Pyrrolidine → HCID 13558051, compound

HRID 580448Notes

Reaction equation

HRID 580448 reaction equation
[CH3:1][N:2]([CH3:22])[N:3]1[C:12]2[C:7](=[CH:8][C:9]([F:17])=[C:10]([Cl:16])[C:11]=2[N+:13]([O-:15])=[O:14])[C:6](=[O:18])[C:5]([C:19]([OH:21])=[O:20])=[CH:4]1.[NH:23]1[CH2:27][CH2:26][CH2:25][CH2:24]1>>[ClH:16].[CH3:1][N:2]([CH3:22])[N:3]1[C:12]2[C:7](=[CH:8][C:9]([F:17])=[C:10]([N:23]3[CH2:27][CH2:26][CH2:25][CH2:24]3)[C:11]=2[N+:13]([O-:15])=[O:14])[C:6](=[O:18])[C:5]([C:19]([OH:21])=[O:20])=[CH:4]1

Participants

4

Reactant 2

HCID 31268PyrrolidineHCID 13868701HCID 13868701, compound

Product 2

HCID 313Hydrochloric AcidHCID 13558051HCID 13558051, compoundYield 93.2%

Procedure

3.3 g of 1-dimethylamino-7-chloro-6-fluoro-8-nitro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid are reacted with 6 g of pyrrolidine analogously to Example 11 and, after acidification to pH 1 with 10% strength hydrochloric acid, 3.4 g of 1-dimethylamino-6-fluoro-8-nitro-7-(1-pyrrolidinyl)-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid are isolated. After recrystallization from glycol monomethyl ether, the crystals have a melting point of 266°-268° C., with decomposition.

Sources & evidence

ORD record
ord-7808a7ff77de480c8099a78f311c989e
Source dataset
uspto-grants-1988_06
Patent number
US04753925

Reaction notes

Loading…