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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1267605Generated: October 26, 2026

7-Chloro-1-cyclopropyl-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid → 7-[2-(t-Butoxycarbonyl)-8-(methoxyimino)-2,6-diazaspiro[3,4]oct-6-yl]-1-cyclopropyl-6-fluoro-4-oxo-1,4-dihydro[1,8]naphthyridine-3-carboxylic acid

https://huagongshe.com/reaction/1267605

Reaction equation

Participants

RoleNameHCIDCharge
Reactant7-Chloro-1-cyclopropyl-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acidHCID 11055142—
Reactant2,6-Diazaspiro[3.4]octane-2-carboxylic acid, 8-(methoxyimino)-, 1,1-dimethylethyl esterHCID 54547656—
SolventAcetonitrileHCID 6342—
Product7-[2-(t-Butoxycarbonyl)-8-(methoxyimino)-2,6-diazaspiro[3,4]oct-6-yl]-1-cyclopropyl-6-fluoro-4-oxo-1,4-dihydro[1,8]naphthyridine-3-carboxylic acidHCID 5420734993.9%

Reaction Conditions

Temperature47.5 °C

Reaction Steps

1-cyclopropyl-6-fluoro-7-chloro-4-oxo-1,4-dihydro[1,8]naphthyridine-3-carboxylic acid and 840 mg of t-butyl 8-(methoxyimino)-2,6-diazaspiro[3,4]octane-2-carboxylate were added to 10 ml of acetonitrile and the resulting mixture was stirred for 3 hours at 45-50° C. Then the precipitated solid was filtered and dried to give 650 mg of the titled compound (yield: 93.9%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06552196B2
Source datasetuspto-grants-2003_04
ORD IDord-ec56a22935d147f192369b817915ded9
Source noteuspto-grants-2003_04