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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 868080Generated: October 29, 2026

1,8-Diazabicyclo(5.4.0)undec-7-ene → 7-[3-[(Propylamino)methyl]-1-pyrrolidinyl]-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylic Acid

https://huagongshe.com/reaction/868080

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,8-Diazabicyclo(5.4.0)undec-7-eneHCID 81184—
Reactant7-Chloro-1-cyclopropyl-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acidHCID 11055142—
ReactantN-propyl-3-pyrrolidinemethanamineHCID 13491799—
SolventAcetonitrileHCID 6342—
Product7-[3-[(Propylamino)methyl]-1-pyrrolidinyl]-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylic AcidHCID 1377274974%

Reaction Steps

A suspension of 1.13 g (4.0 mmole) of 7-chloro-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylic acid, 0.63 g (4.4 mmole) of 3-[(propylamino]methyl]pyrrolidine, 1.22 g (8.0 mmole) of 1,8-diazabicyclo[5.4.0]undec-7-ene and 30 ml of acetonitrile was stirred at room temperature for 2.5 hours. The precipitate was removed by filtration, washed with acetonitrile and dried in vacuo to give 1.15 g (74%) of the title compound, mp 230°-233° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04777175
Source datasetuspto-grants-1988_10
ORD IDord-bd47970d43914487953e70d3fada0b07
Source noteuspto-grants-1988_10