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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1011231Generated: October 25, 2026

Diisopropylethylamine → 8-Chloro-1-cyclopropyl-n-(2,4-dichlorobenzyl)-6-fluoro-4-oxo-7-(3-oxo-2,8-diazaspiro[4.5]dec-8-yl)-1,4-dihydroquinoline-3-carboxamide

https://huagongshe.com/reaction/1011231

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant3-Quinolinecarboxamide,8-chloro-1-cyclopropyl-n-[(2,4-dichlorophenyl)methyl]-6,7-difluoro-1,4-dihydro-4-oxo-HCID 57780978—
Reactant2,8-Diazaspiro(4.5)decan-3-one hydrochlorideHCID 60145982—
SolventDimethyl SulfoxideHCID 679—
Product8-Chloro-1-cyclopropyl-n-(2,4-dichlorobenzyl)-6-fluoro-4-oxo-7-(3-oxo-2,8-diazaspiro[4.5]dec-8-yl)-1,4-dihydroquinoline-3-carboxamideHCID 57780959—

Reaction Steps

60 mg (0.13 mmol) of the compound of Example 70A and 37 mg (0.20 mmol) of 3-oxo-2,8-diazaspiro[4,5]decane hydrochloride (Example 13A) are stirred with 91 μl (0.52 mmol) of N,N-diisopropylethylamine in 2 ml of DMSO at 120° C. for 2 days. After cooling, the entire reaction mixture is separated by preparative HPLC (method 5). Concentration of the appropriate fractions on a rotary evaporator and drying under high vacuum give 20 mg (26% of theory) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07977349B2
Source datasetuspto-grants-2011_07
ORD IDord-8f67c244a1c441eeb4cdc5f5d55a5849
Source noteuspto-grants-2011_07