Trifluoroacetic acid → HCID 57602573, compound

HRID 1787947Notes

Reaction equation

HRID 1787947 reaction equation
C(OC(=O)[NH:7][CH2:8][C:9]#[C:10][CH2:11][NH:12][C:13](=[O:33])[CH2:14][CH2:15][CH2:16][CH2:17][CH:18]([C:26]1[CH:31]=[CH:30][C:29]([F:32])=[CH:28][CH:27]=1)[C:19]1[CH:24]=[CH:23][C:22]([F:25])=[CH:21][CH:20]=1)(C)(C)C.C(O)(C(F)(F)F)=O>C(Cl)Cl>[NH2:7][CH2:8][C:9]#[C:10][CH2:11][NH:12][C:13](=[O:33])[CH2:14][CH2:15][CH2:16][CH2:17][CH:18]([C:26]1[CH:31]=[CH:30][C:29]([F:32])=[CH:28][CH:27]=1)[C:19]1[CH:24]=[CH:23][C:22]([F:25])=[CH:21][CH:20]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 57602578HCID 57602578, compound

Product 1

HCID 57602573HCID 57602573, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

{4-[6,6-bis-(4-fluoro-phenyl)-hexanoylamino]-but-2-ynyl}-carbamic acid tert-butyl ester (1.6 g, 3.4 mmol) was dissolved in dry CH2Cl2 (50 ml) followed by addition of TFA (20 ml). The resulting solution was stirred at room temperature for 2 hrs. The solution was concentrated under reduced pressure. The resulting residue was dissolved in water (20 ml) and pH of the solution was adjusted to 10. The water phase was extracted with CH2Cl2 (100 ml), and dried over magnesium sulfate. The solvent was evaporated under reduced pressure to give the desired product in almost quantitative yield.

Workup

  1. concentrationThe solution was concentrated under reduced pressure
  2. dissolutionThe resulting residue was dissolved in water (20 ml)
  3. extractionThe water phase was extracted with CH2Cl2 (100 ml)
  4. dry with materialdried over magnesium sulfate
  5. customThe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-008d490ab3034c50ba37867aa493072d
Source dataset
uspto-grants-2009_03
Patent number
US07511077B2

Reaction notes

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