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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1317Erstellt: 23. Oktober 2026

Dabco → Clinafloxacin

https://huagongshe.com/de/reaction/1317

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDabcoHCID 9237—
EduktPivalaldehydeHCID 12417—
Edukt3-AminopyrrolidineHCID 164401—
Edukt3-(2,2-Dimethylpropylideneamino)-pyrrolidineHCID 14836604—
Edukt8-Chloro-1-cyclopropyl-6,7-difluoro-1,4-dihydro-3-quinolinecarboxylic acidHCID 19694999—
LösungsmittelDimethylformamideHCID 6228—
LösungsmittelAcetonitrileHCID 6342—
ProduktClinafloxacinHCID 60063—

Reaktionsschritte

0.95 g (11 mmol) of pivalaldehyde are added dropwise to a solution of 0.86 g (10 mmol) of 3-aminopyrrolidine in 10 ml of acetonitrile at room temperature in the course of 5 minutes, during which the temperature rises from 22.5° C. to 27.5° C. The mixture is subsequently stirred for 1 hour and a virtually complete conversion into 3-(2,2-dimethylpropylideneamino)-pyrrolidine is found by checking the reaction by gas chromatography. The mixture is then diluted with 10 ml of acetonitrile and 10 ml of dimethylformamide, 3 g (10 mmol) of 8-chloro-1-cyclopropyl-6,7-difluoro-1,4-dihydro-3-quinolinecarboxylic acid and 2.2 g (20 mmol) of 1,4-diazabicyclo[2.2.2]octane are added and the mixture is heated under reflux for 1 hour. Work up gives the same result as described under Example 2a).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05723627
Quelldatensatzuspto-grants-1998_03
ORD IDord-182cab8e991e46b5ad9d638c603333a5
Quellennotizuspto-grants-1998_03