2(1H)-Quinolone, 7-hydroxy-4-methyl- → 7-[3-(4-Benzamidopiperidino)-propoxy]-4-methyl-2-oxo-1,2-dihydroquinoline

HRID 1065643Notes

Reaction equation

HRID 1065643 reaction equation
[OH:1][C:2]1[CH:11]=[C:10]2[C:5]([C:6]([CH3:13])=[CH:7][C:8](=[O:12])[NH:9]2)=[CH:4][CH:3]=1.[C:14]([NH:22][CH:23]1[CH2:28][CH2:27][N:26]([CH2:29][CH2:30][CH2:31]Cl)[CH2:25][CH2:24]1)(=[O:21])[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1>COC(O)C>[C:14]([NH:22][CH:23]1[CH2:28][CH2:27][N:26]([CH2:29][CH2:30][CH2:31][O:1][C:2]2[CH:11]=[C:10]3[C:5]([C:6]([CH3:13])=[CH:7][C:8](=[O:12])[NH:9]3)=[CH:4][CH:3]=2)[CH2:25][CH2:24]1)(=[O:21])[C:15]1[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=1

Participants

4

Reactant 2

HCID 53744422(1H)-Quinolone, 7-hydroxy-4-methyl-HCID 12799158N-[1-(3-Chloropropyl)piperidin-4-yl]benzamide

Product 1

HCID 204733607-[3-(4-Benzamidopiperidino)-propoxy]-4-methyl-2-oxo-1,2-dihydroquinolineYield 46%

Reagents, catalysts & solvents 1

HCID 30156371-MethoxyethanolSolvent

Procedure

In a manner analogous to that described in Example 8, by the reaction of 7-hydroxy-4-methyl-2-oxo-1,2-dihydroquinoline with 3-(4-benzamido-piperidino)-propyl chloride in methoxyethanol, there is obtained, in a yield of 46% of theory, 7-[3-(4-benzamido-piperidino)-propoxy]-4-methyl-2-oxo-1,2-dihydroquinoline; m.p. 275°-276° C.

Sources & evidence

ORD record
ord-69642661459b4d56961aada9205334d4
Source dataset
uspto-grants-1982_05
Patent number
US04330549

Reaction notes

Loading…