Trifluoroacetic acid → HCID 86673876, compound

HRID 1527590Notes

Reaction equation

HRID 1527590 reaction equation
C(OC([N:8]1[CH2:12][C@H:11]([F:13])[CH2:10][C@H:9]1[C:14](=[O:25])[NH:15][CH2:16][C:17]1[CH:22]=[CH:21][CH:20]=[C:19]([Cl:23])[C:18]=1[F:24])=O)(C)(C)C.[C:26]([OH:32])([C:28]([F:31])([F:30])[F:29])=[O:27]>C(Cl)Cl>[F:29][C:28]([F:31])([F:30])[C:26]([OH:32])=[O:27].[Cl:23][C:19]1[C:18]([F:24])=[C:17]([CH:22]=[CH:21][CH:20]=1)[CH2:16][NH:15][C:14]([C@@H:9]1[CH2:10][C@@H:11]([F:13])[CH2:12][NH:8]1)=[O:25]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 68284279HCID 68284279, compound

Product 1

HCID 86673876HCID 86673876, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of (2S,4R)-2-(3-chloro-2-fluoro-benzylcarbamoyl)-4-fluoro-pyrrolidine-1-carboxylic acid tert-butyl ester (7.94 g, 21.18 mmol) in CH2Cl2 (70.5 mL) was added TFA (16.32 mL, 212 mmol) and the solution was stirred at RT for 16 h. The crude reaction mixture was concentrated under vacuum and the material this obtained was used without further purification in the next step. MS (LC/MS): 274.9 [M+H]+; tR (HPLC conditions b): 2.13 min.

Workup

  1. customThe crude reaction mixture
  2. concentrationwas concentrated under vacuum
  3. customthe material this obtained was used without further purification in the next step
  4. custom2.13 min.

Sources & evidence

ORD record
ord-f02673209c1a4e42b22e0c9bfa4fc429
Source dataset
uspto-grants-2015_07
Patent number
US09085555B2

Reaction notes

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