Trifluoroacetic acid → 294174-13-3

HRID 1370328Notes

Reaction equation

HRID 1370328 reaction equation
FC(F)(F)C([NH:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[C:12]1[C:21]2[C:20](=O)[C:19]3[CH:23]=[CH:24][CH:25]=[N:26][C:18]=3[C:17](=[O:27])[C:16]=2[N:15]=[CH:14][CH:13]=1)=O.FC(F)(F)C(O)=O>C(Cl)Cl>[CH:11]1[C:6]2=[N:5][C:20]3[C:19]4[C:18]([C:17](=[O:27])[C:16]5[C:21]=3[C:12]([CH:13]=[CH:14][N:15]=5)=[C:7]2[CH:8]=[CH:9][CH:10]=1)=[N:26][CH:25]=[CH:24][CH:23]=4

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 9908770HCID 9908770, compound

Product 1

HCID 9860577294174-13-3

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

30 mg (0.0756 mmol) of the compound of Example 4 and 1 mL of trifluoroacetic acid in 2 mL of CH2Cl2 are refluxed for 3 hours. After evaporating off the solvent on a rotary evaporator, the residue is taken up in 2 mL of 1N NaOH and 2 mL of CHCl3 and the mixture is stirred overnight. After recovering the organic phase, the aqueous phase is extracted with CHCl3 (5 times 10 mL). After drying the organic phases over MgSO4 and evaporating off the solvent on a rotary evaporator, 17 mg of compound are obtained in the form of yellow-colored crystals.

Workup

  1. customAfter evaporating off the solvent
  2. customon a rotary evaporator
  3. customAfter recovering the organic phase
  4. extractionthe aqueous phase is extracted with CHCl3 (5 times 10 mL)
  5. dry with materialAfter drying the organic phases over MgSO4
  6. customevaporating off the solvent
  7. customon a rotary evaporator, 17 mg of compound
  8. customare obtained in the form of yellow-colored crystals

Sources & evidence

ORD record
ord-d9a36d72de7c4d1eb2519f9c3d5a08af
Source dataset
uspto-grants-2003_06
Patent number
US06583150B1

Reaction notes

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