Sodium Hydroxide → HCID 66724941, compound

HRID 1799187Notes

Reaction equation

HRID 1799187 reaction equation
[O:1]=[C:2]1[NH:6][CH2:5][C@@H:4]([C:7]2[C:8]([N+:21]([O-:23])=[O:22])=[CH:9][C:10]([Cl:20])=[C:11]([NH:13]C(=O)C(F)(F)F)[CH:12]=2)[CH2:3]1.[OH-].[Na+]>C(O)C.C(OCC)(=O)C.O>[NH2:13][C:11]1[CH:12]=[C:7]([C@@H:4]2[CH2:5][NH:6][C:2](=[O:1])[CH2:3]2)[C:8]([N+:21]([O-:23])=[O:22])=[CH:9][C:10]=1[Cl:20]

Participants

6

Reactant 2

HCID 14798Sodium HydroxideHCID 86646664HCID 86646664, compound

Product 1

HCID 66724941HCID 66724941, compoundYield 57%

Reagents, catalysts & solvents 3

HCID 702EthanolSolventHCID 962WaterSolventHCID 8857Ethyl AcetateSolvent

Conditions

Temperature
50 °C

Procedure

To a solution of N-(5-((3R)-5-oxopyrrolidin-3-yl)-2-chloro-4-nitrophenyl)-2,2,2-trifluoroacetamide (8.7 g, 24.7 mmol) in 48 mL of ethanol was added 9 mL of 4N NaOH aqueous solution. The mixture was then heated to 50° C. for 3 h. The reaction mixture was diluted with ethyl acetate (100 mL) and water (50 mL). The layers were separated. The organic layer was dried over Na2SO4 and concentrated in vacuo to provide the title compound (3.5 g, 57% yield). MS (ESI) m/z 256.03 (M+H)+.

Workup

  1. customThe layers were separated
  2. dry with materialThe organic layer was dried over Na2SO4
  3. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-50871a019e774089a19941431e9ca74e
Source dataset
uspto-grants-2013_01
Patent number
US08344028B2

Reaction notes

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