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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 12198Generated: October 25, 2026

1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → N-(6-chloro-7-fluoro-9H-beta-carbolin-8-yl)-2-methyl-nicotinamide

https://huagongshe.com/reaction/12198

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 15908—
ReactantOxdralazine dihydrochlorideHCID 168701—
Reactant2-Methylnicotinic acidHCID 643373—
Reactant6-chloro-7-fluoro-9H-beta-carbolin-8-ylamineHCID 67165521—
SolventPyridineHCID 1049—
ProductN-(6-chloro-7-fluoro-9H-beta-carbolin-8-yl)-2-methyl-nicotinamideHCID 11337193—

Reaction Conditions

Temperature100 °C

Reaction Steps

A solution of 6-chloro-7-fluoro-9H-β-carbolin-8-ylamine (100 mg, 0.424 mmol) in pyridine (2.5 ml) was stirred at RT. 2-methyl nicotinic acid (70 mg, 0.509 mmol) was added, followed by EDCI (130 mg, 0.678 mmol). The suspension was stirred at 100° C. for a day. The pyridine was removed under reduced pressure and the resulting dark oil was triturated with saturated aqueous NaHCO3. The precipitate which formed was filtered and washed with MeOH. The material was treated with 2M HCl in Et2O to yield a gray solid, the di-HCl salt N-(6-chloro-7-fluoro-9H-β-carbolin-8-yl)-2-methyl-nicotinamide (110 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07727985B2
Source datasetuspto-grants-2010_06
ORD IDord-212676db6bac4ade867f66bfad747cd6
Source noteuspto-grants-2010_06