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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1978970Generated: October 28, 2026

Water → N-(4-Chlorobenzyl)-7-methyl-2-(4-morpholinyl-carbonyl)-4-oxo-4,7-dihydrothieno[2,3-b]pyridine-5-carboxamide

https://huagongshe.com/reaction/1978970

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantMethyl iodideHCID 6328—
ReactantPotassium CarbonateHCID 11430—
ReactantHCID 178522941HCID 178522941—
SolventDimethylformamideHCID 6228—
ProductN-(4-Chlorobenzyl)-7-methyl-2-(4-morpholinyl-carbonyl)-4-oxo-4,7-dihydrothieno[2,3-b]pyridine-5-carboxamideHCID 1009506482.3%

Reaction Steps

To a solution of N-(4-chlorobenzyl)-4-hydroxy-2-(4-morpholinylcarbonyl)thieno[2,3-b]pyridine-5-carboxamide (0.527 g) from Example No. 47 in DMF (10 mL) is added potassium carbonate (0.337 g) followed by iodomethane (0.11 mL). The reaction mixture is stirred at room temperature for 1 h. The reaction mixture is then poured into water (25 mL). The resulting off-white solid is filtered off and recrystallized from acetonitrile to yield 0.448 g (82%) of the title compound as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06239142B1
Source datasetuspto-grants-2001_05
ORD IDord-f0f40e4c0c584b08bb77fe7a83f269a6
Source noteuspto-grants-2001_05