Trifluoroacetic acid → Trifluoroacetic acid

HRID 528731Notes

Reaction equation

HRID 528731 reaction equation
C(OC([N:8]1[CH2:11][CH:10]([C:12](=[O:16])[N:13]([CH3:15])[CH3:14])[CH2:9]1)=O)(C)(C)C.[C:17]([OH:23])([C:19]([F:22])([F:21])[F:20])=[O:18]>C(Cl)Cl>[F:20][C:19]([F:22])([F:21])[C:17]([OH:23])=[O:18].[CH3:14][N:13]([CH3:15])[C:12]([CH:10]1[CH2:11][NH:8][CH2:9]1)=[O:16].[C:17]([OH:23])([C:19]([F:22])([F:21])[F:20])=[O:18]

Participants

5

Reactant 2

HCID 6422Trifluoroacetic acidHCID 59492610Tert-butyl 3-(dimethylcarbamoyl)azetidine-1-carboxylate

Product 2

HCID 6422Trifluoroacetic acidHCID 67455672N,N-dimethylazetidine-3-carboxamide 2,2,2-trifluoroacetate

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To 324.3 mg (1.42 mmol) 3-dimethylcarbamoyl-azetidine-1-carboxylic acid tert-butyl ester in 7.5 mL DCM was added 2.5 mL TFA and the reaction was stirred at room temperature for 5 hours. The solvent was evaporated to give the desired product as a TFA salt, which was used for the next step without further purification.

Workup

  1. customThe solvent was evaporated

Sources & evidence

ORD record
ord-0c1f4b89c2614758825181de4becb502
Source dataset
uspto-grants-2016_05
Patent number
US09346816B2

Reaction notes

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