Water → HCID 49802316, compound

HRID 2406668Notes

Reaction equation

HRID 2406668 reaction equation
C[Si](C)(C)CC[O:5][C:6](=[O:29])[CH2:7][C@@H:8]([CH3:28])[CH2:9][C:10]([N:12]1[C:20]2[C:15](=[CH:16][CH:17]=[C:18]([Cl:21])[CH:19]=2)[CH:14]=[C:13]1[CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH3:27])=[O:11].FC(F)(F)C(O)=O.O.C(OCC)(=O)C>C(Cl)Cl>[Cl:21][C:18]1[CH:19]=[C:20]2[C:15]([CH:14]=[C:13]([CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH3:27])[N:12]2[C:10](=[O:11])[CH2:9][C@H:8]([CH3:28])[CH2:7][C:6]([OH:29])=[O:5])=[CH:16][CH:17]=1

Participants

6

Reactant 4

HCID 962WaterHCID 6422Trifluoroacetic acidHCID 8857Ethyl AcetateHCID 66644066HCID 66644066, compound

Product 1

HCID 49802316HCID 49802316, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To the cold solution of 5-(6-Chloro-2-hexyl-indol-1-yl)-3-(S)-methyl-5-oxo-pentanoic acid 2-trimethylsilanyl-ethyl ester in methylene chloride was added trifluoro acetic acid and was stirred for three days. The reaction mixture was then treated with water and ethyl acetate. The product was purified by column chromatography.

Workup

  1. customThe product was purified by column chromatography

Sources & evidence

ORD record
ord-3e3cef763ae74d3fba95dc7e04f163a9
Source dataset
uspto-grants-2014_08
Patent number
US08809382B2

Reaction notes

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