tert-Butyl 3-[4-methyl-6-(4-oxo-4H-1,3-benzothiazin-2-yl)-2-pyridyl]propanoate → 3-[4-Methyl-6-(4-oxo-4H-1,3-benzothiazin-2-yl)-2-pyridyl]propionic acid

HRID 499447Notes

Reaction equation

[CH3:1][C:2]1[CH:7]=[C:6]([C:8]2[S:9][C:10]3[CH:18]=[CH:17][CH:16]=[CH:15][C:11]=3[C:12](=[O:14])[N:13]=2)[N:5]=[C:4]([CH2:19][CH2:20][C:21]([O:23]C(C)(C)C)=[O:22])[CH:3]=1>FC(F)(F)C(O)=O>[CH3:1][C:2]1[CH:7]=[C:6]([C:8]2[S:9][C:10]3[CH:18]=[CH:17][CH:16]=[CH:15][C:11]=3[C:12](=[O:14])[N:13]=2)[N:5]=[C:4]([CH2:19][CH2:20][C:21]([OH:23])=[O:22])[CH:3]=1

Participants

Conditions

Temperature: 0 °C

Procedure

tert-Butyl 3-[4-methyl-6-(4-oxo-4H-1,3-benzothiazin-2-yl)-2-pyridyl]propanoate (0.44 g, 1.1 mmol) was dissolved in trifluoroacetic acid (5 ml), and the mixture was stirred at 0° C. for 2 hrs. The solvent was evaporated, and the residue was recrystallized from diisopropyl ether-methanol to give the titled compound (0.33 g, 87%) as white crystals.

Workup

customThe solvent was evaporated
customthe residue was recrystallized from diisopropyl ether-methanol

Sources & evidence

ORD record: ord-3a90b758e3c5465bb3717195aede1c6f
Source dataset: uspto-grants-2010_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07767665B2

Reaction notes

Loading…