2-(5-chloro-2-((3-(4-methylpiperazin-1-yl)propyl)amino)pyrimidin-4-yl)-N-cyclopropylbenzo[b]thiophene-4-carboxamide trihydrochloride → 2-{5-Chloro-2-[2-(2,2,6,6-tetramethylpiperidin-4-ylidene)-ethylamino]-pyrimidin-4-yl}-benzo[b]thiophene-4-carboxylic acid cyclopropylamide di-hydrochloride

HRID 1986289Notes

Reaction equation

HRID 1986289 reaction equation
Cl.Cl.Cl.[CH:4]1([NH:7][C:8]([C:10]2[C:18]3[CH:17]=[C:16]([C:19]4[C:24]([Cl:25])=[CH:23][N:22]=[C:21]([NH:26][CH2:27][CH2:28][CH2:29]N5CCN(C)CC5)[N:20]=4)[S:15][C:14]=3[CH:13]=[CH:12][CH:11]=2)=[O:9])[CH2:6][CH2:5]1.C1(NC(C2C3C=C(C4C([Cl:58])=CN=C(Cl)N=4)SC=3C=CC=2)=O)CC1.[CH3:60][C:61]1([CH3:72])[CH2:66]C(=CCN)[CH2:64][C:63]([CH3:71])([CH3:70])[NH:62]1>>[ClH:25].[ClH:58].[CH:4]1([NH:7][C:8]([C:10]2[C:18]3[CH:17]=[C:16]([C:19]4[C:24]([Cl:25])=[CH:23][N:22]=[C:21]([NH:26][CH2:27][CH:28]=[C:29]5[CH2:64][C:63]([CH3:71])([CH3:70])[NH:62][C:61]([CH3:72])([CH3:66])[CH2:60]5)[N:20]=4)[S:15][C:14]=3[CH:13]=[CH:12][CH:11]=2)=[O:9])[CH2:5][CH2:6]1

Participants

4

Reactant 3

HCID 688560732-(5-chloro-2-((3-(4-methylpiperazin-1-yl)propyl)amino)pyrimidin-4-yl)-N-cyclopropylbenzo[b]thiophene-4-carboxamide trihydrochlorideHCID 688565842-(2,2,6,6-Tetramethylpiperidin-4-ylidene)-ethylamineHCID 866253512-(2,5-Dichloropyrimidin-4-yl)-benzo[b]thiophene-4-carboxylic acid cyclopropylamide

Product 1

HCID 688587032-{5-Chloro-2-[2-(2,2,6,6-tetramethylpiperidin-4-ylidene)-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-(2,5-dichloropyrimidin-4-yl)-benzo[b]thiophene-4-carboxylic acid cyclopropylamide and 2-(2,2,6,6-tetramethyl-piperidin-4-ylidene)-ethylamine and isolated as a yellow solid. ES+(m/z) 510 (35Cl) and 512 (37Cl) [M(free base)+H].

Workup

  1. customisolated as a yellow solid

Sources & evidence

ORD record
ord-0dbdce103ed24b7eaa06c904b92c1e79
Source dataset
uspto-grants-2009_06
Patent number
US07547691B2

Reaction notes

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