Diisopropyl Ether → HCID 59750219, compound

HRID 499646Notes

Reaction equation

HRID 499646 reaction equation
[CH3:1][S:2]([C:4]1[CH:9]=[C:8]([CH2:10][CH2:11][C:12]([O:14]C(C)(C)C)=[O:13])[CH:7]=[C:6]([C:19]2[S:20][C:21]3[CH:29]=[CH:28][CH:27]=[CH:26][C:22]=3[C:23](=[O:25])[N:24]=2)[N:5]=1)=[O:3].C(OC(C)C)(C)C>FC(F)(F)C(O)=O>[CH3:1][S:2]([C:4]1[CH:9]=[C:8]([CH2:10][CH2:11][C:12]([OH:14])=[O:13])[CH:7]=[C:6]([C:19]2[S:20][C:21]3[CH:29]=[CH:28][CH:27]=[CH:26][C:22]=3[C:23](=[O:25])[N:24]=2)[N:5]=1)=[O:3]

Participants

4

Reactant 2

HCID 7914Diisopropyl EtherHCID 22939509tert-Butyl 3-[2-(methylsulfinyl)-6-(4-oxo-4H-1,3-benzothiazin-2-yl)-4-pyridyl]propanoate

Product 1

HCID 59750219HCID 59750219, compoundYield 91%

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

tert-Butyl 3-[2-(methylsulfinyl)-6-(4-oxo-4H-1,3-benzothiazin-2-yl)-4-pyridyl]propanoate (0.12 g, 0.28 mmol) was dissolved in trifluoroacetic acid (5 ml), and the mixture was stirred at room temperature for 0.5 hr. Diisopropyl ether was combined with the reaction mixture to give precipitates, which were recrystallized from ethanol to give the titled compound (0.095 g, 91%) as white crystals.

Workup

  1. customto give
  2. customprecipitates
  3. customwhich were recrystallized from ethanol

Sources & evidence

ORD record
ord-7d385d4d4b594aa2b72ecd59c9b998ed
Source dataset
uspto-grants-2010_08
Patent number
US07767665B2

Reaction notes

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