tert-Butyl 3-[6-(7-chloro-4-oxo-4H-1,3-benzothiazin-2-yl)-4-methyl-2-pyridyl]propanoate → 3-[6-(7-Chloro-4-oxo-4H-1,3-benzothiazin-2-yl)-4-methyl-2-pyridyl]propionic acid

HRID 748266Notes

Reaction equation

[Cl:1][C:2]1[CH:28]=[CH:27][C:5]2[C:6](=[O:26])[N:7]=[C:8]([C:10]3[N:15]=[C:14]([CH2:16][CH2:17][C:18]([O:20]C(C)(C)C)=[O:19])[CH:13]=[C:12]([CH3:25])[CH:11]=3)[S:9][C:4]=2[CH:3]=1>FC(F)(F)C(O)=O>[Cl:1][C:2]1[CH:28]=[CH:27][C:5]2[C:6](=[O:26])[N:7]=[C:8]([C:10]3[N:15]=[C:14]([CH2:16][CH2:17][C:18]([OH:20])=[O:19])[CH:13]=[C:12]([CH3:25])[CH:11]=3)[S:9][C:4]=2[CH:3]=1

Participants

Conditions

Temperature: 0 °C

Procedure

tert-Butyl 3-[6-(7-chloro-4-oxo-4H-1,3-benzothiazin-2-yl)-4-methyl-2-pyridyl]propanoate (0.25 g, 0.61 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 hexane-tetrahydrofuran to give the titled compound (0.16 g, 74%) as white crystals.

Workup

customThe solvent was evaporated
customthe residue was recrystallized from hexane-tetrahydrofuran

Sources & evidence

ORD record: ord-9d15363506084ecb95d11a420a7cc084
Source dataset: uspto-grants-2008_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07399759B2

Reaction notes

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