Trifluoroacetic acid → Trifluoroacetic acid

HRID 2208763Notes

Reaction equation

HRID 2208763 reaction equation
[CH:1]1([N:6]([CH3:40])[C:7]2[CH:8]=[C:9]([N:27]3[CH2:32][CH2:31][N:30](C(OC(C)(C)C)=O)[CH2:29][CH2:28]3)[CH:10]=[C:11]([C:14](=[O:26])[NH:15][CH2:16][C:17]3[C:18](=[O:25])[NH:19][C:20]([CH3:24])=[CH:21][C:22]=3[CH3:23])[C:12]=2[CH3:13])[CH2:5][CH2:4][CH2:3][CH2:2]1.[C:41]([OH:47])([C:43]([F:46])([F:45])[F:44])=[O:42]>C(Cl)Cl>[CH:1]1([N:6]([CH3:40])[C:7]2[C:12]([CH3:13])=[C:11]([CH:10]=[C:9]([N:27]3[CH2:32][CH2:31][NH:30][CH2:29][CH2:28]3)[CH:8]=2)[C:14]([NH:15][CH2:16][C:17]2[C:18](=[O:25])[NH:19][C:20]([CH3:24])=[CH:21][C:22]=2[CH3:23])=[O:26])[CH2:5][CH2:4][CH2:3][CH2:2]1.[C:41]([OH:47])([C:43]([F:46])([F:45])[F:44])=[O:42]

Participants

5

Reactant 2

HCID 6422Trifluoroacetic acidHCID 86719548HCID 86719548, compound

Product 2

HCID 6422Trifluoroacetic acidYield 8.33%HCID 66576310HCID 66576310, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A stirred solution of tert-butyl 4-(3-(cyclopentyl(methyl)amino)-5-(((4,6-dimethyl-2-oxo-1,2-dihydropyridin-3-yl)methyl)carbamoyl)-4-methylphenyl)piperazine-1-carboxylate (0.30, 0.54 mmol) in DCM (10 mL) was cooled to 0° C. and TFA (3 mL) was added to it. The reaction mixture was stirred at room temperature for 1 h. Upon completion, the mixture was concentrated to dryness. Half crude was purified by solvent washing giving the title compound as TFA salt (0.01 g, 8.33%).

Workup

  1. concentrationUpon completion, the mixture was concentrated to dryness
  2. customHalf crude was purified by solvent
  3. washwashing

Sources & evidence

ORD record
ord-874c7e5f885041d9a99c7961b3a6d306
Source dataset
uspto-grants-2016_06
Patent number
US09376422B2

Reaction notes

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