Trifluoroacetic acid → HCID 66618862, compound

HRID 406340Notes

Reaction equation

HRID 406340 reaction equation
[Br:1][CH2:2][CH2:3][CH:4]([C:17]1[CH:22]=[CH:21][CH:20]=[C:19]([C:23]([F:26])([F:25])[F:24])[CH:18]=1)[CH2:5][C:6]([NH:8][NH:9]C(OC(C)(C)C)=O)=[O:7].FC(F)(F)C(O)=O>C(Cl)Cl>[Br:1][CH2:2][CH2:3][CH:4]([C:17]1[CH:22]=[CH:21][CH:20]=[C:19]([C:23]([F:24])([F:25])[F:26])[CH:18]=1)[CH2:5][C:6]([NH:8][NH2:9])=[O:7]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 66778275HCID 66778275, compound

Product 1

HCID 66618862HCID 66618862, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

tert-Butyl N′-[5-bromo-3-(3-trifluoromethylphenyl)pentanoyl]hydrazinecarboxylate (1.6 g) was dissolved in methylene chloride (8 mL), and trifluoroacetic acid (10 mL) was added at 0° C. The mixture was stirred at room temperature for two hours and then concentrated under reduced pressure. The resulting oil was diluted with ethyl acetate, and then washed with 1 N sodium hydroxide aqueous solution and brine and dried over magnesium sulfate. The oil after concentration under reduced pressure (990 mg) was used directly for the next reaction as a crude product.

Workup

  1. concentrationconcentrated under reduced pressure
  2. additionThe resulting oil was diluted with ethyl acetate
  3. washwashed with 1 N sodium hydroxide aqueous solution and brine
  4. dry with materialdried over magnesium sulfate
  5. concentrationThe oil after concentration under reduced pressure (990 mg)
  6. customwas used directly for the next reaction as a crude product

Sources & evidence

ORD record
ord-109e53e63f734df6a155a5f41344143f
Source dataset
uspto-grants-2014_06
Patent number
US08754100B2

Reaction notes

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