4-Toluenesulfonyl chloride → 4-(4-Methyl-1-piperazinyl)-1-(4-methylbenzenesulfonyl)-1H-indole Hydrochloride

HRID 8329Notes

Reaction equation

HRID 8329 reaction equation
[CH3:1][N:2]1[CH2:7][CH2:6][N:5]([C:8]2[CH:16]=[CH:15][CH:14]=[C:13]3[C:9]=2[CH:10]=[CH:11][NH:12]3)[CH2:4][CH2:3]1.[CH3:17][C:18]1[CH:23]=[CH:22][C:21]([S:24]([Cl:27])(=[O:26])=[O:25])=[CH:20][CH:19]=1>>[ClH:27].[CH3:1][N:2]1[CH2:3][CH2:4][N:5]([C:8]2[CH:16]=[CH:15][CH:14]=[C:13]3[C:9]=2[CH:10]=[CH:11][N:12]3[S:24]([C:21]2[CH:22]=[CH:23][C:18]([CH3:17])=[CH:19][CH:20]=2)(=[O:26])=[O:25])[CH2:6][CH2:7]1

Participants

3

Reactant 2

HCID 73974-Toluenesulfonyl chlorideHCID 220153514-(4-methyl-1-piperazinyl)-1H-indole

Product 1

HCID 101359794-(4-Methyl-1-piperazinyl)-1-(4-methylbenzenesulfonyl)-1H-indole Hydrochloride

Procedure

The title compound was prepared 4-(4-methyl-1-piperazinyl)-1H-indole and p-methylbenzenesulfonyl chloride according to Method 4 (45%): 1H NMR (CD3OD) δ 7.81–6.77 (m, 9H), 3.62–3.02 (m, 8H), 2.98 (s, 3H), 2.34 (s, 3H); MS (ESI) 370.5 (M+H)+; Purity (HPLC) >95%.

Sources & evidence

ORD record
ord-681a7360d8f647d892e600b37f148d04
Source dataset
uspto-grants-2006_08
Patent number
US07087750B2

Reaction notes

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