Hydrochloric Acid → 1-Phenyl-2-[4-(3,4,5-trimethoxy-benzoyl)-1-piperazinyl]-indole 3-carboxylic acid 4-methyl-piperazide

HRID 26210Notes

Reaction equation

HRID 26210 reaction equation
[CH3:1][N:2]1[CH2:7][CH2:6][N:5]([C:8]([C:10]2[C:18]3[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=3)[N:12]([C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)[C:11]=2Cl)=[O:9])[CH2:4][CH2:3]1.[CH3:26][O:27][C:28]1[CH:29]=[C:30]([CH:39]=[C:40]([O:44][CH3:45])[C:41]=1[O:42][CH3:43])[C:31]([N:33]1[CH2:38][CH2:37][NH:36][CH2:35][CH2:34]1)=[O:32].Cl>>[CH3:1][N:2]1[CH2:7][CH2:6][N:5]([C:8]([C:10]2[C:18]3[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=3)[N:12]([C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)[C:11]=2[N:36]2[CH2:37][CH2:38][N:33]([C:31](=[O:32])[C:30]3[CH:39]=[C:40]([O:44][CH3:45])[C:41]([O:42][CH3:43])=[C:28]([O:27][CH3:26])[CH:29]=3)[CH2:34][CH2:35]2)=[O:9])[CH2:4][CH2:3]1

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 28742041-(3,4,5-Trimethoxybenzoyl)piperazineHCID 85906066HCID 85906066, compound

Product 1

HCID 867364601-Phenyl-2-[4-(3,4,5-trimethoxy-benzoyl)-1-piperazinyl]-indole 3-carboxylic acid 4-methyl-piperazide

Procedure

This compound was prepared from 2-chloro-1-phenyl-indole 3-carboxylic acid 4-methyl-piperazide and 3,4,5-trimethoxy benzoic acid piperazide in boiling diglym according to Examples 7, 40, 42 and 45. The yield of amorphous product amounted to 77% of the theoretical yield. The hydrochloride melted at 253°-255° C.

Sources & evidence

ORD record
ord-acfc8966c88142258d2c633c82f69485
Source dataset
uspto-grants-1979_04
Patent number
US04148895

Reaction notes

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