Trifluoroacetic acid → HCID 67690426, compound

HRID 964984Notes

Reaction equation

HRID 964984 reaction equation
I.[C:2]([C:5]1[CH:10]=[CH:9][C:8]([N:11]2[CH2:16][CH2:15][N:14]([CH:17]3[CH2:22][CH2:21][N:20]([CH2:23][C:24]([O:26]C(C)(C)C)=[O:25])[CH2:19][CH:18]3[CH2:31][CH2:32][C:33]([O:35][CH3:36])=[O:34])[CH2:13][CH2:12]2)=[CH:7][CH:6]=1)(=[NH:4])[NH2:3].[F:37][C:38]([F:43])([F:42])[C:39]([OH:41])=[O:40]>>[F:37][C:38]([F:43])([F:42])[C:39]([OH:41])=[O:40].[C:2]([C:5]1[CH:6]=[CH:7][C:8]([N:11]2[CH2:12][CH2:13][N:14]([CH:17]3[CH2:22][CH2:21][N:20]([CH2:23][C:24]([OH:26])=[O:25])[CH2:19][CH:18]3[CH2:31][CH2:32][C:33]([O:35][CH3:36])=[O:34])[CH2:15][CH2:16]2)=[CH:9][CH:10]=1)(=[NH:3])[NH2:4]

Participants

3

Reactant 2

HCID 6422Trifluoroacetic acidHCID 22444748HCID 22444748, compound

Product 1

HCID 67690426HCID 67690426, compound

Procedure

0.45 g of methyl 4-[4-(4-amidinophenyl)-1-piperazinyl]-1-(tert-butoxycarbonylmethyl)-3-piperidinepropionate hydroiodide was dissolved in 50 ml of an aqueous solution of 90%-trifluoroacetic acid and stirred at room temperature for 15 minutes. The reaction mixture was concentrated, and the resulting residue was purified by HP-20 column chromatography (using an eluent of water/methanol=10/1) to obtain 0.32 g of 4-[4-(4-amidinophenyl)-1-piperazinyl]-3-methoxycarbonylethyl-1-piperidineacetic acid trifluoroacetate.

Workup

  1. concentrationThe reaction mixture was concentrated
  2. customthe resulting residue was purified by HP-20 column chromatography (

Sources & evidence

ORD record
ord-584f8440774a4512a79c1d0e6ca5d47d
Source dataset
uspto-grants-1998_06
Patent number
US05773442

Reaction notes

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