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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 748185Generated: October 26, 2026

Dimethylformamide → tert-Butyl 6-[[4-oxo-2-(2-pyridyl)-4H-1,3-benzothiazin-6-yl]oxy]hexanoate

https://huagongshe.com/reaction/748185

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantPotassium CarbonateHCID 11430—
ReactantTert-butyl 6-bromohexanoateHCID 11550568—
Reactant6-hydroxy-2-(2-pyridyl)-4H-1,3-benzothiazine-4-oneHCID 22939470—
SolventWaterHCID 962—
Producttert-Butyl 6-[[4-oxo-2-(2-pyridyl)-4H-1,3-benzothiazin-6-yl]oxy]hexanoateHCID 6845918192.5%

Reaction Steps

A mixture of 6-hydroxy-2-(2-pyridyl)-4H-1,3-benzothiazine-4-one (0.50 g, 1.9 mmol), tert-butyl 6-bromohexanoate (1.25 g, 4.9 mmol) and potassium carbonate (0.54 g, 3.9 mmol) and DMF (10 ml) was stirred at room temperature for 24 hrs. The reaction mixture was diluted with water and extracted with ethyl acetate. The extract was washed with water and dried. The solvent was evaporated. The obtained crystals were recrystallized from ethyl acetate-hexane to give the titled compound (0.75 g, 90%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07399759B2
Source datasetuspto-grants-2008_07
ORD IDord-6ecc94ad6d164e64a66c155cde56f996
Source noteuspto-grants-2008_07