Racemic 2-{5-chloro-2-[3-(1-methylpiperidin-3-yl)-propylamino]-pyrimidin-4-yl}-benzo[b]thiophene-4-carboxylic acid cyclopropylamide → Racemic 2-{5-Chloro-2-[3-(1-methylpiperidin-3-yl)-propylamino]-pyrimidin-4-yl}-benzo[b]thiophene-4-carboxylic acid cyclopropylamide di-hydrochloride

HRID 1986261Notes

Reaction equation

HRID 1986261 reaction equation
Cl.Cl.C1(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][CH:61]5[CH2:66][CH2:65][CH2:64][N:63]([CH3:67])[CH2:62]5)[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].[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][CH:61]5[CH2:66][CH2:65][CH2:64][N:63]([CH3:67])[CH2:62]5)[N:51]=4)[S:46][C:45]=3[CH:44]=[CH:43][CH:42]=2)=[O:40])[CH2:36][CH2:37]1

Participants

3

Reactant 2

HCID 68855954Racemic 2-{5-chloro-2-[3-(1-methylpiperidin-3-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 68906025Racemic 2-{5-Chloro-2-[3-(1-methylpiperidin-3-yl)-propylamino]-pyrimidin-4-yl}-benzo[b]thiophene-4-carboxylic acid cyclopropylamide di-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 as the di-hydrochloride salt from racemic 2-{5-chloro-2-[3-(1-methylpiperidin-3-yl)-propylamino]-pyrimidin-4-yl}-benzo[b]thiophene-4-carboxylic acid cyclopropylamide. ES+(m/z) 484 (35Cl) and 486 (37Cl) [M(free base)+H].

Sources & evidence

ORD record
ord-7c269d8af3414329b0327aaabc64e0eb
Source dataset
uspto-grants-2009_06
Patent number
US07547691B2

Reaction notes

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