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4-Methoxybenzenesulfonyl chloride → 1-[(4-Methoxyphenyl)sulfonyl]-4-(1-piperazinyl)-1H-indole Hydrochloride

HRID 8320
Notes
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Reaction equation

HRID 8320 reaction equation
C([N:8]1[CH2:13][CH2:12][N:11]([C:14]2[CH:22]=[CH:21][CH:20]=[C:19]3[C:15]=2[CH:16]=[CH:17][NH:18]3)[CH2:10][CH2:9]1)(OC(C)(C)C)=O.[CH3:23][O:24][C:25]1[CH:30]=[CH:29][C:28]([S:31]([Cl:34])(=[O:33])=[O:32])=[CH:27][CH:26]=1>>[ClH:34].[CH3:23][O:24][C:25]1[CH:26]=[CH:27][C:28]([S:31]([N:18]2[C:19]3[C:15](=[C:14]([N:11]4[CH2:10][CH2:9][NH:8][CH2:13][CH2:12]4)[CH:22]=[CH:21][CH:20]=3)[CH:16]=[CH:17]2)(=[O:33])=[O:32])=[CH:29][CH:30]=1
ParticipantsProcedureSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 74014-Methoxybenzenesulfonyl chlorideHCID 22015386tert-Butyl 4-(1H-indol-4-yl)piperazine-1-carboxylate

Product 1

HCID 102948531-[(4-Methoxyphenyl)sulfonyl]-4-(1-piperazinyl)-1H-indole Hydrochloride

Procedure

The title compound was prepared from 4-(4-boc-piperazinyl)-indole and 4-methoxyphenylsulfonyl chloride according to Method 3: 1H NMR (270 MHz, DMSO-d6) δ 9.07 (br, 1 H), 7.90 (d, J=8 Hz, 2 H), 7.78 (d, J=5 Hz, 1 H), 7.61 (d, J=8 Hz, 1 H), 7.25 (t, J=8 Hz, 1 H), 7.09 (d, J=8 Hz, 2 H), 6.92 (d, J=5 Hz, 1 H), 6.68 (d, J=8 Hz, 1 H), 3.79 (s, 3 H), 3.24 (m, 8 H); MS (ESI+) for m/z 371 (M+H)+.

Sources & evidence

ORD record
ord-cf519e59ac3e498dbf8b96e2bf5828fe
Source dataset
uspto-grants-2006_08
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07087750B2

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes