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

HRID 505182Notes

Reaction equation

HRID 505182 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]([OH:14])=O)=[CH:4][CH:3]=1.C(O[C:35](=O)[N:36]([CH2:38][CH2:39][NH2:40])C)(C)(C)C.Cl>>[Cl:1][C:2]1[CH:10]=[C:9]2[C:5]([C:6]([C:15]([N:17]3[CH2:18][CH2:19][N:20]([C:23]4[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=4[F:29])[CH2:21][CH2:22]3)=[O:16])=[CH:7][N:8]2[CH2:11][C:12]([NH:40][CH2:39][CH2:38][NH:36][CH3:35])=[O:14])=[CH:4][CH:3]=1

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 2756424N-Boc-N-methylethylenediamineHCID 66744281{6-Chloro-3-[4-(2-fluoro-phenyl)-piperazine-1-carbonyl]-indol-1-yl}-acetic acid

Product 1

HCID 160617342-{6-Chloro-3-[4-(2-fluoro-phenyl)-piperazine-1-carbonyl]-indol-1-yl}-N-(2-methylamino-ethyl)-acetamide

Procedure

Following general procedure II, the alkylation 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)-methyl-carbamic acid tert-butyl ester gave, after treatment with HCl and neutralisation, the title compound.

Workup

  1. customgave

Sources & evidence

ORD record
ord-1d332af5eebd4ccba23400840dd9e503
Source dataset
uspto-grants-2010_08
Patent number
US07781436B2

Reaction notes

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