Diisopropyl Ether → HCID 59750219, compound

HRID 748466Notes

Reaction equation

HRID 748466 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-86693e69fb40403db3cc67d719b0821e
Source dataset
uspto-grants-2008_07
Patent number
US07399759B2

Reaction notes

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