1-(2-Methoxyphenyl)piperazine → HCID 20098391, compound

HRID 1768982Notes

Reaction equation

HRID 1768982 reaction equation
[O:1]1[CH2:3][CH:2]1[CH2:4][O:5][C:6]1[CH:23]=[CH:22][CH:21]=[CH:20][C:7]=1[C:8]([NH:10][C:11]1[CH:19]=[CH:18][CH:17]=[C:16]2[C:12]=1[CH:13]=[CH:14][NH:15]2)=[O:9].[CH3:24][O:25][C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][C:27]=1[N:32]1[CH2:37][CH2:36][NH:35][CH2:34][CH2:33]1>C(O)C>[CH3:24][O:25][C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][C:27]=1[N:32]1[CH2:37][CH2:36][N:35]([CH2:3][CH:2]([OH:1])[CH2:4][O:5][C:6]2[CH:23]=[CH:22][CH:21]=[CH:20][C:7]=2[C:8]([NH:10][C:11]2[CH:19]=[CH:18][CH:17]=[C:16]3[C:12]=2[CH:13]=[CH:14][NH:15]3)=[O:9])[CH2:34][CH2:33]1

Participants

4

Reactant 2

HCID 13461-(2-Methoxyphenyl)piperazineHCID 15611138HCID 15611138, compound

Product 1

HCID 20098391HCID 20098391, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

1.6 g of 2-[(2-oxiranyl)-methoxy]-N-[(1H-indol-4-yl)]-benzamide in 36 ml of ethanol as refluxed for 4 hours with 1.82 ml of (methoxyphenyl)piperazine and the solvent was eliminated under reduced pressure. The residue was purified by chromatography over silica (eluent:chloroform--ethyl acetate--triethylamine, 6-3-1) to obtain 1.85 g of 2-[3-[4-(2-methoxyphenyl)-1-piperazinyl]-2-hydroxypropoxy]-N-(1H-indol-4-yl)-benzamide

Workup

  1. customThe residue was purified by chromatography over silica (eluent:chloroform--ethyl acetate--triethylamine, 6-3-1)

Sources & evidence

ORD record
ord-cdc2ca34d7404cda9cf876cedf06d82e
Source dataset
uspto-grants-1995_01
Patent number
US05380722

Reaction notes

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