5-Amino-1-cyclopropyl-6,7,8-trifluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid → HCID 15288434, compound

HRID 1757419Notes

Reaction equation

HRID 1757419 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.[CH3:22][NH:23][CH2:24][C:25]1[CH:30]=[CH:29][CH:28]=[C:27]([CH:31]2[CH2:35][CH2:34][NH:33][CH2:32]2)[CH:26]=1>>[NH2:1][C:2]1[C:11]([F:12])=[C:10]([N:33]2[CH2:34][CH2:35][CH:31]([C:27]3[CH:28]=[CH:29][CH:30]=[C:25]([CH2:24][NH:23][CH3:22])[CH:26]=3)[CH2:32]2)[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[CH2:16][CH2:17]1

Participants

3

Reactant 2

HCID 139109475-Amino-1-cyclopropyl-6,7,8-trifluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acidHCID 15288432N-methyl-3-(3-pyrrolidinyl)benzenemethanamine

Product 1

HCID 15288434HCID 15288434, compoundYield 55%

Procedure

Starting from 5-amino-1-cyclopropyl-6,7,8-trifluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid (0.52 g, 1.7 mmol) and N-methyl-3-(3-pyrrolidinyl)benzenemethanamine, a procedure analogous to that given in Example 1 provided the title compound (0.44 g, 55%) as a yellow solid, mp >270° C.

Sources & evidence

ORD record
ord-b1aa8ba4787042ee8d78864fd94f5446
Source dataset
uspto-grants-1995_08
Patent number
US05446044

Reaction notes

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