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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 982713Generated: October 29, 2026

Potassium Carbonate → N-(4-chlorobenzyl)-2-(hydroxymethyl)-4-{2-[methoxy(methyl)amino]-2-oxoethyl}-7-oxo-4,7-dihydrothieno[3,2-b]pyridine-6-carboxamide

https://huagongshe.com/reaction/982713

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant2-Chloro-N-methoxy-N-methylacetamideHCID 2734716—
ReactantN-(4-chlorobenzyl)-2-(hydroxymethyl)-7-oxo-4,7-dihydrothieno[3,2-b]pyridine-6-carboxamideHCID 22563221—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductN-(4-chlorobenzyl)-2-(hydroxymethyl)-4-{2-[methoxy(methyl)amino]-2-oxoethyl}-7-oxo-4,7-dihydrothieno[3,2-b]pyridine-6-carboxamideHCID 2256321569.5%

Reaction Steps

A mixture of N-(4-chlorobenzyl)-2-(hydroxymethyl)-7-oxo-4,7-dihydrothieno[3,2-b]pyridine-6-carboxamide (100 mg, 0.288 mmol), potassium carbonate (60 mg, 0.43 mmol) and 2-chloro-N-methoxy-N-methylacetamide (200 mg) in DMF (1.5 mL) was shaken at room temp. for 48 hrs. The mixture was diluted with water (5 mL), and the resulting solid was collected by filtration. The crude solid was recrystallized from aq. ethanol to afford title compound (90 mg). The title compound is also a compound of formula I.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06861438B2
Source datasetuspto-grants-2005_03
ORD IDord-d9a528cc9b1040ff934fbd0053df41ac
Source noteuspto-grants-2005_03