Trifluoroacetic acid → HCID 11568068, compound

HRID 1782726Notes

Reaction equation

HRID 1782726 reaction equation
CC(C)(OC([NH:7][C@H:8]([C:24]([N:26]1[CH2:31][CH2:30][N:29]([C:32]2[CH:37]=[CH:36][N:35]=[CH:34][CH:33]=2)[CH2:28][CH2:27]1)=[O:25])[CH2:9][CH2:10][CH2:11][CH2:12][NH:13][C:14]([O:16][CH2:17][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)=[O:15])=O)C.FC(F)(F)C(O)=O.C(=O)([O-])O.[Na+]>C(Cl)Cl>[C:18]1([CH2:17][O:16][C:14]([NH:13][CH2:12][CH2:11][CH2:10][CH2:9][C@@H:8]([C:24]([N:26]2[CH2:27][CH2:28][N:29]([C:32]3[CH:33]=[CH:34][N:35]=[CH:36][CH:37]=3)[CH2:30][CH2:31]2)=[O:25])[NH2:7])=[O:15])[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=1

Participants

5

Reactant 3

HCID 6422Trifluoroacetic acidHCID 516892Sodium BicarbonateHCID 54052804HCID 54052804, compound

Product 1

HCID 11568068HCID 11568068, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a mixture of 24.2 g (46 mmol) of 1-[N2-(1,1-dimethylethoxycarbonyl)-N6-(phenylmethoxycarbonyl)-L-lysyl]-4-(4-pyridinyl)piperazine and 150 ml of methylene chloride were added 50 ml of trifluoroacetic acid and the reaction mixture was stirred overnight at room temperature. The reaction mixture was neutralised by the addition of saturated aqueous sodium hydrogen carbonate solution, the organic phase was dried and evaporated down in vacuo. 12 g (62% of theory) of the desired compound were obtained as a colourless oil.

Workup

  1. customthe organic phase was dried
  2. customevaporated down in vacuo

Sources & evidence

ORD record
ord-35013854a72d4f6ca5d1eef231b945b6
Source dataset
uspto-grants-2009_03
Patent number
US07498325B2

Reaction notes

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