Trifluoroacetic acid → HCID 178515513, compound

HRID 1911926Notes

Reaction equation

HRID 1911926 reaction equation
C(=O)(OC(C)(C)C)[O:2][C:3]1[N:7]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][N:9]=2)[N:6]=[C:5]([C:14]2[CH:19]=[CH:18][C:17]([C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)=[CH:16][CH:15]=2)[CH:4]=1.FC(F)(F)C(O)=O>C(Cl)Cl>[C:17]1([C:20]2[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=2)[CH:18]=[CH:19][C:14]([C:5]2[CH:4]=[C:3]([OH:2])[N:7]([C:8]3[CH:13]=[CH:12][CH:11]=[CH:10][N:9]=3)[N:6]=2)=[CH:15][CH:16]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 51038617HCID 51038617, compound

Product 1

HCID 178515513HCID 178515513, compoundYield 93.4%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

0.5 mmol of Compound 27 prepared in Example C-1 was charged in a 25 mL round-bottom flask and dissolved in methylene chloride (5 mL) to make a solution to which trifluoroacetic acid (TFA, 5 equivalents) was then added, followed by stirring at room temperature for 30 minutes. After completion of the reaction was confirmed by TLC, the reaction liquid was washed three times with distilled water, and the organic layer was dried over anhydrous MgSO4 and concentrated to afford the title compound.

Workup

  1. additionwas charged in a 25 mL round-bottom flask
  2. additionwas then added
  3. customthe reaction liquid
  4. washwas washed three times with distilled water
  5. dry with materialthe organic layer was dried over anhydrous MgSO4
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-374d0c54bf7c4018bd562a77a7c707c2
Source dataset
uspto-grants-2013_12
Patent number
US08604210B2

Reaction notes

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