Trifluoroacetic acid → HCID 23378029, compound

HRID 1279852Notes

Reaction equation

HRID 1279852 reaction equation
[CH:1]1([CH2:7][CH2:8][CH2:9][C@@H:10]([C:19]2[O:23][N:22]=[C:21]([CH2:24][C:25](=[O:31])[N:26]3[CH2:30][CH2:29][CH2:28][CH2:27]3)[N:20]=2)[CH2:11][C:12]([O:14]C(C)(C)C)=[O:13])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.FC(F)(F)C(O)=O>>[CH:1]1([CH2:7][CH2:8][CH2:9][C@@H:10]([C:19]2[O:23][N:22]=[C:21]([CH2:24][C:25](=[O:31])[N:26]3[CH2:27][CH2:28][CH2:29][CH2:30]3)[N:20]=2)[CH2:11][C:12]([OH:14])=[O:13])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

3

Reactant 2

HCID 6422Trifluoroacetic acidHCID 59909778tert-Butyl (3R)-6-cyclohexyl-3-{3-(2-oxo-2-(1-pyrrolidinyl)ethyl]-1,2,4-oxadiazol-5-yl}hexanoate

Product 1

HCID 23378029HCID 23378029, compoundYield 74.6%

Procedure

tert-Butyl (3R)-6-cyclohexyl-3-{3-(2-oxo-2-(1-pyrrolidinyl)ethyl]-1,2,4-oxadiazol-5-yl}hexanoate (Preparation 52) (309 mg, 0.71 mmol) was treated with trifluoroacetic acid (2 ml) and the resulting mixture was stirred at room temperature under a nitrogen atmosphere for 2 hours. The solvent was removed under reduced pressure and the residue azeotroped from toluene to afford the title compound as a pale yellow oil (200 mg).

Workup

  1. customThe solvent was removed under reduced pressure
  2. customthe residue azeotroped from toluene

Sources & evidence

ORD record
ord-b6d656408223486eb906a8f986921495
Source dataset
uspto-grants-2002_09
Patent number
US06448278B2

Reaction notes

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