5-Amino-1-cyclopropyl-6,7,8-trifluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid → HCID 14370087, compound

HRID 2291280Notes

Reaction equation

HRID 2291280 reaction equation
[NH2:1][C:2]1[C:11]([F:12])=[C:10](F)[C:9]([F:14])=[C:8]2[C:3]=1[C:4](=[O:21])[C:5]([C:18]([OH:20])=[O:19])=[CH:6][N:7]2[CH:15]1[CH2:17][CH2:16]1.[CH2:22]([O:24][C:25]([N:27]1[CH2:32][CH2:31][NH:30][CH:29]([CH3:33])[CH2:28]1)=[O:26])[CH3:23]>CS(C)=O>[NH2:1][C:2]1[C:11]([F:12])=[C:10]([N:30]2[CH2:31][CH2:32][N:27]([C:25]([O:24][CH2:22][CH3:23])=[O:26])[CH2:28][CH:29]2[CH3:33])[C:9]([F:14])=[C:8]2[C:3]=1[C:4](=[O:21])[C:5]([C:18]([OH:20])=[O:19])=[CH:6][N:7]2[CH:15]1[CH2:17][CH2:16]1

Participants

4

Reactant 2

HCID 139109475-Amino-1-cyclopropyl-6,7,8-trifluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acidHCID 14090597HCID 14090597, compound

Product 1

HCID 14370087HCID 14370087, compound

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Conditions

Temperature
150 °C

Procedure

In the same manner as described in Example 1 (1), a mixture of 5-amino-1-cyclopropyl-6,7,8-trifluoro-1,4-dihydro-4-oxoquinoline-3-carboxylic acid, 1-ethoxycarbonyl-3-methyl-piperazine, and dimethyl sulfoxide was stirred at 150° C. for 2 hours to give 5-amino-1-cyclopropyl-6,8-difluoro-7-(4-ethoxycarbonyl-2-methyl-1-piperazinyl)-1,4-dihydro-4-oxoquinoline-3-carboxylic acid, m.p. 220°-225° C.

Sources & evidence

ORD record
ord-5db303d6748245b89f17dbafaca142f7
Source dataset
uspto-grants-1989_01
Patent number
US04795751

Reaction notes

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