Trifluoroacetic acid → HCID 68183859, compound

HRID 1893588Notes

Reaction equation

HRID 1893588 reaction equation
C([O:5][C:6]([C:8]1[CH:9]=[CH:10][C:11]([CH3:39])=[C:12]([N:14]([CH2:25][C:26]([N:28]([N:30]2[CH2:38][C:37]3[C:32](=[CH:33][CH:34]=[CH:35][CH:36]=3)[CH2:31]2)[CH3:29])=[O:27])[CH2:15][C:16]([NH:18][CH2:19][CH2:20][NH:21][CH:22]([CH3:24])[CH3:23])=[O:17])[CH:13]=1)=[O:7])(C)(C)C.FC(F)(F)C(O)=O>ClCCl>[C:6]([C:8]1[CH:9]=[CH:10][C:11]([CH3:39])=[C:12]([N:14]([CH2:25][C:26]([N:28]([N:30]2[CH2:31][C:32]3[C:37](=[CH:36][CH:35]=[CH:34][CH:33]=3)[CH2:38]2)[CH3:29])=[O:27])[CH2:15][C:16]([NH:18][CH2:19][CH2:20][NH:21][CH:22]([CH3:23])[CH3:24])=[O:17])[CH:13]=1)([OH:7])=[O:5]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 86650787HCID 86650787, compound

Product 1

HCID 68183859HCID 68183859, compoundYield 118.7%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The compound (0.30 g, 0.56 mmol) obtained in step C was dissolved in dichloromethane (10 ml), trifluoroacetic acid (1.36 ml) was added, and the mixture was stirred at room temperature overnight. The reaction mixture was concentrated under reduced pressure, water was added, and the mixture was extracted with dichloromethane. The organic layer was dried over anhydrous magnesium sulfate, and the insoluble material was filtered off, and the solution was concentrated under reduced pressure. The obtained oil was purified by silica gel column chromatography (methanol-dichloromethane) to give the title compound (0.32 g) as a colorless amorphous solid. This was directly used for the next step.

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure, water
  2. additionwas added
  3. extractionthe mixture was extracted with dichloromethane
  4. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  5. filtrationthe insoluble material was filtered off
  6. concentrationthe solution was concentrated under reduced pressure
  7. customThe obtained oil was purified by silica gel column chromatography (methanol-dichloromethane)

Sources & evidence

ORD record
ord-40ce675c01df49e29de7d8e45dab09fe
Source dataset
uspto-grants-2013_08
Patent number
US08513235B2

Reaction notes

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