tert-butyl 5-(2-aminoethyl)hexahydropyrrolo[3,4-c]pyrrole-2(1H)-carboxylate → 2-{5-Chloro-2-[2-(hexahydropyrrolo[3,4-c]pyrrol-2-yl)-ethylamino]-pyrimidin-4-yl}-benzo[b]thiophene-4-carboxylic acid cyclopropylamide tri-hydrochloride

HRID 1986230Notes

Reaction equation

HRID 1986230 reaction equation
[ClH:1].Cl.Cl.[CH:4]1([NH:7][C:8]([C:10]2[C:18]3[CH:17]=[C:16]([C:19]4[C:24]([Cl:25])=[CH:23][N:22]=[C:21](NCCCN5CCNCC5)[N:20]=4)[S:15][C:14]=3[CH:13]=[CH:12][CH:11]=2)=[O:9])[CH2:6][CH2:5]1.C1(NC(C2C3C=C(C4C([Cl:57])=CN=C(Cl)N=4)SC=3C=CC=2)=O)CC1.C(OC([N:66]1[CH2:73][CH:72]2[CH:68]([CH2:69][N:70]([CH2:74][CH2:75][NH2:76])[CH2:71]2)[CH2:67]1)=O)(C)(C)C>>[ClH:25].[ClH:57].[ClH:1].[CH:4]1([NH:7][C:8]([C:10]2[C:18]3[CH:17]=[C:16]([C:19]4[C:24]([Cl:25])=[CH:23][N:22]=[C:21]([NH:76][CH2:75][CH2:74][N:70]5[CH2:71][CH:72]6[CH:68]([CH2:67][NH:66][CH2:73]6)[CH2:69]5)[N:20]=4)[S:15][C:14]=3[CH:13]=[CH:12][CH:11]=2)=[O:9])[CH2:6][CH2:5]1

Participants

4

Reactant 3

HCID 68857810tert-butyl 5-(2-aminoethyl)hexahydropyrrolo[3,4-c]pyrrole-2(1H)-carboxylateHCID 688588082-[5-Chloro-2-(3-piperazin-1-ylpropylamino)-pyrimidin-4-yl]-benzo[b]thiophene-4-carboxylic acid cyclopropylamide tri-hydrochlorideHCID 866253512-(2,5-Dichloropyrimidin-4-yl)-benzo[b]thiophene-4-carboxylic acid cyclopropylamide

Product 1

HCID 688575022-{5-Chloro-2-[2-(hexahydropyrrolo[3,4-c]pyrrol-2-yl)-ethylamino]-pyrimidin-4-yl}-benzo[b]thiophene-4-carboxylic acid cyclopropylamide tri-hydrochloride

Procedure

Using the synthetic method of 2-[5-chloro-2-(3-piperazin-1-ylpropylamino)-pyrimidin-4-yl]-benzo[b]thiophene-4-carboxylic acid cyclopropylamide tri-hydrochloride, the title compound is synthesized from 2-(2,5-dichloropyrimidin-4-yl)-benzo[b]thiophene-4-carboxylic acid cyclopropylamide and 5-(2-aminoethyl)-hexahydropyrrolo[3,4-c]pyrrole-2-carboxylic acid tert-butyl ester and isolated as a yellow solid. ES+(m/z) 483 (35Cl) and 485 (37Cl) [M+H].

Workup

  1. customisolated as a yellow solid

Sources & evidence

ORD record
ord-9473b54b20264f1fa54b0ac385087d57
Source dataset
uspto-grants-2009_06
Patent number
US07547691B2

Reaction notes

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