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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 465388Generated: October 30, 2026

Dimethylformamide → HCID 67915570, compound

https://huagongshe.com/reaction/465388

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantSodium hydrideHCID 24758—
Reactant1-Boc-3-pyrrolidinolHCID 4416939—
Reactant5-Amino-1-cyclopropyl-6,7,8-trifluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acidHCID 13910947—
SolventChloroformHCID 6212—
ProductHCID 67915570HCID 67915570—

Reaction Steps

To a mixture of 1.20 g of 1-cyclopropyl-5-amino-6,7,8-trifluoro-1,4-dihydro-4-oxoquinoline-3-carboxylic acid, 1.50 g of 1-t-butoxycarbonyl-3-hydroxypyrrolidine and 1,5 ml of DMF was added 483 mg of 55% sodium hydride while the former was stirred under ice cooling. The resultant mixture was stirred for further 20 hours at room temperature. The reaction mixture was diluted with chloroform and then successively washed with 10% aq. citric acid solution and saturated saline. The organic layer was dried over anhydrous sodium sulfate and then concentrated. The residue thus obtained was recrystallized from ethanol, whereby 1.48 g of the title compound was obtained as pale green powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05153203
Source datasetuspto-grants-1992_10
ORD IDord-8778d8641cef4d93bf7a5aa5c4eb3bfe
Source noteuspto-grants-1992_10