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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1293475Generated: October 30, 2026

Hydrochloric Acid → N4-(3,5-dichloro-4-pyridyl)-9-benzyl-6-chloro-1-methoxy-9H-4-carbazole carboxamide

https://huagongshe.com/reaction/1293475

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantSodium hydrideHCID 24758—
Reactant4-Amino-3,5-dichloropyridineHCID 89888—
ReactantHCID 69284365HCID 69284365—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductN4-(3,5-dichloro-4-pyridyl)-9-benzyl-6-chloro-1-methoxy-9H-4-carbazole carboxamideHCID 5890548446.1%

Reaction Steps

To a solution of 4-Nitrophenyl 9-benzyl-6-chloro-1-methoxy-4-carbazole carboxylate (124 mg, 0.255 mmoles) in dry DMF (3 ml) under nitrogen atmosphere, 3,5-dichloro-4-amino pyridine (41.5 mg, 0.255 mmoles) was added followed by sodium hydride (60% suspension, 16.7 mg, 0.382 mmoles) and the reaction mixture was stirred at room temperature for one hour. 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, dried and purified by column chromatography to give 60 mg of the title compound as an off white solid, m. p: 210-213° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07238725B2
Source datasetuspto-grants-2007_07
ORD IDord-6b4e7644c9d243d2be85418d20a1b489
Source noteuspto-grants-2007_07