2-{5-Chloro-2-[3-(2,6-cis-dimethylpiperazin-1-yl)-propylamino]-pyrimidin-4-yl}-benzo[b]thiophene-4-carboxylic acid cyclopropylamide → 2-{5-Chloro-2-[3-(2,4,6-trimethylpiperazin-1-yl)-propylamino]-pyrimidin-4-yl}-benzo[b]thiophene-4-carboxylic acid cyclopropylamide tri-hydrochloride

HRID 1986262Notes

Reaction equation

HRID 1986262 reaction equation
[ClH:1].Cl.[CH:3]1(NC(C2C3C=C(C4C([Cl:24])=CN=C(NCCC5CCN(C)CC5)N=4)SC=3C=CC=2)=O)CC1.[CH:35]1([NH:38][C:39]([C:41]2[C:49]3[CH:48]=[C:47]([C:50]4[C:55]([Cl:56])=[CH:54][N:53]=[C:52]([NH:57][CH2:58][CH2:59][CH2:60][N:61]5[C@H:66]([CH3:67])[CH2:65][NH:64][CH2:63][C@@H:62]5[CH3:68])[N:51]=4)[S:46][C:45]=3[CH:44]=[CH:43][CH:42]=2)=[O:40])[CH2:37][CH2:36]1>>[ClH:24].[ClH:56].[ClH:1].[CH:35]1([NH:38][C:39]([C:41]2[C:49]3[CH:48]=[C:47]([C:50]4[C:55]([Cl:56])=[CH:54][N:53]=[C:52]([NH:57][CH2:58][CH2:59][CH2:60][N:61]5[CH:62]([CH3:68])[CH2:63][N:64]([CH3:3])[CH2:65][CH:66]5[CH3:67])[N:51]=4)[S:46][C:45]=3[CH:44]=[CH:43][CH:42]=2)=[O:40])[CH2:37][CH2:36]1

Participants

3

Reactant 2

HCID 688559882-{5-Chloro-2-[3-(2,6-cis-dimethylpiperazin-1-yl)-propylamino]-pyrimidin-4-yl}-benzo[b]thiophene-4-carboxylic acid cyclopropylamideHCID 688568872-{5-Chloro-2-[2-(1-methylpiperidin-4-yl)-ethylamino]-pyrimidin-4-yl}-benzo[b]thiophene-4-carboxylic acid cyclopropylamide di-hydrochloride

Product 1

HCID 688590482-{5-Chloro-2-[3-(2,4,6-trimethylpiperazin-1-yl)-propylamino]-pyrimidin-4-yl}-benzo[b]thiophene-4-carboxylic acid cyclopropylamide tri-hydrochloride

Procedure

Using the method of 2-{5-chloro-2-[2-(1-methylpiperidin-4-yl)-ethylamino]-pyrimidin-4-yl}-benzo[b]thiophene-4-carboxylic acid cyclopropylamide di-hydrochloride, the title compound is synthesized from 2-{5-chloro-2-[3-(2,6-cis-dimethylpiperazin-1-yl)-propylamino]-pyrimidin-4-yl}-benzo[b]thiophene-4-carboxylic acid cyclopropylamide as a yellow solid. ES+(m/z) 513 (35Cl) and 515 (37Cl) [M(free base)+H].

Sources & evidence

ORD record
ord-77d9eb5233a547e3af493da90d1a8cdb
Source dataset
uspto-grants-2009_06
Patent number
US07547691B2

Reaction notes

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