Trifluoroacetic acid → HCID 178515513, compound

HRID 1467938Notes

Reaction equation

HRID 1467938 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-5963722db07f4a44924af9b271e74b91
Source dataset
uspto-grants-2015_04
Patent number
US09000176B2

Reaction notes

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