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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2299294Generated: October 30, 2026

Acetic Acid → HCID 9847660, compound

https://huagongshe.com/reaction/2299294

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
Reactant4-ChlorobenzylamineHCID 66036—
Reactant1,1'-CarbonyldiimidazoleHCID 68263—
Reactant7-Ethyl-2-iodo-4-oxo-4,7-dihydrothieno[2,3-b]pyridine-5-carboxylic acidHCID 13217721—
SolventDimethylformamideHCID 6228—
ProductHCID 9847660HCID 984766053%

Reaction Conditions

Temperature60 °C

Reaction Steps

Carbonyldiimidazole (0.290 g) is added to a solution of 7-ethyl-2-iodo-4-oxo-4,7-dihydrothieno[2,3-b]pyridine-5-carboxylic acid (Eur. J. Med. Chem. 1987, 22, 139) (0.520 g) in DMF (13 mL). The reaction is heated to 60° C. and stirred for 18 h. The reaction mixture is cooled to rt, and 4-chlorobenzylamine (0.22 mL) is added. The reaction is stirred at rt for 7 h. The reaction mixture is poured into 20% aqueous HOAc (50 mL), and the resulting off-white solid is filtered off. This material is recrystallized twice from methanol to yield 0.372 g (53%) of the title compound as an off-white, crystalline solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06495683B2
Source datasetuspto-grants-2002_12
ORD IDord-3f5ef00f8e564d65af414003bbeae265
Source noteuspto-grants-2002_12