Trifluoroacetic acid → (2S)-N-[2-[(2S)-2-(2-benzyltetrazol-5-yl)pyrrolidin-1-yl]-1-cyclohexyl-2-oxoethyl]-2-(methylamino)butanamide;2,2,2-trifluoroacetic acid

HRID 29078Notes

Reaction equation

HRID 29078 reaction equation
C(O[C:6](=O)[N:7]([C@H:9]([C:12](=[O:40])[NH:13][CH:14]([CH:34]1[CH2:39][CH2:38][CH2:37][CH2:36][CH2:35]1)[C:15]([N:17]1[CH2:21][CH2:20][CH2:19][C@H:18]1[C:22]1[N:23]=[N:24][N:25]([CH2:27][C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=2)[N:26]=1)=[O:16])[CH2:10][CH3:11])C)(C)(C)C.[C:42]([OH:48])([C:44]([F:47])([F:46])[F:45])=[O:43]>C(Cl)Cl>[F:45][C:44]([F:47])([F:46])[C:42]([OH:48])=[O:43].[CH2:27]([N:25]1[N:24]=[N:23][C:22]([C@@H:18]2[CH2:19][CH2:20][CH2:21][N:17]2[C:15](=[O:16])[CH:14]([NH:13][C:12](=[O:40])[C@@H:9]([NH:7][CH3:6])[CH2:10][CH3:11])[CH:34]2[CH2:39][CH2:38][CH2:37][CH2:36][CH2:35]2)=[N:26]1)[C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 59788068((S)-1-{2-[(S)-2-(2-Benzyl-2H-tetrazol-5-yl)-pyrrolidin-1-yl]-1-cyclohexyl-2-oxo-ethylcarbamoyl}-propyl)-methyl-carbamic acid tert-butyl ester

Product 1

HCID 86601085(2S)-N-[2-[(2S)-2-(2-benzyltetrazol-5-yl)pyrrolidin-1-yl]-1-cyclohexyl-2-oxoethyl]-2-(methylamino)butanamide;2,2,2-trifluoroacetic acid

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of compound G in DCM (2 mL) is added TFA (2 mL) at 0° C. The solution is stirred at room temperature for 1 hr and dried under vacuum. The crude oil is purified by HPLC to provide the title compound. M+H+=467.

Workup

  1. customdried under vacuum
  2. customThe crude oil is purified by HPLC

Sources & evidence

ORD record
ord-89dc11f9f3504b349b86e1844a4632d7
Source dataset
uspto-grants-2008_09
Patent number
US07419975B2

Reaction notes

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