2-{5-Fluoro-2-[3-(1-methylpiperidin-4-yl)-propylamino]-pyrimidin-4-yl}-benzo[b]thiophene-4-carboxylic acid cyclopropylamide di-hydrochloride → 2-{5-Bromo-2-[2-(1-methylpiperidin-4-yl)-ethylamino]-pyrimidin-4-yl}-benzo[b]thiophene-4-carboxylic acid methylamide di-hydrochloride

HRID 1986280Notes

Reaction equation

HRID 1986280 reaction equation
[ClH:1].Cl.[CH:3]1(NC(C2C3C=C(C4C(F)=CN=C(NCCCC5CCN(C)CC5)N=4)SC=3C=CC=2)=O)CC1.[CH3:36][NH:37][C:38]([C:40]1[C:48]2[CH:47]=[C:46]([C:49]3[C:54]([Br:55])=[CH:53][N:52]=[C:51]([NH:56][CH2:57][CH2:58][CH:59]4[CH2:64][CH2:63][NH:62][CH2:61][CH2:60]4)[N:50]=3)[S:45][C:44]=2[CH:43]=[CH:42][CH:41]=1)=[O:39]>>[ClH:1].[ClH:1].[CH3:36][NH:37][C:38]([C:40]1[C:48]2[CH:47]=[C:46]([C:49]3[C:54]([Br:55])=[CH:53][N:52]=[C:51]([NH:56][CH2:57][CH2:58][CH:59]4[CH2:60][CH2:61][N:62]([CH3:3])[CH2:63][CH2:64]4)[N:50]=3)[S:45][C:44]=2[CH:43]=[CH:42][CH:41]=1)=[O:39]

Participants

3

Reactant 2

HCID 688573542-{5-Fluoro-2-[3-(1-methylpiperidin-4-yl)-propylamino]-pyrimidin-4-yl}-benzo[b]thiophene-4-carboxylic acid cyclopropylamide di-hydrochlorideHCID 688578602-[5-Bromo-2-(2-piperidin-4-yl-ethylamino)-pyrimidin-4-yl]-benzo[b]thiophene-4-carboxylic acid methylamide

Product 1

HCID 688591922-{5-Bromo-2-[2-(1-methylpiperidin-4-yl)-ethylamino]-pyrimidin-4-yl}-benzo[b]thiophene-4-carboxylic acid methylamide di-hydrochloride

Procedure

Using the method of 2-{5-fluoro-2-[3-(1-methylpiperidin-4-yl)-propylamino]-pyrimidin-4-yl}-benzo[b]thiophene-4-carboxylic acid cyclopropylamide di-hydrochloride, the title compound is synthesized from 2-[5-bromo-2-(2-piperidin-4-yl-ethylamino)-pyrimidin-4-yl]-benzo[b]thiophene-4-carboxylic acid methylamide and isolated as a yellow solid. ES+(m/z) 488 (79Br) and 490 (81Br) [M(free base)+H].

Workup

  1. customisolated as a yellow solid

Sources & evidence

ORD record
ord-14b59b06d0a74d82841db5d166ae9e3e
Source dataset
uspto-grants-2009_06
Patent number
US07547691B2

Reaction notes

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