5-chloro-1,3-dimethyl-1H-pyrazole-4-sulfonyl chloride → 1-[(5-Chloro-1,3-dimethyl-1H-pyrazol-4-yl)sulfonyl]-4-(1-piperazinyl)-1H-indole Hydrochloride

HRID 8325Notes

Reaction equation

HRID 8325 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.[Cl:23][C:24]1[N:28]([CH3:29])[N:27]=[C:26]([CH3:30])[C:25]=1[S:31](Cl)(=[O:33])=[O:32]>>[ClH:23].[Cl:23][C:24]1[N:28]([CH3:29])[N:27]=[C:26]([CH3:30])[C:25]=1[S:31]([N:18]1[C:19]2[C:15](=[C:14]([N:11]3[CH2:10][CH2:9][NH:8][CH2:13][CH2:12]3)[CH:22]=[CH:21][CH:20]=2)[CH:16]=[CH:17]1)(=[O:32])=[O:33]

Participants

3

Reactant 2

HCID 27771265-chloro-1,3-dimethyl-1H-pyrazole-4-sulfonyl chlorideHCID 22015386tert-Butyl 4-(1H-indol-4-yl)piperazine-1-carboxylate

Product 1

HCID 101135031-[(5-Chloro-1,3-dimethyl-1H-pyrazol-4-yl)sulfonyl]-4-(1-piperazinyl)-1H-indole Hydrochloride

Procedure

The title compound was prepared from 4-(4-boc-piperazinyl)-indole and 5-chloro-1,3-dimethyl-1H-pyrazol-4yl-sulfonyl chloride according to Method 3: 1H NMR (270 MHz, DMSO-d6) δ 9.17 (br, 1 H), 7.78 (d, J=3 Hz, 1 H), 7.49 (d, J=8 Hz, 1 H), 7.28 (t, J=8 Hz, 1 H), 6.93 (d, J=3 Hz, 1 H), 6.87 (d, J=8 Hz, 1 H), 3.72 (s, 3 H), 3.28 (m, 8 H), 2.34 (s, 3 H); MS (ESI+) for m/z 394 (M+H)+.

Sources & evidence

ORD record
ord-69069e0c353b479ba9ed94775a85cd30
Source dataset
uspto-grants-2006_08
Patent number
US07087750B2

Reaction notes

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