Hydrochloric Acid → N-(2-Amino-ethyl)-2-{6-chloro-3-[4-(2-fluoro-phenyl)-piperazine-1-carbonyl]-indol-1-yl}-acetamide

HRID 505183Notes

Reaction equation

HRID 505183 reaction equation
[Cl:1][C:2]1[CH:10]=[C:9]2[C:5]([C:6]([C:15]([N:17]3[CH2:22][CH2:21][N:20]([C:23]4[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=4[F:29])[CH2:19][CH2:18]3)=[O:16])=[CH:7][N:8]2[CH2:11][C:12](O)=[O:13])=[CH:4][CH:3]=1.C(OC(=O)[NH:36][CH2:37][CH2:38][NH2:39])(C)(C)C.Cl>>[NH2:36][CH2:37][CH2:38][NH:39][C:12](=[O:13])[CH2:11][N:8]1[C:9]2[C:5](=[CH:4][CH:3]=[C:2]([Cl:1])[CH:10]=2)[C:6]([C:15]([N:17]2[CH2:18][CH2:19][N:20]([C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=3[F:29])[CH2:21][CH2:22]2)=[O:16])=[CH:7]1

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 187201N-BOC-ethylenediamineHCID 66744281{6-Chloro-3-[4-(2-fluoro-phenyl)-piperazine-1-carbonyl]-indol-1-yl}-acetic acid

Product 1

HCID 16061735N-(2-Amino-ethyl)-2-{6-chloro-3-[4-(2-fluoro-phenyl)-piperazine-1-carbonyl]-indol-1-yl}-acetamide

Procedure

Following general procedure I, the coupling of {6-chloro-3-[4-(2-fluoro-phenyl)-piperazine-1-carbonyl]-indol-1-yl}-acetic acid (preparation described herein), with (commercially available) (2-amino-ethyl)-carbamic acid tert-butyl ester gave, after treatment with HCl and neutralisation, the title compound.

Workup

  1. customgave

Sources & evidence

ORD record
ord-27cb1d51f2a64282ade9f00c508c72df
Source dataset
uspto-grants-2010_08
Patent number
US07781436B2

Reaction notes

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