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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 456602Generated: October 27, 2026

Potassium Carbonate → 1-[2-Oxo-2-(3-oxo-3,4dihydro-2H-benzo[1,4]thiazin-6yl)-ethyl]-piperidine-4-carboxylic acid (6-methoxy-[1,5]naphthyridin 4yl)-amide oxalate

https://huagongshe.com/reaction/456602

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantPiperidine-4-carboxylic acid (6-methoxy-[1,5]naphthyridin-4-yl)-amideHCID 11231497—
Reactant6-(Chloroacetyl)-2H-1,4-benzothiazin-3(4H)-oneHCID 16218075—
ReactantEthylacetate methanolHCID 21584119—
SolventDimethylformamideHCID 6228—
Product1-[2-Oxo-2-(3-oxo-3,4dihydro-2H-benzo[1,4]thiazin-6yl)-ethyl]-piperidine-4-carboxylic acid (6-methoxy-[1,5]naphthyridin 4yl)-amide oxalateHCID 131726283—

Reaction Steps

A mixture of piperidine (1f) (0.39 g) and potassium carbonate (0.2 g) in N,N-dimethylformamide (13 ml) was treated with (a) (0.33 g). After 7 hours the mixture was evaporated and the residue partitoned between ethyl acetate and saturated aqueous sodium bicarbonate solution. The organic extract was dried and evaporated to give a brown oil. Chromatography on silica eluting with a methanol/ethyl acetate gradient afforded the free base of the title compound as an oil (0.19 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07186730B2
Source datasetuspto-grants-2007_03
ORD IDord-706ffe303b33424490fe5d355eb141af
Source noteuspto-grants-2007_03