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

HRID 1986260Notes

Reaction equation

HRID 1986260 reaction equation
Cl.Cl.[CH:3]1([NH:6][C:7]([C:9]2[C:17]3[CH:16]=[C:15]([C:18]4[C:23]([Cl:24])=[CH:22][N:21]=[C:20]([NH:25][CH2:26][CH2:27]C5CCNCC5)[N:19]=4)[S:14][C:13]=3[CH:12]=[CH:11][CH:10]=2)=[O:8])[CH2:5][CH2:4]1.C1(NC([C:40]2[C:48]3[CH:47]=[C:46]([C:49]4C([Cl:55])=CN=[C:51](Cl)[N:50]=4)SC=3C=CC=2)=O)CC1.C(OC(N1CCCC(CCCN)C1)=O)(C)(C)C>>[ClH:24].[ClH:55].[CH:3]1([NH:6][C:7]([C:9]2[C:17]3[CH:16]=[C:15]([C:18]4[C:23]([Cl:24])=[CH:22][N:21]=[C:20]([NH:25][CH2:26][CH2:27][CH2:40][CH:48]5[CH2:47][CH2:46][CH2:49][NH:50][CH2:51]5)[N:19]=4)[S:14][C:13]=3[CH:12]=[CH:11][CH:10]=2)=[O:8])[CH2:5][CH2:4]1

Participants

4

Reactant 3

HCID 68857542tert-Butyl 3-(3-aminopropyl)piperidine-1-carboxylateHCID 688578502-[5-Chloro-2-(2-piperidin-4-yl-ethylamino)-pyrimidin-4-yl]-benzo[b]thiophene-4-carboxylic acid cyclopropylamide di-hydrochlorideHCID 866253512-(2,5-Dichloropyrimidin-4-yl)-benzo[b]thiophene-4-carboxylic acid cyclopropylamide

Product 1

HCID 68908024Racemic 2-[5-Chloro-2-(3-piperidin-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-piperidin-4-yl-ethylamino)-pyrimidin-4-yl]-benzo[b]thiophene-4-carboxylic acid cyclopropylamide di-hydrochloride, the title compound is synthesized as a di-hydrochloride salt from 2-(2,5-dichloropyrimidin-4-yl)-benzo[b]thiophene-4-carboxylic acid cyclopropylamide and racemic 3-(3-aminopropyl)-piperidine-1-carboxylic acid tert-butyl ester. ES+(m/z) 470 (35Cl) and 472 (37Cl) [M(free base)+H].

Sources & evidence

ORD record
ord-a09bd8e10e2b43468b678b7de03f6cfe
Source dataset
uspto-grants-2009_06
Patent number
US07547691B2

Reaction notes

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