Trifluoroacetic acid → HCID 86640214, compound

HRID 2081042Notes

Reaction equation

HRID 2081042 reaction equation
FC(F)(F)C(O)=O.[Cl:8][C:9]1[C:14]([N:15]2[CH2:19][CH:18]([C:20]([O:22]C(C)(C)C)=[O:21])[N:17]([CH3:27])[C:16]2=[O:28])=[CH:13][CH:12]=[CH:11][N:10]=1>ClCCl>[Cl:8][C:9]1[C:14]([N:15]2[CH2:19][CH:18]([C:20]([OH:22])=[O:21])[N:17]([CH3:27])[C:16]2=[O:28])=[CH:13][CH:12]=[CH:11][N:10]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 86640215HCID 86640215, compound

Product 1

HCID 86640214HCID 86640214, compoundYield 113.1%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Trifluoroacetic acid (2.5 ml) was added to a solution of 1,1-dimethylethyl 1-(2-chloro-3-pyridinyl)-3-methyl-2-oxo-4-imidazolidinecarboxylate (579 mg, 1.857 mmol) in dichloromethane (10 ml) and the solution was stirred at room temperature for 36 hours. The solvent was evaporated under vacuum azeotroping with toluene and the residue dried under heated vacuum overnight 1-(2-chloro-3-pyridinyl)-3-methyl-2-oxo-4-imidazolidinecarboxylic acid (537 mg, 70.4% yield) which was used crude in the next step. LC/MS MH+=256.

Workup

  1. customThe solvent was evaporated under vacuum
  2. customazeotroping with toluene
  3. customthe residue dried

Sources & evidence

ORD record
ord-c761628c46f14a9488258216a0e48f36
Source dataset
uspto-grants-2011_04
Patent number
US07932282B2

Reaction notes

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