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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 743664Generated: October 30, 2026

1-Cyclopropyl-7,8-difluoro-4-oxo-1,4-dihydrobenzo[b][1,8]naphthyridine-3-carboxylic acid → 1-Cyclopropyl-7-fluoro-8-(3-methylamino-1-azetidinyl)-4-oxo-1,4-dihydrobenzo[b][1,8]naphthyridine-3-carboxylic acid

https://huagongshe.com/reaction/743664

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Cyclopropyl-7,8-difluoro-4-oxo-1,4-dihydrobenzo[b][1,8]naphthyridine-3-carboxylic acidHCID 14853341—
ReactantN-methylazetidin-3-amine dihydrochlorideHCID 22121158—
Product1-Cyclopropyl-7-fluoro-8-(3-methylamino-1-azetidinyl)-4-oxo-1,4-dihydrobenzo[b][1,8]naphthyridine-3-carboxylic acidHCID 1942368455.1%

Reaction Conditions

Temperature40 °C

Reaction Steps

1-Cyclopropyl-7-fluoro-8-(3-methylamino-1-azetidinyl)-4-oxo-1,4-dihydrobenzo[b][1,8]-naphthyridine-3-carboxylic acid was prepared under the conditions of Example 11, but starting with 1.5 g of 1-cyclopropyl-7,8-difluoro-4-oxo-1,4-dihydrobenzo[b][1,8]naphthyridine-3-carboxylic acid and 1.13 g of 3-(methylamino)azetidine dihydrochloride. The reaction mixture is stirred for 1 hour at 40° C. 1 g of 1-cyclopropyl-7-fluoro-8-(3-methylamino-1-azetidinyl)-4-oxo-1,4-dihydrobenzo[b][1,8]naphthyridine-3-carboxylic acid is obtained in the form of a yellow solid, which decomposes at 262° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05556861
Source datasetuspto-grants-1996_09
ORD IDord-78f5990c8e8f4d8db02f6d1bf51d611e
Source noteuspto-grants-1996_09