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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1671524Generated: November 3, 2026

Ethanolamine → 3-[5-(3-Chloro-benzoylamino)-2-methyl-phenoxymethyl]-thieno[3,2-c]pyridine-7-carboxylic acid (2-hydroxy-ethyl)-amide

https://huagongshe.com/reaction/1671524

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolamineHCID 700—
Reactant3-[5-(3-Chloro-benzoylamino)-2-methyl-phenoxymethyl]-thieno[3,2-c]pyridine-7-carboxylic acid ethyl esterHCID 24800619—
SolventDimethyl SulfoxideHCID 679—
Product3-[5-(3-Chloro-benzoylamino)-2-methyl-phenoxymethyl]-thieno[3,2-c]pyridine-7-carboxylic acid (2-hydroxy-ethyl)-amideHCID 24800620—

Reaction Conditions

Temperature135 °C

Reaction Steps

A mixture of 3-[5-(3-chloro-benzoylamino)-2-methyl-phenoxymethyl]-thieno[3,2-c]pyridine-7-carboxylic acid ethyl ester (315 mg, 0.65 mmol) (from Example 24 supra) in methyl sulfoxide (3 mL) and ethanolamine (9 mL) (Aldrich) was heated at 135° C. for 2 hours in a microwave reactor. After cooling to room temperature, the precipitate was filtered off, washed thoroughly with MeOH and dried to give 3-[5-(3-chloro-benzoylamino)-2-methyl-phenoxymethyl]-thieno[3,2-c]pyridine-7-carboxylic acid (2-hydroxy-ethyl)-amide as a white solid. (Yield 267 mg, 82.8%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07994321B2
Source datasetuspto-grants-2011_08
ORD IDord-dae7a6f0fb7449318f0304a4011a539d
Source noteuspto-grants-2011_08