2-Fluoroethyl bromide → 2-(2-{3-[1-(2-Fluoroethyl)-piperidin-4-yl]-propylamino}-5-methyl-pyrimidin-4-yl)-benzo[b]thiophene-4-carboxylic acid cyclopropylamide di-hydrochloride

HRID 1986273Notes

Reaction equation

HRID 1986273 reaction equation
[ClH:1].Cl.C1(NC(C2C3C=C(C4C([Cl:24])=CN=C(NCCC5CCN(CC)CC5)N=4)SC=3C=CC=2)=O)CC1.[CH:36]1([NH:39][C:40]([C:42]2[C:50]3[CH:49]=[C:48]([C:51]4[C:56]([CH3:57])=[CH:55][N:54]=[C:53]([NH:58][CH2:59][CH2:60][CH2:61][CH:62]5[CH2:67][CH2:66][NH:65][CH2:64][CH2:63]5)[N:52]=4)[S:47][C:46]=3[CH:45]=[CH:44][CH:43]=2)=[O:41])[CH2:38][CH2:37]1.Br[CH2:69][CH2:70][F:71]>>[ClH:24].[ClH:1].[CH:36]1([NH:39][C:40]([C:42]2[C:50]3[CH:49]=[C:48]([C:51]4[C:56]([CH3:57])=[CH:55][N:54]=[C:53]([NH:58][CH2:59][CH2:60][CH2:61][CH:62]5[CH2:63][CH2:64][N:65]([CH2:69][CH2:70][F:71])[CH2:66][CH2:67]5)[N:52]=4)[S:47][C:46]=3[CH:45]=[CH:44][CH:43]=2)=[O:41])[CH2:37][CH2:38]1

Participants

4

Reactant 3

HCID 129822-Fluoroethyl bromideHCID 688547842-[5-Methyl-2-(3-piperidin-4-ylpropylamino)-pyrimidin-4-yl]-benzo[b]thiophene-4-carboxylic acid cyclopropylamideHCID 68857364HCID 68857364, compound

Product 1

HCID 866253782-(2-{3-[1-(2-Fluoroethyl)-piperidin-4-yl]-propylamino}-5-methyl-pyrimidin-4-yl)-benzo[b]thiophene-4-carboxylic acid cyclopropylamide di-hydrochloride

Procedure

Using the method of 2-{5-chloro-2-[2-(1-ethylpiperidin-4-yl)-ethylamino]-pyrimidin-4-yl}-benzo[b]thiophene-4-carboxylic acid cyclopropylamide di-hydrochloride, the title compound is synthesized from 2-[5-methyl-2-(3-piperidin-4-yl-propylamino)-pyrimidin-4-yl]-benzo[b]thiophene-4-carboxylic acid cyclopropylamide and 1-bromo-2-fluoroethane and isolated as a yellow solid. ES+(m/z) 496 [M(free base)+H].

Workup

  1. customisolated as a yellow solid

Sources & evidence

ORD record
ord-acda8f8dd8354dd5a7a947dde36f8d32
Source dataset
uspto-grants-2009_06
Patent number
US07547691B2

Reaction notes

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