L-Alanine → N-(5-fluoro-2-nitrophenyl)-L-alanine

HRID 898252Notes

Reaction equation

HRID 898252 reaction equation
F[C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[N+:9]([O-:11])=[O:10].[NH2:12][C@H:13]([C:15]([OH:17])=[O:16])[CH3:14].FC1C=CC(N[C@H](CC)C(O)=O)=C([N+]([O-])=O)C=1>>[F:8][C:6]1[CH:5]=[CH:4][C:3]([N+:9]([O-:11])=[O:10])=[C:2]([NH:12][C@H:13]([C:15]([OH:17])=[O:16])[CH3:14])[CH:7]=1

Participants

4

Reactant 3

HCID 5950L-AlanineHCID 679672,4-DifluoronitrobenzeneHCID 69223325(R)-2-(4-fluoro-2-nitrophenylamino)-butyric acid

Product 1

HCID 69223262N-(5-fluoro-2-nitrophenyl)-L-alanine

Procedure

2,4-Difluoronitrobenzene was treated with L-alanine according to the procedure for the preparation of (R)-2-(4-fluoro-2-nitrophenylamino)-butyric acid (see Example 1) to yield N-(5-fluoro-2-nitrophenyl)-L-alanine. MS (ESI) m/z 229 ([M+H]+); MS (ESI) m/z 227 ([M−H]−); Anal. Calcd for C9H9FN2O4: C, 47.37; H, 3.98; N, 12.28. Found: C, 47.61; H, 4.23; N, 12.39.

Sources & evidence

ORD record
ord-c68e23e8b24641ff8f46a33a79a15c92
Source dataset
uspto-grants-2008_04
Patent number
US07351709B2

Reaction notes

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