Trifluoroacetic acid → HCID 12971981, compound

HRID 990103Notes

Reaction equation

HRID 990103 reaction equation
C([O:5][C:6]([C@H:8]1[CH2:12][N:11]([CH2:13][C:14]2[CH:19]=[CH:18][C:17]([O:20][C:21]3[CH:26]=[CH:25][C:24]([F:27])=[CH:23][CH:22]=3)=[CH:16][CH:15]=2)[C:10](=[O:28])[NH:9]1)=[O:7])(C)(C)C.FC(F)(F)C(O)=O>C(Cl)Cl>[F:27][C:24]1[CH:23]=[CH:22][C:21]([O:20][C:17]2[CH:18]=[CH:19][C:14]([CH2:13][N:11]3[CH2:12][C@H:8]([C:6]([OH:7])=[O:5])[NH:9][C:10]3=[O:28])=[CH:15][CH:16]=2)=[CH:26][CH:25]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 12971980HCID 12971980, compound

Product 1

HCID 12971981HCID 12971981, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of (4R)-1-[4-(4-fluorophenoxy)benzyl]-2-oxo-imidazolidine-4-carboxylic acid tert-butyl ester (810 mg, 1.56 mmol) in CH2Cl2 (8 mL) was treated with trifluoroacetic acid (8 mL). The reaction mixture was stirred at room temperature for 2.5 hours and concentrated to leave an oil. The title compound, a white solid (297 mg, 58%), was collected by filtration, after triturating the oil with a mixture of warm diethyl ether and hexane.

Workup

  1. concentrationconcentrated
  2. customto leave an oil
  3. filtrationThe title compound, a white solid (297 mg, 58%), was collected by filtration
  4. customafter triturating the oil
  5. additionwith a mixture of warm diethyl ether and hexane

Sources & evidence

ORD record
ord-363b9831740d4979b0e88d5880e43c9b
Source dataset
uspto-grants-2002_10
Patent number
US06458822B2

Reaction notes

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