Trifluoroacetic acid → HCID 57800403, compound

HRID 2101843Notes

Reaction equation

HRID 2101843 reaction equation
[Cl:1][C:2]1[C:10]([C:11]#[N:12])=[CH:9][CH:8]=[C:7]2[C:3]=1[CH:4]=[C:5]([CH:22]([F:24])[F:23])[N:6]2[CH:13]([CH3:21])[C:14]([O:16]C(C)(C)C)=[O:15].C(O)(C(F)(F)F)=O>C(Cl)Cl>[Cl:1][C:2]1[C:10]([C:11]#[N:12])=[CH:9][CH:8]=[C:7]2[C:3]=1[CH:4]=[C:5]([CH:22]([F:23])[F:24])[N:6]2[CH:13]([CH3:21])[C:14]([OH:16])=[O:15]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 57800183HCID 57800183, compound

Product 1

HCID 57800403HCID 57800403, compoundYield 97.1%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 1,1-dimethylethyl 2-[4-chloro-5-cyano-2-(difluoromethyl)-1H-indol-1-yl]propanoate (0.072 g, 0.2 mmol) in CH2Cl2 (5 mL) was added TFA (5 mL) and stirred at rt for 4 h. The mixture was concentrated in vacuo. The residue was diluted with Et2O and hexane was added while stirring. The solids were collected by filtration and washed with hexane to afford the title compound as a white solid (0.058 g, 95% yield): MS (ES) m/z 299 (M+1).

Workup

  1. concentrationThe mixture was concentrated in vacuo
  2. additionThe residue was diluted with Et2O and hexane
  3. additionwas added
  4. stirringwhile stirring
  5. filtrationThe solids were collected by filtration
  6. washwashed with hexane

Sources & evidence

ORD record
ord-907fe06d7e084da2bb20397b2417e296
Source dataset
uspto-grants-2009_08
Patent number
US07572820B2

Reaction notes

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