tert-Butyl 4-(2-aminoethyl)piperazine-1-carboxylate → 2-[5-Bromo-2-(2-piperazin-1-ylethylamino)-pyrimidin-4-yl]-benzo[b]thiophene-4-carboxylic acid cyclopropylamide tri-hydrochloride

HRID 1986264Notes

Reaction equation

HRID 1986264 reaction equation
[ClH:1].Cl.C1(NC(C2C3C=C(C4C([Cl:24])=CN=C(NCCC5CCNCC5)N=4)SC=3C=CC=2)=O)CC1.[CH:34]1([NH:37][C:38]([C:40]2[C:48]3[CH:47]=[C:46]([C:49]4[C:54]([Br:55])=[CH:53][N:52]=[C:51]([Cl:56])[N:50]=4)[S:45][C:44]=3[CH:43]=[CH:42][CH:41]=2)=[O:39])[CH2:36][CH2:35]1.C(OC([N:64]1[CH2:69][CH2:68][N:67]([CH2:70][CH2:71][NH2:72])[CH2:66][CH2:65]1)=O)(C)(C)C>>[ClH:24].[ClH:56].[ClH:1].[CH:34]1([NH:37][C:38]([C:40]2[C:48]3[CH:47]=[C:46]([C:49]4[C:54]([Br:55])=[CH:53][N:52]=[C:51]([NH:72][CH2:71][CH2:70][N:67]5[CH2:68][CH2:69][NH:64][CH2:65][CH2:66]5)[N:50]=4)[S:45][C:44]=3[CH:43]=[CH:42][CH:41]=2)=[O:39])[CH2:36][CH2:35]1

Participants

4

Reactant 3

HCID 1514400tert-Butyl 4-(2-aminoethyl)piperazine-1-carboxylateHCID 688578502-[5-Chloro-2-(2-piperidin-4-yl-ethylamino)-pyrimidin-4-yl]-benzo[b]thiophene-4-carboxylic acid cyclopropylamide di-hydrochlorideHCID 866253432-(5-Bromo-2-chloropyrimidin-4-yl)-benzo[b]thiophene-4-carboxylic acid cyclopropylamide

Product 1

HCID 689061852-[5-Bromo-2-(2-piperazin-1-ylethylamino)-pyrimidin-4-yl]-benzo[b]thiophene-4-carboxylic acid cyclopropylamide tri-hydrochloride

Procedure

Using the synthetic method of 2-[5-chloro-2-(2-piperidin-4-ylethylamino)-pyrimidin-4-yl]-benzo[b]thiophene-4-carboxylic acid cyclopropylamide di-hydrochloride, the title compound is synthesized from 2-(5-bromo-2-chloropyrimidin-4-yl)-benzo[b]thiophene-4-carboxylic acid cyclopropylamide and 4-(2-aminoethyl)-piperazine-1-carboxylic acid tert-butyl ester and isolated as a yellow solid (67% yield). ES+(m/z) 501 (79Br) and 503 (81Br) [M(free base)+H].

Sources & evidence

ORD record
ord-393240e2d0dd4710aa128b703ff15bb7
Source dataset
uspto-grants-2009_06
Patent number
US07547691B2

Reaction notes

Loading…