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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 920484Generated: October 29, 2026

4-Chloro-2-methoxypyridine-3-carbaldehyde → 2-(4-Chloro-2-methoxypyridin-3-yl)-6-(2-(dimethylamino)ethyl)-4-methylimidazo[4,5-f]isoindole-5,7(1H,6H)-dione

https://huagongshe.com/reaction/920484

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Chloro-2-methoxypyridine-3-carbaldehydeHCID 53407928—
Reactant5,6-Diamino-2-(2-(dimethylamino)ethyl)-4-methylisoindoline-1,3-dioneHCID 66687157—
SolventAcetic AcidHCID 176—
SolventMethanolHCID 887—
Product2-(4-Chloro-2-methoxypyridin-3-yl)-6-(2-(dimethylamino)ethyl)-4-methylimidazo[4,5-f]isoindole-5,7(1H,6H)-dioneHCID 66687156—

Reaction Conditions

Temperature50 °C

Reaction Steps

A mixture of 5,6-diamino-2-(2-(dimethylamino)ethyl)-4-methylisoindoline-1,3-dione (0.36 g, 1.37 mmol) and 4-chloro-2-methoxynicotinaldehyde (0.26 g, 1.51 mmol) in a mixture of methanol (8 mL) and acetic acid (0.4 mL) was heated at 50° C. for 14 h. After the end of reaction was established by TLC, the reaction mixture was concentrated under vacuum to dryness, and the crude product was subjected to the next step without further purification. Mass (ESI, positive) m/z 414.1 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09273055B2
Source datasetuspto-grants-2016_03
ORD IDord-c6842aa5ae8a4e83a157fd2d9b2b2928
Source noteuspto-grants-2016_03