1-(Thiophen-3-ylmethyl)piperazine → 1-[4-(2,3-Dihydro-2-oxo-1H-imidazo[4,5-b]quinolin-7-yloxy)-1-oxobutyl]-4-(3-thienylmethyl)piperazine

HRID 2166026

Reaction equation

HRID 2166026 reaction equation
[S:1]1[CH:5]=[CH:4][C:3]([CH2:6][N:7]2[CH2:12][CH2:11][NH:10][CH2:9][CH2:8]2)=[CH:2]1.[O:13]=[C:14]1[NH:33][C:17]2=[N:18][C:19]3[CH:20]=[CH:21][C:22]([O:26][CH2:27][CH2:28][CH2:29][C:30](O)=[O:31])=[CH:23][C:24]=3[CH:25]=[C:16]2[NH:15]1>>[O:13]=[C:14]1[NH:33][C:17]2=[N:18][C:19]3[CH:20]=[CH:21][C:22]([O:26][CH2:27][CH2:28][CH2:29][C:30]([N:10]4[CH2:9][CH2:8][N:7]([CH2:6][C:3]5[CH:4]=[CH:5][S:1][CH:2]=5)[CH2:12][CH2:11]4)=[O:31])=[CH:23][C:24]=3[CH:25]=[C:16]2[NH:15]1

Participants

3

Reactant 2

HCID 34946961-(Thiophen-3-ylmethyl)piperazineHCID 142809904-(2-Oxo-2,3-dihydro-1H-imidazo[4,5-b]quinolin-7-yloxy)-butyric acid

Product 1

HCID 150056311-[4-(2,3-Dihydro-2-oxo-1H-imidazo[4,5-b]quinolin-7-yloxy)-1-oxobutyl]-4-(3-thienylmethyl)piperazine

Procedure

Reaction of N-(3-thienylmethyl)piperazine and 4-[(2,3-dihydro-2-oxo-1H-imidazo[4,5-b]quinolin-7-yl)oxy]butyric acid (2g) analogously to the procedure of Example 4 gave the title compound after crystallization from methanol/diethyl ether as the dihydrochloride salt; yield 3.35 g (91%), m.p. indistinct, decomposed at 245°-250° C.

Sources & evidence

ORD record
ord-496c6f4b0ad64cec8467b70e6ae8c920
Source dataset
uspto-grants-1990_07
Patent number
US04943573

Linked notes

Loading…