Trifluoroacetic acid → HCID 67957763, compound

HRID 1475685Notes

Reaction equation

HRID 1475685 reaction equation
[CH2:1]([C:3]1[CH:8]=[CH:7][C:6]([CH:9]([CH:30]([CH3:35])[C:31]([F:34])([F:33])[F:32])[C:10]([NH:12][C:13]2[CH:14]=[C:15]([CH:27]=[CH:28][CH:29]=2)[CH2:16][C:17]2([C:20]([O:22]C(C)(C)C)=[O:21])[CH2:19][CH2:18]2)=[O:11])=[CH:5][CH:4]=1)[CH3:2].C(O)(C(F)(F)F)=O>ClCCl>[CH2:1]([C:3]1[CH:4]=[CH:5][C:6]([CH:9]([CH:30]([CH3:35])[C:31]([F:32])([F:33])[F:34])[C:10]([NH:12][C:13]2[CH:14]=[C:15]([CH:27]=[CH:28][CH:29]=2)[CH2:16][C:17]2([C:20]([OH:22])=[O:21])[CH2:19][CH2:18]2)=[O:11])=[CH:7][CH:8]=1)[CH3:2]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 68170320HCID 68170320, compound

Product 1

HCID 67957763HCID 67957763, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

1.52 g (3.11 mmol) of (+/−)-tert-butyl 1-(3-{[2-(4-ethylphenyl)-4,4,4-trifluoro-3-methylbutanoyl]-amino}benzyl)cyclopropanecarboxylate were dissolved in 3 ml of dichloromethane, and 12 ml of TFA were added at RT. The reaction mixture was stirred at RT for 2 h and then concentrated under reduced pressure, and the residue was dried under high vacuum overnight. This residue was triturated with acetonitrile, and the resulting solid was filtered off with suction, washed with a little acetonitrile and dried under high vacuum. This gave 1.16 g (86.2% of theory) of the target compound.

Workup

  1. concentrationconcentrated under reduced pressure
  2. customthe residue was dried under high vacuum overnight
  3. customThis residue was triturated with acetonitrile
  4. filtrationthe resulting solid was filtered off with suction
  5. washwashed with a little acetonitrile
  6. customdried under high vacuum

Sources & evidence

ORD record
ord-1a750e9b086f40429cf8a5ae2acdb0ea
Source dataset
uspto-grants-2015_04
Patent number
US09018258B2

Reaction notes

Loading…