tert-Butyl 4-(3-aminopropyl)piperidine-1-carboxylate → 2-[5-Methyl-2-(3-piperidin-4-yl-propylamino)-pyrimidin-4-yl]-benzo[b]thiophene-6-carboxylic acid dimethylamide di-hydrochloride

HRID 1986335Notes

Reaction equation

HRID 1986335 reaction equation
[ClH:1].Cl.CNC(C1C=CC2C=C(C3C(C)=CN=C(NCCC4CCNCC4)N=3)SC=2C=1)=O.[CH3:32][N:33]([CH3:53])[C:34]([C:36]1[CH:37]=[CH:38][C:39]2[CH:43]=[C:42]([C:44]3[C:49]([CH3:50])=[CH:48][N:47]=[C:46]([Cl:51])[N:45]=3)[S:41][C:40]=2[CH:52]=1)=[O:35].C(OC([N:61]1[CH2:66][CH2:65][CH:64]([CH2:67][CH2:68][CH2:69][NH2:70])[CH2:63][CH2:62]1)=O)(C)(C)C>>[ClH:51].[ClH:1].[CH3:32][N:33]([CH3:53])[C:34]([C:36]1[CH:37]=[CH:38][C:39]2[CH:43]=[C:42]([C:44]3[C:49]([CH3:50])=[CH:48][N:47]=[C:46]([NH:70][CH2:69][CH2:68][CH2:67][CH:64]4[CH2:65][CH2:66][NH:61][CH2:62][CH2:63]4)[N:45]=3)[S:41][C:40]=2[CH:52]=1)=[O:35]

Participants

4

Reactant 3

HCID 22990164tert-Butyl 4-(3-aminopropyl)piperidine-1-carboxylateHCID 688574252-[5-Methyl-2-(2-piperidin-4-ylethylamino)-pyrimidin-4-yl]-benzo[b]thiophene-6-carboxylic acid methylamide di-hydrochlorideHCID 866253622-(2-Chloro-5-methylpyrimidin-4-yl)-benzo[b]thiophene-6-carboxylic acid dimethylamide

Product 1

HCID 688570982-[5-Methyl-2-(3-piperidin-4-yl-propylamino)-pyrimidin-4-yl]-benzo[b]thiophene-6-carboxylic acid dimethylamide di-hydrochloride

Procedure

Using the method of 2-[5-methyl-2-(2-piperidin-4-ylethylamino)-pyrimidin-4-yl]-benzo[b]thiophene-6-carboxylic acid methylamide di-hydrochloride, the title compound is synthesized from 2-(2-chloro-5-methylpyrimidin-4-yl)-benzo[b]thiophene-6-carboxylic acid dimethylamide and 4-(3-aminopropyl)-piperidine-1-carboxylic acid tert-butyl ester and isolated as a foam. ES+(m/z) 438 [M(free base)+H].

Workup

  1. customisolated as a foam

Sources & evidence

ORD record
ord-bd51d8ccc8064304a43a134b6c83ee67
Source dataset
uspto-grants-2009_06
Patent number
US07547691B2

Reaction notes

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