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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 251863Generated: October 23, 2026

Lithium Hydroxide → 1-Cyclopropyl-N-(2,4-dichlorobenzyl)-7-{(3RS,5SR)-4-[(2R)-2,3-dihydroxypropyl]-3,5-dimethylpiperazin-1-yl}-6-fluoro-8-methoxy-4-oxo-1,4-dihydroquinoline-3-carboxamide hydrochloride

https://huagongshe.com/en/reaction/251863

Reaction equation

Participants

RoleNameHCIDCharge
ReactantLithium HydroxideHCID 3939—
ReactantButyrateHCID 104775—
Reactant(2R)-Oxiran-2-ylmethyl butanoateHCID 2724536—
Reactant1-Cyclopropyl-N-(2,4-dichlorobenzyl)-7-[(3RS,5SR)-3,5-dimethylpiperazin-1-yl]-6-fluoro-8-methoxy-4-oxo-1,4-dihydroquinoline-3-carboxamideHCID 66859962—
Product1-Cyclopropyl-N-(2,4-dichlorobenzyl)-7-{(3RS,5SR)-4-[(2R)-2,3-dihydroxypropyl]-3,5-dimethylpiperazin-1-yl}-6-fluoro-8-methoxy-4-oxo-1,4-dihydroquinoline-3-carboxamide hydrochlorideHCID 66861539—

Reaction Steps

The title compound is prepared in analogy to Example 89 from Example 12 with (2R)-3-butanoyloxy-1,2-epoxypropane and subsequent hydrolysis of the butyrate with 1 equivalent of a 1M lithium hydroxide solution at 70° C. for 1 h. For the work-up the solvent is removed on a rotary evaporator, the residue is adjusted to a neutral pH using 1N hydrochloric acid and buffer pH 7 and extracted with dichloromethane. Purification takes place by RP-HPLC (Method 6).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07867992B2
Source datasetuspto-grants-2011_01
ORD IDord-1df2353abbc84dcb87334821f9425966
Source noteuspto-grants-2011_01