Potassium Carbonate → Methyl (2S)-2-(2,3,4-trifluoroanilino)propionate

HRID 458160

Reaction equation

HRID 458160 reaction equation
[F:1][C:2]1[C:8]([F:9])=[C:7]([F:10])[CH:6]=[CH:5][C:3]=1[NH2:4].C(=O)([O-])[O-].[K+].[K+].Cl[C@H:18]([CH3:23])[C:19]([O:21][CH3:22])=[O:20]>[Cl-].C([N+](CCCCCC)(CCCCCC)CCCCCC)CCCCC>[F:1][C:2]1[C:8]([F:9])=[C:7]([F:10])[CH:6]=[CH:5][C:3]=1[NH:4][C@@H:18]([CH3:23])[C:19]([O:21][CH3:22])=[O:20]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 774682,3,4-TrifluoroanilineHCID 149593Methyl 2-chloropropanoate, (R)-

Product 1

HCID 10125210Methyl (2S)-2-(2,3,4-trifluoroanilino)propionate

Reagents, catalysts & solvents 1

HCID 80021Tetrahexylammonium chlorideCatalyst

Procedure

In accordance with the process of Example 2, a condensation reaction was performed by using 2,3,4-trifluoroaniline (100 mg), potassium carbonate (188 mg), methyl (2R)-chloropropionate (92 mg) and tetrahexylammonium chloride (40 mg). As the result of the analysis by reversed phase HPLC with the use of the compound of Example 1 as a specimen, the product corresponded to 56 mg (36%) of the title compound.

Workup

  1. customIn accordance with the process of Example 2, a condensation reaction

Sources & evidence

ORD record
ord-fa10b7da2f6c432c96677422272918ed
Source dataset
uspto-grants-2007_03
Patent number
US07189847B2

Linked notes

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