2-{5-Chloro-2-[2-(1-methylpiperidin-4-yl)-ethylamino]-pyrimidin-4-yl}-benzo[b]thiophene-4-carboxylic acid amide di-hydrochloride → (R)-2-{5-Chloro-2-[3-(2,4-dimethyl-piperazin-1-yl)-propylamino]-pyrimidin-4-yl}-benzo[b]thiophene-4-carboxylic acid methylamide tri-hydrochloride

HRID 1986313Notes

Reaction equation

HRID 1986313 reaction equation
[ClH:1].Cl.[Cl:3][C:4]1C(C2SC3C=CC=C(C(N)=O)C=3C=2)=NC(NCCC2CCN(C)CC2)=NC=1.[CH3:32][NH:33][C:34]([C:36]1[C:44]2[CH:43]=[C:42]([C:45]3[C:50]([Cl:51])=[CH:49][N:48]=[C:47]([NH:52][CH2:53][CH2:54][CH2:55][N:56]4[CH2:61][CH2:60][NH:59][CH2:58][C@H:57]4[CH3:62])[N:46]=3)[S:41][C:40]=2[CH:39]=[CH:38][CH:37]=1)=[O:35]>>[ClH:3].[ClH:51].[ClH:1].[CH3:32][NH:33][C:34]([C:36]1[C:44]2[CH:43]=[C:42]([C:45]3[C:50]([Cl:51])=[CH:49][N:48]=[C:47]([NH:52][CH2:53][CH2:54][CH2:55][N:56]4[CH2:61][CH2:60][N:59]([CH3:4])[CH2:58][C@H:57]4[CH3:62])[N:46]=3)[S:41][C:40]=2[CH:39]=[CH:38][CH:37]=1)=[O:35]

Participants

3

Reactant 2

HCID 688560452-{5-Chloro-2-[2-(1-methylpiperidin-4-yl)-ethylamino]-pyrimidin-4-yl}-benzo[b]thiophene-4-carboxylic acid amide di-hydrochlorideHCID 68856124(R)-2-{5-Chloro-2-[3-(2-methylpiperazin-1-yl)-propylamino]-pyrimidin-4-yl}-benzo[b]thiophene-4-carboxylic acid methylamide

Product 1

HCID 68905764(R)-2-{5-Chloro-2-[3-(2,4-dimethyl-piperazin-1-yl)-propylamino]-pyrimidin-4-yl}-benzo[b]thiophene-4-carboxylic acid methylamide 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 amide di-hydrochloride, the title compound is synthesized from (R)-2-{5-chloro-2-[3-(2-methylpiperazin-1-yl)-propylamino]-pyrimidin-4-yl}-benzo[b]thiophene-4-carboxylic acid methylamide and isolated as a yellow solid. ES+(m/z) 473 (35Cl) and 475 (37Cl) [M+H].

Workup

  1. customisolated as a yellow solid

Sources & evidence

ORD record
ord-1364bfee4d024ddc8cdb0407cbfaa978
Source dataset
uspto-grants-2009_06
Patent number
US07547691B2

Reaction notes

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