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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 232048Generated: October 30, 2026

(S)-1-Cyclopropyl-7-[3-[[(1,1-dimethylethoxy)carbonyl]amino]-1-pyrrolidinyl]-6,8-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid, ethyl ester → (S)-7-[3-(Amino)-1-pyrrolidinyl]-1-cyclopropyl-6,8-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid, ethyl ester

https://huagongshe.com/reaction/232048

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(S)-1-Cyclopropyl-7-[3-[[(1,1-dimethylethoxy)carbonyl]amino]-1-pyrrolidinyl]-6,8-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid, ethyl esterHCID 14555482—
SolventTrifluoroacetic acidHCID 6422—
Product(S)-7-[3-(Amino)-1-pyrrolidinyl]-1-cyclopropyl-6,8-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid, ethyl esterHCID 1455548594.3%

Reaction Steps

A solution of 23.9 g (50 mmol) of (S)-1-cyclopropyl-7-[3-[[(1,1-dimethylethoxy)carbonyl]amino]-1-pyrrolidinyl]-6,8-difluoro-1,4-dihydro-4-oxo-3-quinoline carboxylic acid, ethyl ester in 150 ml of trifluoroacetic acid was stirred at room temperature for four hours. The solvent was removed in vacuo and the residue was triturated with 5% sodium bicarbonate. The solid was removed by filtration, washed 5% sodium bicarbonate, water and dried in vacuo to give 17.8 g of the title compound, mp 227°-228°.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04851418
Source datasetuspto-grants-1989_07
ORD IDord-6c71886f83b546709b8e37067f8b0f7f
Source noteuspto-grants-1989_07