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Trifluoroacetic acid → (2S,3S)-3-methyl-2-{3-[(2-methyl-3-pyridinyl)methyl]-2-oxo-1-imidazolidinyl}pentanoic Acid

HRID 1174152
Notes
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Reaction equation

HRID 1174152 reaction equation
[CH3:1][C@@H:2]([CH2:25][CH3:26])[C@H:3]([N:11]1[CH2:15][CH2:14][N:13]([CH2:16][C:17]2[C:18]([CH3:23])=[N:19][CH:20]=[CH:21][CH:22]=2)[C:12]1=[O:24])[C:4]([O:6]C(C)(C)C)=[O:5].FC(F)(F)C(O)=O>ClCCl>[CH3:1][C@@H:2]([CH2:25][CH3:26])[C@H:3]([N:11]1[CH2:15][CH2:14][N:13]([CH2:16][C:17]2[C:18]([CH3:23])=[N:19][CH:20]=[CH:21][CH:22]=2)[C:12]1=[O:24])[C:4]([OH:6])=[O:5]
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 67406934tert-butyl(2S,3S)-3-methyl-2-{3-[(2-methyl-3-pyridinyl)methyl]-2-oxo-1-imidazolidinyl}pentanoate

Product 1

HCID 67407984(2S,3S)-3-methyl-2-{3-[(2-methyl-3-pyridinyl)methyl]-2-oxo-1-imidazolidinyl}pentanoic AcidYield 175.8%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
25 °C

Procedure

A solution containing the product from Example 15B (2.3 g, 6.37 mmol) in dichloromethane (15 mL) was treated with trifluoracetic acid (15 mL), stirred at 25° C. for 5.5 hours and concentrated to give the title compound (3.42 g) as the trifluoroacetic acid salt, which was used without further purification.

Workup

  1. concentrationconcentrated

Sources & evidence

ORD record
ord-3f16511265144f698e2f3104f542ba11
Source dataset
uspto-grants-2010_11
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07834043B2

Reaction notes

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On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes