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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 727940Generated: October 31, 2026

Formic Acid → 7-(5-Formyl-2,5-diazabicyclo-(2.2.1)hept-2-yl)-6-fluoro-1-(2,4-difluorophenyl)-1,4-dihydro-4-oxoquinoline-3-carboxylic acid

https://huagongshe.com/reaction/727940

Reaction equation

Participants

RoleNameHCIDCharge
ReactantFormic AcidHCID 284—
ReactantAcetic acid 10-acetoxymethyl-anthracen-9-ylmethyl esterHCID 613145—
Reactant7-(2,5-Diazabicyclo(2.2.1)hept-2-yl)-6-fluoro-1-(2,4-difluorophenyl)-1,4-dihydro-4-oxo-quinoline-3-carboxylic acidHCID 14014830—
SolventDimethylformamideHCID 6228—
Product7-(5-Formyl-2,5-diazabicyclo-(2.2.1)hept-2-yl)-6-fluoro-1-(2,4-difluorophenyl)-1,4-dihydro-4-oxoquinoline-3-carboxylic acidHCID 1401483345.3%

Reaction Steps

0.5 g (1.2 m Mol) 7-(2,5-diazabicyclo(2.2.1)hept-2-yl)-6-fluoro-1-(2,4-difluorophenyl)-1,4-dihydro-4-oxo-quinoline-3-carboxylic acid was suspended in 20 ml DMF and treated with 3 ml of the mixed anhydride of acetic and formic acid. After 90 mins. stirring at room temperature the volatiles were removed under reduced pressure. The oily residue was triturated with ether, the residue filtered and recrystallized from a mixture of 20 ml DMF and 5 ml ligroin to give 0.24 g (45.3%) of product, mp 252° C.-258° C. dec.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05045549
Source datasetuspto-grants-1991_09
ORD IDord-fcab305469594d9f8a94ef4457f95a9b
Source noteuspto-grants-1991_09