Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2368073Generated: October 30, 2026

Dimethylformamide → tert-butyl [(1S)-2-{[1-(5-methoxy-1,3-benzothiazol-2-yl)piperidin-4-yl]oxy}-1-methylethyl]carbamate

https://huagongshe.com/reaction/2368073

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantDiisopropylethylamineHCID 81531—
Reactant2-Chloro-5-methoxybenzothiazoleHCID 7059200—
Reactanttert-butyl [(1S)-1-methyl-2-(piperidin-4-yloxy)ethyl]carbamateHCID 57517479—
SolventWaterHCID 962—
Producttert-butyl [(1S)-2-{[1-(5-methoxy-1,3-benzothiazol-2-yl)piperidin-4-yl]oxy}-1-methylethyl]carbamateHCID 8665869664.3%

Reaction Conditions

Temperature150 °C

Reaction Steps

A mixture of 2-chloro-5-methoxy-1,3-benzothiazole (143 mg), tert-butyl [(1S)-1-methyl-2-(piperidin-4-yloxy)ethyl]carbamate (186 mg), N,N-diisopropylethylamine (93 mg) and DMF (3 mL) was stirred at 150° C. for 1.5 hr under microwave irradiation. Water was added to the reaction mixture, and the obtained mixture was extracted with ethyl acetate. The extract was washed with saturated brine, and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure and the residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (194 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08703758B2
Source datasetuspto-grants-2014_04
ORD IDord-834d1e909bc244d8a1daed8837beede2
Source noteuspto-grants-2014_04