Trifluoroacetic acid → HCID 67466356, compound

HRID 469721Notes

Reaction equation

HRID 469721 reaction equation
FC(F)(F)C(O)=O.C([O:12][C:13](=[O:32])[CH2:14][N:15]1[CH2:19][CH2:18][CH2:17][C@H:16]1[C:20](=[O:31])[NH:21][C:22]1[O:26][N:25]=[C:24]([C:27]([CH3:30])([CH3:29])[CH3:28])[CH:23]=1)(C)(C)C>C(Cl)Cl>[C:27]([C:24]1[CH:23]=[C:22]([NH:21][C:20]([C@@H:16]2[CH2:17][CH2:18][CH2:19][N:15]2[CH2:14][C:13]([OH:32])=[O:12])=[O:31])[O:26][N:25]=1)([CH3:30])([CH3:28])[CH3:29]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 67455820HCID 67455820, compound

Product 1

HCID 67466356HCID 67466356, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of 20% trifluoroacetic acid in methylene chloride (20 mL) is added to [(S)-2-(3-tert-butyl-isoxazol-5-ylcarbamoyl)-pyrrolidin-1-yl]-acetic acid tert-butyl ester (0.23 g; 0.654 mmol) and the reaction mixture is stirred at room temperature overnight. After this time, the mixture is concentrated in vacuo and purified by preparative HPLC to afford title compound. ESI m/z 296 [M+H]+/294 [M−H]−

Workup

  1. concentrationAfter this time, the mixture is concentrated in vacuo
  2. custompurified by preparative HPLC

Sources & evidence

ORD record
ord-0a995444d95246cd9e58dd6fab03f020
Source dataset
uspto-grants-2014_01
Patent number
US08629157B2

Reaction notes

Loading…