HCID 68863566, compound → HCID 68864758, compound

HRID 1985811Notes

Reaction equation

HRID 1985811 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH2:8][C@H:9]([NH:14][CH:15]([C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)[C:16]([F:19])([F:18])[F:17])[C:10]([O:12]C)=[O:11]>CO.C1COCC1.[OH-].[Na+]>[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH2:8][C@H:9]([NH:14][CH:15]([C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)[C:16]([F:17])([F:18])[F:19])[C:10]([OH:12])=[O:11]

Participants

5

Reactant 1

HCID 68863566HCID 68863566, compound

Product 1

HCID 68864758HCID 68864758, compound

Reagents, catalysts & solvents 3

HCID 887MethanolSolventHCID 8028TetrahydrofuranSolventHCID 14798Sodium HydroxideSolvent

Procedure

Methyl 3-(2-chlorophenyl)-2(S)-(2,2,2-trifluoro-1(RS)-phenylethylamino)-propionate was dissolved in a mixture of MeOH (2 mL) and THF (5 mL) and IN NaOH (4 mL) was added and the reaction mixture was stirred at room temperature for 4 h. The solvent was evaporated using a rotavap and the pH was adjusted to 6 using 1N HCl. The precipitated yellow solid was filtered and dried to give 3-(2-chlorophenyl)-2(S)-(2,2,2-trifluoro-1(RS)-phenylethylamino)propionic acid (500 mg).

Workup

  1. additionwas added
  2. customThe solvent was evaporated
  3. filtrationThe precipitated yellow solid was filtered
  4. customdried

Sources & evidence

ORD record
ord-fbacd776394242d58fd4f64c86533dd9
Source dataset
uspto-grants-2009_06
Patent number
US07547701B2

Reaction notes

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