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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 69357Generated: 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/69357

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 numberUS08822500B2
Source datasetuspto-grants-2014_09
ORD IDord-a49710002dac4413934bf3f2c1103842
Source noteuspto-grants-2014_09