HCID 15068084, compound → HCID 9824198, compound

HRID 1733911Notes

Reaction equation

HRID 1733911 reaction equation
Cl[CH2:2][CH2:3][CH2:4][CH2:5][C:6]1[C:14]2[C:9](=[CH:10][CH:11]=[C:12]([O:15][CH3:16])[CH:13]=2)[NH:8][CH:7]=1.[OH:17][CH2:18][C:19]1[O:20][C:21]2[CH:27]=[CH:26][C:25]([N:28]3[CH2:33][CH2:32][NH:31][CH2:30][CH2:29]3)=[CH:24][C:22]=2[CH:23]=1>C(#N)C>[CH3:16][O:15][C:12]1[CH:13]=[C:14]2[C:9](=[CH:10][CH:11]=1)[NH:8][CH:7]=[C:6]2[CH2:5][CH2:4][CH2:3][CH2:2][N:31]1[CH2:30][CH2:29][N:28]([C:25]2[CH:26]=[CH:27][C:21]3[O:20][C:19]([CH2:18][OH:17])=[CH:23][C:22]=3[CH:24]=2)[CH2:33][CH2:32]1

Participants

4

Reactant 2

HCID 15068084HCID 15068084, compoundHCID 19438851HCID 19438851, compound

Product 1

HCID 9824198HCID 9824198, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

1.8 g of 3-(4-chlorobutyl)-5-methoxyindole [obtainable by diazotization of p-methoxyaniline, reaction with ethyl cyclohexanone-2-carboxylate according to Japp-Klingemann to give 4-(2-carbethoxyindol-3-yl)butyric acid, alkaline hydrolysis, decarboxylation, reduction with LiAlH4 and reaction with SOCl2 ] and 1.9 g of 1-(2-hydroxymethylbenzofuran-5-yl)piperazine [obtainable by reaction of N,N-bis(2-chloroethyl)amine with 2-hydroxymethyl-5-aminobenzofuran] are dissolved in 200 ml of acetonitrile and the mixture is stirred at room temperature for 10 hours. Customary working up gives 1-[4-(5-methoxyindol-3-yl)butyl]-4-(2-hydroxymethylbenzofuran-5-yl)piperazine, m.p. 159°.

Sources & evidence

ORD record
ord-0e75149c89af4cbf9fbda3d6d9b84252
Source dataset
uspto-grants-1996_07
Patent number
US05532241

Reaction notes

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