Trifluoroacetic acid → HCID 68705957, compound

HRID 2232983Notes

Reaction equation

HRID 2232983 reaction equation
FC(F)(F)C(O)=O.C(OC([N:15]1[CH2:21][CH2:20][CH2:19][N:18]([C:22]2[C:27]([CH2:28][NH:29][C:30]3[N:34]([C:35]4[CH:40]=[CH:39][CH:38]=[C:37]([Cl:41])[C:36]=4[Cl:42])[CH:33]=[N:32][N:31]=3)=[CH:26][CH:25]=[CH:24][N:23]=2)[CH2:17][CH2:16]1)=O)(C)(C)C>ClCCl>[N:18]1([C:22]2[C:27]([CH2:28][NH:29][C:30]3[N:34]([C:35]4[CH:40]=[CH:39][CH:38]=[C:37]([Cl:41])[C:36]=4[Cl:42])[CH:33]=[N:32][N:31]=3)=[CH:26][CH:25]=[CH:24][N:23]=2)[CH2:19][CH2:20][CH2:21][NH:15][CH2:16][CH2:17]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 16679401HCID 16679401, compound

Product 1

HCID 68705957HCID 68705957, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Trifluoroacetic acid (15 mL) was added to a solution of Example 112C (2.0 g, 3.86 mmol) in dichloromethane (75 mL) at 0° C. 5 minuted later, the ice bath was removed and the reaction mixture was stirred at room temperature for 16 hours. The reaction mixture was diluted with dichloromethane. The organic was washed with saturated sodium bicarbonate and the pH was adjusted to 9. The layers were separated and the aqueous layer was extracted with dichloromathane. The combined organic layer was washed with brine, dried over magnium sulfate, filtered and concentrated to yield the title compound that was used without further purification.

Workup

  1. customthe ice bath was removed
  2. additionThe reaction mixture was diluted with dichloromethane
  3. washThe organic was washed with saturated sodium bicarbonate
  4. customThe layers were separated
  5. extractionthe aqueous layer was extracted with dichloromathane
  6. washThe combined organic layer was washed with brine
  7. dry with materialdried over magnium sulfate
  8. filtrationfiltered
  9. concentrationconcentrated

Sources & evidence

ORD record
ord-c5763d20d98f444aa94d1608dce5d7fb
Source dataset
uspto-grants-2010_05
Patent number
US07709469B2

Reaction notes

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