3-(4-Methyl-1,4-diazepan-1-yl)propan-1-amine → 2-{5-Bromo-2-[3-(4-methyl-[1,4]diazepan-1-yl)-propylamino]-pyrimidin-4-yl}-benzo[b]thiophene-4-carboxylic acid cyclopropylamide tri-hydrochloride

HRID 1986263Notes

Reaction equation

HRID 1986263 reaction equation
[ClH:1].Cl.Cl.C1(NC(C2C3C=C(C4C([Cl:25])=CN=C(NCCCN5CCN(C)CC5)N=4)SC=3C=CC=2)=O)CC1.[CH:37]1([NH:40][C:41]([C:43]2[C:51]3[CH:50]=[C:49]([C:52]4[C:57]([Br:58])=[CH:56][N:55]=[C:54]([Cl:59])[N:53]=4)[S:48][C:47]=3[CH:46]=[CH:45][CH:44]=2)=[O:42])[CH2:39][CH2:38]1.[CH3:60][N:61]1[CH2:67][CH2:66][CH2:65][N:64]([CH2:68][CH2:69][CH2:70][NH2:71])[CH2:63][CH2:62]1>>[ClH:25].[ClH:59].[ClH:1].[CH:37]1([NH:40][C:41]([C:43]2[C:51]3[CH:50]=[C:49]([C:52]4[C:57]([Br:58])=[CH:56][N:55]=[C:54]([NH:71][CH2:70][CH2:69][CH2:68][N:64]5[CH2:65][CH2:66][CH2:67][N:61]([CH3:60])[CH2:62][CH2:63]5)[N:53]=4)[S:48][C:47]=3[CH:46]=[CH:45][CH:44]=2)=[O:42])[CH2:39][CH2:38]1

Participants

4

Reactant 3

HCID 130928533-(4-Methyl-1,4-diazepan-1-yl)propan-1-amineHCID 688560732-(5-chloro-2-((3-(4-methylpiperazin-1-yl)propyl)amino)pyrimidin-4-yl)-N-cyclopropylbenzo[b]thiophene-4-carboxamide trihydrochlorideHCID 866253432-(5-Bromo-2-chloropyrimidin-4-yl)-benzo[b]thiophene-4-carboxylic acid cyclopropylamide

Product 1

HCID 688569442-{5-Bromo-2-[3-(4-methyl-[1,4]diazepan-1-yl)-propylamino]-pyrimidin-4-yl}-benzo[b]thiophene-4-carboxylic acid cyclopropylamide tri-hydrochloride

Procedure

Using the method 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 synthesized as a yellow solid from 2-(5-bromo-2-chloropyrimidin-4-yl)-benzo[b]thiophene-4-carboxylic acid cyclopropylamide and 3-(4-methyl-[1,4]diazepan-1-yl)-propylamine. ES+(m/z) 543 (79Br) and 545 (81Br) [M(free base)+H].

Sources & evidence

ORD record
ord-5be9fb6e583b450095c3f5baa4ff221f
Source dataset
uspto-grants-2009_06
Patent number
US07547691B2

Reaction notes

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