Trifluoroacetic acid → (2s,3s)-3-Methyl-2-(2-oxo-3-{[2-(2-pyridinyl)-1,3-thiazol-4-yl]methyl}-1-imidazolidinyl)pentanoic acid trifluoroacetate

HRID 1174120Notes

Reaction equation

HRID 1174120 reaction equation
[CH3:1][C@@H:2]([CH2:29][CH3:30])[C@H:3]([N:11]1[CH2:15][CH2:14][N:13]([CH2:16][C:17]2[N:18]=[C:19]([C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][N:23]=3)[S:20][CH:21]=2)[C:12]1=[O:28])[C:4]([O:6]C(C)(C)C)=[O:5].[F:31][C:32]([F:37])([F:36])[C:33]([OH:35])=[O:34]>ClCCl>[F:31][C:32]([F:37])([F:36])[C:33]([OH:35])=[O:34].[CH3:1][C@@H:2]([CH2:29][CH3:30])[C@H:3]([N:11]1[CH2:15][CH2:14][N:13]([CH2:16][C:17]2[N:18]=[C:19]([C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][N:23]=3)[S:20][CH:21]=2)[C:12]1=[O:28])[C:4]([OH:6])=[O:5]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 67405680tert-butyl(2S,3S)-3-methyl-2-(2-oxo-3-{[2-(2-pyridinyl)-1,3-thiazol-4-yl]methyl}-1-imidazolidinyl)pentanoate

Product 1

HCID 67406377(2s,3s)-3-Methyl-2-(2-oxo-3-{[2-(2-pyridinyl)-1,3-thiazol-4-yl]methyl}-1-imidazolidinyl)pentanoic acid trifluoroacetate

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
25 °C

Procedure

A solution containing the product of Example 3K (0.214 g, 0.50 mmol) in dichloromethane (2 mL) was treated with trifluoracetic acid (2 mL), stirred at 25° C. for 1 hour and concentrated. The residue was chromatographed on silica gel eluting with 0-15% methanol in dichloromethane to give the title compound (0.24 g) as the trifluoroacetic acid salt.

Workup

  1. concentrationconcentrated
  2. customThe residue was chromatographed on silica gel eluting with 0-15% methanol in dichloromethane

Sources & evidence

ORD record
ord-69640ca990754883be17eea6d293be49
Source dataset
uspto-grants-2010_11
Patent number
US07834043B2

Reaction notes

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