2-Methylpiperazine → 4-(3-Methyl-1-piperazinyl)-1-(2-methylbenzenesulfonyl)-1H-indole

HRID 8333

Reaction equation

HRID 8333 reaction equation
Br[C:2]1[CH:10]=[CH:9][CH:8]=[C:7]2[C:3]=1[CH:4]=[CH:5][N:6]2[S:11]([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=1[CH3:20])(=[O:13])=[O:12].[CH3:21][CH:22]1[NH:27][CH2:26][CH2:25][NH:24][CH2:23]1>>[CH3:21][CH:22]1[NH:27][CH2:26][CH2:25][N:24]([C:2]2[CH:10]=[CH:9][CH:8]=[C:7]3[C:3]=2[CH:4]=[CH:5][N:6]3[S:11]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=2[CH3:20])(=[O:13])=[O:12])[CH2:23]1

Participants

3

Reactant 2

HCID 660572-MethylpiperazineHCID 220153344-Bromo-1-(2-methyl-benzenesulfonyl)-1H-indole

Product 1

HCID 220153814-(3-Methyl-1-piperazinyl)-1-(2-methylbenzenesulfonyl)-1H-indoleYield 38%

Procedure

The compound was prepared from 4-bromo-1-(2-methyl-benzenesulfonyl)-1H-indole and 3-methylpiperazine according to Method 1 to give 110 mg (38%) of a white solid: 1HNMR (CD3OD) δ 7.92–6.82 (m, 9H), 3.64–3.39 (m, 5H), 3.12–3.03 (m, 1H), 2.92–2.83 (m, 1H), 2.47 (s, 3H), 1.40 (d, J=7 Hz, 3H); MS (ESI) 370.0 (M+H)+; Purity (HPLC) 94%.

Sources & evidence

ORD record
ord-5829e421f6d240ab92acd0e56ae1352b
Source dataset
uspto-grants-2006_08
Patent number
US07087750B2

Linked notes

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