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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1266159Generated: November 2, 2026

N-Methylcyclohexylamine → 8-[(Cyclohexyl)(methyl)amino]-7-fluoro-1-methyl-4-oxo-1,4-dihydrobenzo[b][1,8]naphthyridine-3-carboxylic acid

https://huagongshe.com/reaction/1266159

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-MethylcyclohexylamineHCID 7514—
Reactant7,8-Difluoro-1-methyl-4-oxo-1,4-dihydrobenzo[b][1,8]naphthyridine-3-carboxylic acidHCID 11197026—
SolventDimethyl SulfoxideHCID 679—
Product8-[(Cyclohexyl)(methyl)amino]-7-fluoro-1-methyl-4-oxo-1,4-dihydrobenzo[b][1,8]naphthyridine-3-carboxylic acidHCID 9929918—

Reaction Steps

8-[(Cyclohexyl)(methyl)amino]-7-fluoro-1-methyl-4-oxo-1,4-dihydrobenzo[b][1,8]naphthyridine-3-carboxylic acid was prepared under the conditions of Example 1, but from 1.5 g of 7,8-difluoro-1-methyl-4-oxo-1,4-dihydrobenzo[b][1,8]naphthyridine-3-carboxylic acid and 1.3 cm3 of N-methylcyclohexylamine in 30 cm3 of dimethyl sulphoxide. After washing 2 times with with 15 cm3 of ethanol, 1.7 g of 8-[(cyclohexyl)(methyl)amino]-7-fluoro-1-methyl-4-oxo-1,4-dihydrobenzo[b][1,8]naphthyridine-3-carboxylic acid were obtained in the form of a yellow solid melting at about 265° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06548506B2
Source datasetuspto-grants-2003_04
ORD IDord-62a806631bb2461fb98a9909b79b2454
Source noteuspto-grants-2003_04