Trifluoroacetic acid → HCID 67009159, compound

HRID 1630067Notes

Reaction equation

HRID 1630067 reaction equation
[F:1][C:2]1[CH:37]=[CH:36][C:5]([CH2:6][C@H:7]2[CH2:11][N:10](C(OC(C)(C)C)=O)[C@H:9]([C:19](=[O:35])[NH:20][C:21]3[CH:26]=[CH:25][C:24]([O:27][C:28]4[CH:33]=[CH:32][C:31]([F:34])=[CH:30][CH:29]=4)=[CH:23][CH:22]=3)[CH2:8]2)=[C:4]([CH3:38])[CH:3]=1.[F:39][C:40]([F:45])([F:44])[C:41]([OH:43])=[O:42]>C(Cl)Cl>[F:39][C:40]([F:45])([F:44])[C:41]([OH:43])=[O:42].[F:1][C:2]1[CH:37]=[CH:36][C:5]([CH2:6][C@H:7]2[CH2:11][NH:10][C@H:9]([C:19]([NH:20][C:21]3[CH:26]=[CH:25][C:24]([O:27][C:28]4[CH:33]=[CH:32][C:31]([F:34])=[CH:30][CH:29]=4)=[CH:23][CH:22]=3)=[O:35])[CH2:8]2)=[C:4]([CH3:38])[CH:3]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 67010368HCID 67010368, compound

Product 1

HCID 67009159HCID 67009159, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The (2S,4R)-tert-butyl 4-(4-fluoro-2-methylbenzyl)-2-(4-(4-fluorophenoxy)phenylcarbamoyl)pyrrolidine-1-carboxylate (826 mg, 1.59 mmol) was dissolved in methylene chloride (5 mL) and then trifluoroacetic acid (5 mL) was added to the solution. The mixture was stirred at ambient temperature for 1 hour, concentrated in vacuo and dried under high vacuum to give (2S,4R)-4-(4-fluoro-2-methylbenzyl)-N-(4-(4-fluorophenoxy)phenyl)pyrrolidine-2-carboxamide trifluoroacetic acid (826 mg, 1.54 mmol, 100%) as a yellow oil.

Workup

  1. concentrationconcentrated in vacuo
  2. customdried under high vacuum

Sources & evidence

ORD record
ord-a6feff366e0440449f979b5555824af2
Source dataset
uspto-grants-2014_07
Patent number
US08791102B2

Reaction notes

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