Trifluoroacetic acid → 3-[6-(7-Methoxy-4-oxo-4H-1,3-benzothiazin-2-yl)-2-pyridyl]propionic acid

HRID 748239Notes

Reaction equation

HRID 748239 reaction equation
[CH3:1][O:2][C:3]1[CH:28]=[CH:27][C:6]2[C:7](=[O:26])[N:8]=[C:9]([C:11]3[N:16]=[C:15]([CH2:17][CH2:18][C:19]([O:21]C(C)(C)C)=[O:20])[CH:14]=[CH:13][CH:12]=3)[S:10][C:5]=2[CH:4]=1.FC(F)(F)C(O)=O>>[CH3:1][O:2][C:3]1[CH:28]=[CH:27][C:6]2[C:7](=[O:26])[N:8]=[C:9]([C:11]3[N:16]=[C:15]([CH2:17][CH2:18][C:19]([OH:21])=[O:20])[CH:14]=[CH:13][CH:12]=3)[S:10][C:5]=2[CH:4]=1

Participants

3

Reactant 2

HCID 6422Trifluoroacetic acidHCID 22939580tert-Butyl 3-[6-(7-methoxy-4-oxo-4H-1,3-benzothiazin-2-yl)-2-pyridyl]propanoate

Product 1

HCID 597501523-[6-(7-Methoxy-4-oxo-4H-1,3-benzothiazin-2-yl)-2-pyridyl]propionic acid

Conditions

Temperature
0 °C

Procedure

A mixture of tert-butyl 3-[6-(7-methoxy-4-oxo-4H-1,3-benzothiazin-2-yl)-2-pyridyl]propanoate (0.40 g, 1.0 mmol) obtained in Example 173 and trifluoroacetic acid (5.0 ml) was stirred at 0° C. for 2 hrs. The reaction mixture was concentrated under reduced pressure, combined with diisopropyl ether to give the crystals, which were collected by filtration and dried.

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. customto give the crystals, which
  3. filtrationwere collected by filtration
  4. customdried

Sources & evidence

ORD record
ord-ab1b46ece9e947a493bd4a0d9fe126e9
Source dataset
uspto-grants-2008_07
Patent number
US07399759B2

Reaction notes

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