4-Piperidineethanamine, 2,2,6,6-tetramethyl- → 2-{5-Bromo-2-[2-(2,2,6,6-tetramethylpiperidin-4-yl)-ethylamino]-pyrimidin-4-yl}-benzo[b]thiophene-4-carboxylic acid cyclopropylamide di-hydrochloride

HRID 1986291Notes

Reaction equation

HRID 1986291 reaction equation
Cl.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][C:61]1([CH3:72])[CH2:66][CH:65]([CH2:67][CH2:68][NH2:69])[CH2:64][C:63]([CH3:71])([CH3:70])[NH:62]1>>[ClH:25].[ClH:59].[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:69][CH2:68][CH2:67][CH:65]5[CH2:66][C:61]([CH3:72])([CH3:60])[NH:62][C:63]([CH3:71])([CH3:70])[CH2:64]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 125673674-Piperidineethanamine, 2,2,6,6-tetramethyl-HCID 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 688571142-{5-Bromo-2-[2-(2,2,6,6-tetramethylpiperidin-4-yl)-ethylamino]-pyrimidin-4-yl}-benzo[b]thiophene-4-carboxylic acid cyclopropylamide di-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 from 2-(5-bromo-2-chloropyrimidin-4-yl)-benzo[b]thiophene-4-carboxylic acid cyclopropylamide and 2-(2,2,6,6-tetramethyl-piperidin-4-yl)-ethylamine and isolated as a yellow solid. ES+(m/z) 556 (79Br) and 558 (81Br) [M(free base)+H].

Workup

  1. customisolated as a yellow solid

Sources & evidence

ORD record
ord-b53a868552964be880dbbf53fa5b89b4
Source dataset
uspto-grants-2009_06
Patent number
US07547691B2

Reaction notes

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