HCID 131725894, compound → 1-[(3,3,3-Trifluoropropanoyl)amino]cyclopropane-carboxylic acid

HRID 10073Notes

Reaction equation

HRID 10073 reaction equation
[F:1][C:2]([F:14])([F:13])[CH2:3][C:4]([NH:6][C:7]1([C:10]([O-:12])=[O:11])[CH2:9][CH2:8]1)=[O:5]>C(Cl)Cl.FC(F)(F)C(O)=O>[F:1][C:2]([F:13])([F:14])[CH2:3][C:4]([NH:6][C:7]1([C:10]([OH:12])=[O:11])[CH2:8][CH2:9]1)=[O:5]

Participants

4

Reactant 1

HCID 131725894HCID 131725894, compound

Product 1

HCID 654509921-[(3,3,3-Trifluoropropanoyl)amino]cyclopropane-carboxylic acid

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 6422Trifluoroacetic acidSolvent

Procedure

tert-Butyl (±)-cis-(acetyloxy)methyl]-1-[(3,3,3-trifluoropropanoyl)-amino]cyclopropane carboxylate (489 mg, 1.44 mmol) was dissolved in a mixture of 4 mL of methylene chloride and 1.22 mL of trifluoroacetic acid. The reaction mixture was allowed to stir at ambient temperature for 3.5 hours. The solvents were removed in vacuo and the residue was azeotroped with toluene (450 ml) to afford 408 mg of (±)-cis-(acetyloxy)methyl]-1-[(3,3,3-trifluoropropanoyl)amino]cyclopropane-carboxylic acid.

Workup

  1. customThe solvents were removed in vacuo
  2. customthe residue was azeotroped with toluene (450 ml)

Sources & evidence

ORD record
ord-896f0cb194bc4ec183ff7cc5a01dfa5a
Source dataset
uspto-grants-2006_08
Patent number
US07091380B2

Reaction notes

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