Pyridine-3-sulfonyl chloride → 4-(1-Piperazinyl)-1-(3-pyridinylsulfonyl)-1H-indole Hydrochloride

HRID 8326

Reaction equation

HRID 8326 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.[N:23]1[CH:28]=[CH:27][CH:26]=[C:25]([S:29]([Cl:32])(=[O:31])=[O:30])[CH:24]=1>>[ClH:32].[N:11]1([C:14]2[CH:22]=[CH:21][CH:20]=[C:19]3[C:15]=2[CH:16]=[CH:17][N:18]3[S:29]([C:25]2[CH:24]=[N:23][CH:28]=[CH:27][CH:26]=2)(=[O:31])=[O:30])[CH2:10][CH2:9][NH:8][CH2:13][CH2:12]1

Participants

3

Reactant 2

HCID 3164136Pyridine-3-sulfonyl chlorideHCID 22015386tert-Butyl 4-(1H-indol-4-yl)piperazine-1-carboxylate

Product 1

HCID 220153314-(1-Piperazinyl)-1-(3-pyridinylsulfonyl)-1H-indole Hydrochloride

Procedure

The title compound was prepared from 4-(4-boc-piperazinyl)-indole and 3-pyridinylsulfonyl chloride according to Method 3: 1H NMR (270 MHz, DMSO-d6) δ 9.37 (br, 1 H), 9.18 (d, J=3 Hz, 1 H), 8.86 (d, J=5 Hz, 1 H), 8.39 (d, J=8 Hz, 1 H), 7.85 (d, J=3 Hz, 1 H), 7.70–7.60 (m, 2 H), 7.27 (t, J=8 Hz, 1 H), 7.00 (d, J=3 Hz, 1 H), 6.82 (d, J=8 Hz, 1 H), 3.24 (m, 8 H); MS (ESI+) for m/z 343 (M+H)+.

Sources & evidence

ORD record
ord-81dc0901bd474a4e965d348614b33633
Source dataset
uspto-grants-2006_08
Patent number
US07087750B2

Linked notes

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