2-(5-chloro-2-((3-(4-methylpiperazin-1-yl)propyl)amino)pyrimidin-4-yl)-N-cyclopropylbenzo[b]thiophene-4-carboxamide trihydrochloride → 1-(3-Aminopropyl)-4-methylpiperazine

HRID 1986231Notes

Reaction equation

HRID 1986231 reaction equation
Cl.Cl.Cl.C1(NC(C2C3C=C(C4C(Cl)=CN=C([NH:26][CH2:27][CH2:28][CH2:29][N:30]5[CH2:35][CH2:34][N:33]([CH3:36])[CH2:32][CH2:31]5)N=4)SC=3C=CC=2)=O)CC1.[CH3:37][O:38][C:39]1[CH:44]=[CH:43][C:42]([CH:45]([NH:54][C:55]([C:57]2[C:65]3[CH:64]=[C:63]([C:66]4[C:71]([Cl:72])=[CH:70][N:69]=[C:68](Cl)[N:67]=4)[S:62][C:61]=3[CH:60]=[CH:59][CH:58]=2)=[O:56])[C:46]2[CH:51]=[CH:50][C:49]([O:52][CH3:53])=[CH:48][CH:47]=2)=[CH:41][CH:40]=1>>[NH2:26][CH2:27][CH2:28][CH2:29][N:30]1[CH2:31][CH2:32][N:33]([CH3:36])[CH2:34][CH2:35]1.[CH3:37][O:38][C:39]1[CH:44]=[CH:43][C:42]([CH:45]([NH:54][C:55]([C:57]2[C:65]3[CH:64]=[C:63]([C:66]4[C:71]([Cl:72])=[CH:70][N:69]=[C:68]([NH:26][CH2:27][CH2:28][CH2:29][N:30]5[CH2:31][CH2:32][N:33]([CH3:36])[CH2:34][CH2:35]5)[N:67]=4)[S:62][C:61]=3[CH:60]=[CH:59][CH:58]=2)=[O:56])[C:46]2[CH:47]=[CH:48][C:49]([O:52][CH3:53])=[CH:50][CH:51]=2)=[CH:41][CH:40]=1

Participants

4

Reactant 2

HCID 688560732-(5-chloro-2-((3-(4-methylpiperazin-1-yl)propyl)amino)pyrimidin-4-yl)-N-cyclopropylbenzo[b]thiophene-4-carboxamide trihydrochlorideHCID 866253652-(2,5-Dichloropyrimidin-4-yl)-benzo[b]thiophene-4-carboxylic acid [bis-(4-methoxy-phenyl)-methyl]-amide

Product 2

HCID 783281-(3-Aminopropyl)-4-methylpiperazineYield 65%HCID 866253642-{5-Chloro-2-[3-(4-methyl-piperazin-1-yl)-propylamino]-pyrimidin-4-yl}-benzo[b]thiophene-4-carboxylic acid [bis-(4-methoxy-phenyl)-methyl]-amide

Procedure

Using the method of Preparation E of 2-{5-chloro-2-[3-(4-methylpiperazin-1-yl)-propylamino]-pyrimidin-4-yl}-benzo[b]thiophene-4-carboxylic acid cyclopropylamide tri-hydrochloride, the title compound is prepared from 2-(2,5-dichloropyrimidin-4-yl)-benzo[b]thiophene-4-carboxylic acid [bis-(4-methoxy-phenyl)-methyl]-amide and 1-(3-aminopropyl)-4-methylpiperazine as a white solid (65% yield).

Sources & evidence

ORD record
ord-52a82456da654ef2acd80d560e4a4314
Source dataset
uspto-grants-2009_06
Patent number
US07547691B2

Reaction notes

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