1-(2,3-Dichlorophenyl)piperazine → 3-{4-[4-(2,3-Dichlorophenyl)piperazin-1-yl]butyl}-1H-indole, hydrochloride

HRID 1354068Notes

Reaction equation

HRID 1354068 reaction equation
[Cl:1][C:2]1[C:7]([Cl:8])=[CH:6][CH:5]=[CH:4][C:3]=1[N:9]1[CH2:14][CH2:13][NH:12][CH2:11][CH2:10]1.Br[CH2:16][CH2:17][CH2:18][CH2:19][C:20]1[C:28]2[C:23](=[CH:24][CH:25]=[CH:26][CH:27]=2)[NH:22][CH:21]=1>>[ClH:1].[Cl:1][C:2]1[C:7]([Cl:8])=[CH:6][CH:5]=[CH:4][C:3]=1[N:9]1[CH2:14][CH2:13][N:12]([CH2:16][CH2:17][CH2:18][CH2:19][C:20]2[C:28]3[C:23](=[CH:24][CH:25]=[CH:26][CH:27]=3)[NH:22][CH:21]=2)[CH2:11][CH2:10]1

Participants

3

Reactant 2

HCID 8518331-(2,3-Dichlorophenyl)piperazineHCID 142011793-(4-Bromobutyl)-1h-indole

Product 1

HCID 1317258513-{4-[4-(2,3-Dichlorophenyl)piperazin-1-yl]butyl}-1H-indole, hydrochloride

Procedure

from 1-(2,3-dichlorophenyl)piperazine and 3-(4-bromobutyl)-1H-indole. Mp 121–122° C. 1H NMR (DMSO-d6): 1.45–1.55 (m, 2H); 1.65–1.75 (m, 2H); 2.35 (t, 2H); 2.50 (b s, 4H); 2.70 (t, 2H); 2.95 (b s, 4H); 6.95 (t, 1H); 7.05 (t, 1H); 7.10–7.15 (m, 2H); 7.25–7.30 (m, 2H); 7.35 (d, 1H); 7.50 (d, 1H); 10.75 (b s, 1H). Ms m/z: 402 (MH+).

Sources & evidence

ORD record
ord-17af1f43591040b990c298b9561fee77
Source dataset
uspto-grants-2007_05
Patent number
US07223765B2

Reaction notes

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