Piperazine → HCID 13377179, compound

HRID 1981900Notes

Reaction equation

HRID 1981900 reaction equation
[F:1][C:2]1[C:3]([NH2:20])=[C:4]2[C:9]3=[C:10]([CH2:13][CH:14]([CH3:15])[N:8]3[CH:7]=[C:6]([C:16]([OH:18])=[O:17])[C:5]2=[O:19])[C:11]=1F.[NH:21]1[CH2:26][CH2:25][NH:24][CH2:23][CH2:22]1>CN1CCCC1=O>[F:1][C:2]1[C:3]([NH2:20])=[C:4]2[C:9]3=[C:10]([CH2:13][CH:14]([CH3:15])[N:8]3[CH:7]=[C:6]([C:16]([OH:18])=[O:17])[C:5]2=[O:19])[C:11]=1[N:21]1[CH2:26][CH2:25][NH:24][CH2:23][CH2:22]1

Participants

4

Reactant 2

HCID 4837PiperazineHCID 133771777-Amino-8,9-difluoro-2-methyl-6-oxo-1,2-dihydro-pyrrolo[3,2,1-ij]quinoline-5-carboxylic acid

Product 1

HCID 13377179HCID 13377179, compoundYield 56.6%

Reagents, catalysts & solvents 1

HCID 13387N-methyl-2-pyrrolidoneSolvent

Procedure

In the same manner as described in Example 3, 8,9-difluoro-7-amino-2-methyl-6-oxo-1,2-dihydro-pyrrolo[3,2,1-ij]quinoline-5-carboxylic acid (3 g), anhydrous piperazine (4.6 g) and N-methylpyrrolidone (30 ml) are treated to give 8-fluoro-2-methyl-9-(1-piperazinyl)-7-amino-6-oxo-1,2-dihydro-pyrrolo[3,2,1-ij]quinoline-5-carboxylic acid (2.1 g), as pale yellow cubic crystals. m.p. 256°-259° C. (decomp.)

Workup

  1. additionare treated

Sources & evidence

ORD record
ord-8a767e42056f48dd96285bf5296a9bc5
Source dataset
uspto-grants-1986_06
Patent number
US04594347

Reaction notes

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