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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 553115Generated: October 31, 2026

3,5-Difluoromandelic acid → 2-[2-(3,5-Difluoro-Phenyl)-2-hydroxy-acetylamino]-pentanoic acid [1-(1,1-dimethyl-2-pyrrolidin-1-yl-ethyl)-1H-imidazol-4-yl]-amide

https://huagongshe.com/reaction/553115

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3,5-Difluoromandelic acidHCID 588648—
Reactant2-Amino-pentanoic acid [1-(1,1-dimethyl-2-pyrrolidin-1-yl-ethyl)-1H-imidazol-4-yl]-amideHCID 67164226—
Product2-[2-(3,5-Difluoro-Phenyl)-2-hydroxy-acetylamino]-pentanoic acid [1-(1,1-dimethyl-2-pyrrolidin-1-yl-ethyl)-1H-imidazol-4-yl]-amideHCID 11712660—

Reaction Steps

2-Amino-pentanoic acid [1-(1,1-dimethyl-2-pyrrolidin-1-yl-ethyl)-1H-imidazol-4-yl]-amide was coupled with (3,5-Difluoro-phenyl)-hydroxy-acetic acid to afford the title compound: MS m/z 478.3 (M+1); Diastereomers were separated using a S,S-Whelk-O1 column (5 cm×25 cm), eluting with 70:30 heptane:iPrOH at a flow rate of 110 mL/min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07951958B2
Source datasetuspto-grants-2011_05
ORD IDord-87be17eb3e2b495f95cfc88b93630101
Source noteuspto-grants-2011_05