2,5-Difluoronitrobenzene → (2S)-2-[(4-fluoro-2-nitrophenyl)amino]butanoic acid

HRID 898263Notes

Reaction equation

HRID 898263 reaction equation
FC1C=CC(F)=CC=1[N+]([O-])=O.N[C@@H](CC)C(O)=O.[F:19][C:20]1[CH:25]=[CH:24][C:23]([NH:26][C@H:27]([CH2:31][CH3:32])[C:28]([OH:30])=[O:29])=[C:22]([N+:33]([O-:35])=[O:34])[CH:21]=1>>[F:19][C:20]1[CH:25]=[CH:24][C:23]([NH:26][C@@H:27]([CH2:31][CH3:32])[C:28]([OH:30])=[O:29])=[C:22]([N+:33]([O-:35])=[O:34])[CH:21]=1

Participants

4

Reactant 3

HCID 677672,5-DifluoronitrobenzeneHCID 80283(-)-2-Aminobutyric acidHCID 69223325(R)-2-(4-fluoro-2-nitrophenylamino)-butyric acid

Product 1

HCID 69222707(2S)-2-[(4-fluoro-2-nitrophenyl)amino]butanoic acid

Procedure

2,5-Difluoronitrobenzene was treated with (S)-2-aminobutyric acid according to the procedure for the preparation of (R)-2-(4-fluoro-2-nitrophenylamino)-butyric acid (see Example 1) to yield (2S)-2-[(4-fluoro-2-nitrophenyl)amino]butanoic acid. MS (ESI) m/z 243 ([M+H]+); MS (ESI) m/z 241 ([M−H]−).

Sources & evidence

ORD record
ord-419b62b4a0d946f1ab0214fc8f790c09
Source dataset
uspto-grants-2008_04
Patent number
US07351709B2

Reaction notes

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