Trifluoroacetic anhydride → HCID 19696100, compound

HRID 863703Notes

Reaction equation

HRID 863703 reaction equation
FC(F)(F)C(OC(=O)C(F)(F)F)=O.[CH:14]1[CH:22]=[CH:21][CH:20]=[C:19]2[C:15]=1[CH:16]=[C:17]1[CH2:26][CH:25]([C:27]([NH2:29])=O)[CH2:24][CH2:23][N:18]12>O1CCOCC1>[CH:14]1[CH:22]=[CH:21][CH:20]=[C:19]2[C:15]=1[CH:16]=[C:17]1[CH2:26][CH:25]([C:27]#[N:29])[CH2:24][CH2:23][N:18]12

Participants

4

Reactant 2

HCID 9845Trifluoroacetic anhydrideHCID 19696130HCID 19696130, compound

Product 1

HCID 19696100HCID 19696100, compoundYield 80.8%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

991 mg of trifluoroacetic anhydride were added dropwise to a suspension of 1.0 g of 6,7,8,9-tetrahydropyrido[1,2-a]indole-8-carboxamide in 15 ml of dioxane at 10° C. The mixture was partitioned between dichloromethane and water and the organic phase was dried. The solvent was removed under reduced pressure to give an oil which was subjected to chromatography on silica gel with ethyl acetate/petroleum ether (1:1). There were obtained 740 mg of 6,7,8,9-tetrahydropyrido[1,2-a]indole-8-carbonitrile of melting point 116°-118° C.

Workup

  1. customThe mixture was partitioned between dichloromethane and water
  2. customthe organic phase was dried
  3. customThe solvent was removed under reduced pressure
  4. customto give an oil which

Sources & evidence

ORD record
ord-c941b739881d4bce92b021d853274ab3
Source dataset
uspto-grants-1998_02
Patent number
US05721245

Reaction notes

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