Trifluoroacetic acid → HCID 57057730, compound

HRID 2396339Notes

Reaction equation

HRID 2396339 reaction equation
[CH2:1]([CH2:10][NH:11][C:12]1[C:20]2[C:15](=[CH:16][C:17]([C:21]([F:24])([F:23])[F:22])=[CH:18][CH:19]=2)[N:14](C(OC(C)(C)C)=O)[C:13]=1[C:32]([O:34][CH2:35][CH3:36])=[O:33])[C:2]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1)=[O:3].FC(F)(F)C(O)=O>C(Cl)Cl.C(OCC)(=O)C>[CH2:1]([CH2:10][NH:11][C:12]1[C:20]2[C:15](=[CH:16][C:17]([C:21]([F:24])([F:22])[F:23])=[CH:18][CH:19]=2)[NH:14][C:13]=1[C:32]([O:34][CH2:35][CH3:36])=[O:33])[C:2]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1)=[O:3]

Participants

5

Reactant 2

HCID 6422Trifluoroacetic acidHCID 21460707HCID 21460707, compound

Product 1

HCID 57057730HCID 57057730, compoundYield 97%

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 8857Ethyl AcetateSolvent

Procedure

Dissolve 3-[(phenacyl)methylamino]-2-carbethoxy-6-trifluoromethyl-1-(tert-butyloxycarbonyl)indole (200 mg, 0.407 mmol) from above in methylene chloride. Add trifluoracetic acid and stir overnight at room temperature. Concentrate the reaction in vacuo, dilute with ethyl acetate and rinse with saturated sodium bicarbonate, dry over magnesium sulfate, filter and concentrate in vacuo to yield 3-[(phenacyl)methylamino]-2-carbethoxy-6-trifluoromethylindole as a foam (154 mg, 97%).

Workup

  1. concentrationConcentrate
  2. customthe reaction in vacuo
  3. washrinse with saturated sodium bicarbonate
  4. dry with materialdry over magnesium sulfate
  5. filtrationfilter
  6. concentrationconcentrate in vacuo

Sources & evidence

ORD record
ord-0652cf7203c443808a5a94c1b85968ef
Source dataset
uspto-grants-1996_02
Patent number
US05491153

Reaction notes

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