1-Naphthalenesulfonyl chloride → 1-(1-Naphthylsulfonyl)-4-(1-piperazinyl)-1H-indole Hydrochloride

HRID 8318

Reaction equation

HRID 8318 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.[C:23]1([S:33]([Cl:36])(=[O:35])=[O:34])[C:32]2[C:27](=[CH:28][CH:29]=[CH:30][CH:31]=2)[CH:26]=[CH:25][CH:24]=1>>[ClH:36].[C:23]1([S:33]([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:35])=[O:34])[C:32]2[C:27](=[CH:28][CH:29]=[CH:30][CH:31]=2)[CH:26]=[CH:25][CH:24]=1

Participants

3

Reactant 2

HCID 665601-Naphthalenesulfonyl chlorideHCID 22015386tert-Butyl 4-(1H-indol-4-yl)piperazine-1-carboxylate

Product 1

HCID 101133641-(1-Naphthylsulfonyl)-4-(1-piperazinyl)-1H-indole Hydrochloride

Procedure

The title compound was prepared according 4-(4-boc-piperazinyl)-indole and naphthylsulfonylchloride according to Method 3: 1H NMR (270 MHz, DMSO-d6) δ 9.03 (br, 1 H), 8.63 (d, J=8 Hz, 1 H), 8.43 (d, J=8 Hz, 1 H), 8.34 (d, J=8 Hz, 1 H), 8.15–8.05 (m, 2 H), 7.80–7.65 (m, 3 H), 7.41 (d, J=8 Hz, 1 H), 7.18 (t, J=8 Hz, 1 H), 6.93 (d, J=5Hz, 1 H), 6.74 (d, J=8Hz, 1 H), 3.30–3.20 (m, 8 H); MS (ESI+) for m/z 392 (M+H)+.

Sources & evidence

ORD record
ord-0dd7577b1cbb45b08b04256982872821
Source dataset
uspto-grants-2006_08
Patent number
US07087750B2

Linked notes

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