Acrylonitrile → HCID 13337948, compound

HRID 1284530Notes

Reaction equation

HRID 1284530 reaction equation
[CH:1]1([N:4]2[C:13]3[C:8](=[CH:9][C:10]([F:21])=[C:11]([N:14]4[CH2:19][CH2:18][NH:17][CH:16]([CH3:20])[CH2:15]4)[CH:12]=3)[C:7](=[O:22])[C:6]([C:23]([OH:25])=[O:24])=[CH:5]2)[CH2:3][CH2:2]1.[C:26](#[N:29])[CH:27]=[CH2:28]>>[C:26]([CH2:27][CH2:28][N:17]1[CH2:18][CH2:19][N:14]([C:11]2[CH:12]=[C:13]3[C:8]([C:7](=[O:22])[C:6]([C:23]([OH:25])=[O:24])=[CH:5][N:4]3[CH:1]3[CH2:2][CH2:3]3)=[CH:9][C:10]=2[F:21])[CH2:15][CH:16]1[CH3:20])#[N:29]

Participants

3

Reactant 2

HCID 7855AcrylonitrileHCID 1852361-Cyclopropyl-6-fluoro-7-(3-methylpiperazin-1-yl)-4-oxo-1,4-dihydroquinoline-3-carboxylic acid

Product 1

HCID 13337948HCID 13337948, compoundYield 75.4%

Procedure

Analogously to Example 9, 3.45 g of 1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-7-(3-methyl-1-piperazinyl)-3-quinolinecarboxylic acid (Example B) are reacted with 4.5 g of acrylonitrile to give 3 g of 7-[4-(2-cyanoethyl)-3-methyl-1-piperazinyl]-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid of melting point 203°-206° C.

Sources & evidence

ORD record
ord-ce6b6f310fed450aa7b141ba3e6b2119
Source dataset
uspto-grants-1986_01
Patent number
US04563448

Reaction notes

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