Trifluoroacetic acid → HCID 11853395, compound

HRID 2371105Notes

Reaction equation

HRID 2371105 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[CH:12][C:11]([CH2:14][CH2:15][CH:16]([O:38]CC3C=CC(OC)=CC=3)[CH:17]([CH2:25][CH2:26][N:27]3[C:35](=[O:36])[C:34]4[C:29](=[CH:30][CH:31]=[CH:32][CH:33]=4)[C:28]3=[O:37])[C:18]([O:20]C(C)(C)C)=[O:19])=[CH:10][CH:9]=2)=[CH:4][CH:3]=1.FC(F)(F)C(O)=O>ClCCl>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:9]=[CH:10][C:11]([CH2:14][CH2:15][CH:16]([OH:38])[CH:17]([CH2:25][CH2:26][N:27]3[C:28](=[O:37])[C:29]4[C:34](=[CH:33][CH:32]=[CH:31][CH:30]=4)[C:35]3=[O:36])[C:18]([OH:20])=[O:19])=[CH:12][CH:13]=2)=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 69245421HCID 69245421, compound

Product 1

HCID 11853395HCID 11853395, compoundYield 77.6%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of the compound (120 mg) obtained from step 8 above in dichloromethane (5 ml) was added trifluoroacetic acid (2 ml) and stirred the reaction mixture for 2 hours at room temperature. The solvent was evaporated under reduced pressure and the residue thus obtained was purified by preparative thin layer chromatography (eluant: 60% ethyl acetate in hexane) to furnish the title compound (68 mg).

Workup

  1. customThe solvent was evaporated under reduced pressure
  2. customthe residue thus obtained
  3. customwas purified by preparative thin layer chromatography (eluant: 60% ethyl acetate in hexane)

Sources & evidence

ORD record
ord-0a588f89edcc44df8d92143a52cc99de
Source dataset
uspto-grants-2014_04
Patent number
US08710261B2

Reaction notes

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