4-Fluorobenzonitrile → n-(4-Cyanophenyl)alanine iso-butyl ester

HRID 133326Notes

Reaction equation

HRID 133326 reaction equation
F[C:2]1[CH:9]=[CH:8][C:5]([C:6]#[N:7])=[CH:4][CH:3]=1.Cl.[CH2:11]([O:15][C:16](=[O:20])[CH:17]([CH3:19])[NH2:18])[CH:12]([CH3:14])[CH3:13]>>[CH2:11]([O:15][C:16](=[O:20])[C@H:17]([CH3:19])[NH:18][C:2]1[CH:9]=[CH:8][C:5]([C:6]#[N:7])=[CH:4][CH:3]=1)[CH:12]([CH3:14])[CH3:13]

Participants

3

Reactant 2

HCID 145174-FluorobenzonitrileHCID 862001092-Methylpropyl 2-aminopropanoate hydrochloride

Product 1

HCID 54547341n-(4-Cyanophenyl)alanine iso-butyl ester

Procedure

Following General Procedure AP above and using 4-fluorobenzonitrile (Aldrich) and D,L-alanine iso-butyl ester hydrochloride (from Example AA above), the title compound was prepared as an oil. The product was recovered by column chromatography on silica gel using 1:5 EtOAc/hexanes as the eluant

Workup

  1. customThe product was recovered by column chromatography on silica gel using 1:5 EtOAc/hexanes as the eluant

Sources & evidence

ORD record
ord-cfb7850180a2472fa9c449b54ad5c086
Source dataset
uspto-grants-2008_06
Patent number
US07390801B2

Reaction notes

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