Trifluoroacetic acid → HCID 68427678, compound

HRID 1992788Notes

Reaction equation

HRID 1992788 reaction equation
[CH3:1][O:2][C:3]([C:5]1[CH:32]=[CH:31][C:8]([CH2:9][N:10]2[C:14]([C:15]([O:17]C(C)(C)C)=[O:16])=[CH:13][C:12]([C:22]3[CH:27]=[C:26]([F:28])[C:25]([F:29])=[C:24]([F:30])[CH:23]=3)=[N:11]2)=[CH:7][CH:6]=1)=[O:4].C(O)(C(F)(F)F)=O>ClCCl>[CH3:1][O:2][C:3]([C:5]1[CH:6]=[CH:7][C:8]([CH2:9][N:10]2[C:14]([C:15]([OH:17])=[O:16])=[CH:13][C:12]([C:22]3[CH:27]=[C:26]([F:28])[C:25]([F:29])=[C:24]([F:30])[CH:23]=3)=[N:11]2)=[CH:31][CH:32]=1)=[O:4]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 86761040HCID 86761040, compound

Product 1

HCID 68427678HCID 68427678, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of the intermediate from step C (1.3 g, 3 mmol) in dichloromethane (10 mL) was added TFA (10 mL). After stirring the reaction at room temperature for 18 hours, it was concentrated in vacuo, azeotroped with toluene (3×) and used in the next step without any further purification. 1H NMR (CD3OD, 500 MHz): 7.97 (d, J=8.2 Hz, 2H), 7.63 (dd, J=6.9, 9.0 Hz, 2H), 7.33 (s, 1H), 7.31 (d, J=8.3 Hz, 2H), 5.58 (s, 2H), 3.88 (s, 3H). LC-MS: 3.68 min; (M+H)=391.1.

Workup

  1. customthe reaction at room temperature for 18 hours
  2. concentrationit was concentrated in vacuo
  3. customazeotroped with toluene (3×)
  4. customused in the next step without any further purification
  5. custom3.68 min

Sources & evidence

ORD record
ord-5284df69548949d1bc0284098d07b4dc
Source dataset
uspto-grants-2010_01
Patent number
US07649009B2

Reaction notes

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