrahydrofurfurylamine as R3—(CH2)m—NH2 and (1R,2R)-2-aminocyclohexanol as R1R2NH, MS (ISP) 469.5 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07563910B2
Source datasetuspto-grants-2009_07
ORD IDord-37e4ab64492d40c4b96072b351b3e123
Source noteuspto-grants-2009_07