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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 868047Generated: October 29, 2026

1-Ethyl-6,7,8-trifluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid → 7-(3,8-Diazaspiro[4.4]nonan-8-yl)-1-ethyl-6,8-difluoro-4-oxo-quinoline-3-carboxylic acid

https://huagongshe.com/reaction/868047

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Ethyl-6,7,8-trifluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acidHCID 9835179—
Reactant2,7-Diaza-spiro[4.4]nonaneHCID 12691883—
SolventAcetonitrileHCID 6342—
Product7-(3,8-Diazaspiro[4.4]nonan-8-yl)-1-ethyl-6,8-difluoro-4-oxo-quinoline-3-carboxylic acidHCID 461446103.3%

Reaction Steps

A suspension of 0.81 g (3.0 mmol) 1-ethyl-6,7,8-trifluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid in 40 ml acetonitrile was treated with 0.80 g (6.3 mmol) 2,7-diazaspiro[4.4]nonane [J. Org. Chem. 46, 2757 (1981)]and the mixture stirred two days at room temperature, refluxed 1.5 hours, cooled, and filtered to afford 1.17 g of the title compound, mp 234°-240° C. (dec). Analysis calculated for C19H21N3F2O3 ; C, 60.47; H, 5.61; N, 11.13. Found: C, 60.17; H, 5.46; N, 11.11.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04777175
Source datasetuspto-grants-1988_10
ORD IDord-d93427f8c3774c50b1631331574c3b4a
Source noteuspto-grants-1988_10