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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2054752Generated: October 25, 2026

Diethylamine → (2S)-4-(5-chloro-2-fluorophenyl)-2-(3-hydroxyphenyl)-1-(2-methylalanyl)-2,5-dihydro-1H-pyrrole

https://huagongshe.com/reaction/2054752

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethylamineHCID 8021—
Reactant4-(5-chloro-2-fluorophenyl)-2-(3-hydroxyphenyl)-1-(2-methylalanyl)-2,5-dihydro-1H-pyrroleHCID 59656602—
SolventEthanolHCID 702—
Product(2S)-4-(5-chloro-2-fluorophenyl)-2-(3-hydroxyphenyl)-1-(2-methylalanyl)-2,5-dihydro-1H-pyrroleHCID 58641415—

Reaction Steps

Resolution of enantiomers of racemic 4-(5-chloro-2-fluorophenyl)-2-(3-hydroxyphenyl)-1-(2-methylalanyl)-2,5-dihydro-1H-pyrrole (3-4) by chiral normal-phase BPLC (Chiralcel OD column: 0.1% diethylamine in 10% ethanol in hexanes initially, grading to 30% ethanol in hexanes) provided (2S)-4-(5-chloro-2-fluorophenyl)-2(3-hydoxyphenyl)-1-(2-methylalanyl)-2,5-dihydro-1H-pyrrole (3-5) as the first eluting, minus (−) enantiomer.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07329762B2
Source datasetuspto-grants-2008_02
ORD IDord-b2d13acffcce46dbb3de959c6c0e2aea
Source noteuspto-grants-2008_02