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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1293477Generated: October 30, 2026

Hydrochloric Acid → N4-(3,5-dichloro-4-pyridyl)-6-chloro-9-(4-methoxybenzyl)-1-methoxy-9H-4-carbazolecarboxamide

https://huagongshe.com/reaction/1293477

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantSodium hydrideHCID 24758—
Reactant4-Amino-3,5-dichloropyridineHCID 89888—
ReactantHCID 69280695HCID 69280695—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductN4-(3,5-dichloro-4-pyridyl)-6-chloro-9-(4-methoxybenzyl)-1-methoxy-9H-4-carbazolecarboxamideHCID 5890549047.8%

Reaction Steps

To a solution of 4-Nitrophenyl 9-(4-methoxy benzyl)-6-chloro-1-methoxy-4-carbazole carboxylate (95 mg, 0.232 mmoles) in dry DMF (5 ml) under nitrogen atmosphere, 3,5-dichloro-4-amino pyridine (37.8 mg, 0.232 mmoles) was added followed by sodium hydride (60% suspension, 20.0 mg, 0.464 mmoles) and the reaction mixture was stirred at room temperature for two hours. Ice pieces were added to the reaction mixture, diluted with water (15 ml) and neutralized with 1N HCl. The precipitated product was filtered, washed with water and dried under vacuum to give 60 mg of the title compound as an off white solid, m. p: 257-258° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07238725B2
Source datasetuspto-grants-2007_07
ORD IDord-75eceb60c7a44820844668f4ce578659
Source noteuspto-grants-2007_07