Trifluoroacetic acid → HCID 86634391, compound

HRID 1191298Notes

Reaction equation

HRID 1191298 reaction equation
[N:1]1([C:8]2[CH:13]=[C:12]([Cl:14])[N:11]=[C:10]([NH:15][C@H:16]3[CH2:20][CH2:19][N:18]([CH:21]4[CH2:30][CH2:29][C:24]5(OCC[O:25]5)[CH2:23][CH2:22]4)[C@@H:17]3[CH2:31][CH2:32][CH2:33][N:34]=[N+:35]=[N-:36])[N:9]=2)[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.FC(F)(F)C(O)=O>O>[N:1]1([C:8]2[CH:13]=[C:12]([Cl:14])[N:11]=[C:10]([NH:15][C@H:16]3[CH2:20][CH2:19][N:18]([CH:21]4[CH2:30][CH2:29][C:24](=[O:25])[CH2:23][CH2:22]4)[C@@H:17]3[CH2:31][CH2:32][CH2:33][N:34]=[N+:35]=[N-:36])[N:9]=2)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 86634389HCID 86634389, compound

Product 1

HCID 86634391HCID 86634391, compoundYield 99.6%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

The compound 44 (1.24 g), water (2 mL) and trifluoroacetic acid (18 mL) were stirred at room temperature for 4 hours and then concentrated. The residue was added aqueous saturated sodium hydrogen carbonate solution and extracted with ethyl acetate. The extract was washed with saturated brine, dried over anhydrous magnesium sulfate, concentrated and obtained the title compound (1.13 g) having the following physical properties.

Workup

  1. concentrationconcentrated
  2. additionThe residue was added aqueous saturated sodium hydrogen carbonate solution
  3. extractionextracted with ethyl acetate
  4. washThe extract was washed with saturated brine
  5. dry with materialdried over anhydrous magnesium sulfate
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-ad1508a7b14f46b895753e7992c9cd72
Source dataset
uspto-grants-2014_03
Patent number
US08680092B2

Reaction notes

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