4-(5-chloro-[1H]-indol-3-yl)-piperidine → HCID 131724870, compound

HRID 2180948Notes

Reaction equation

HRID 2180948 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][CH:6]=[C:5]2[CH:11]1[CH2:16][CH2:15][NH:14][CH2:13][CH2:12]1.Br[CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][N:23]1[C:32]2[C:27](=[CH:28][CH:29]=[CH:30][CH:31]=2)[CH2:26][CH2:25][C:24]1=[O:33]>>[ClH:1].[Cl:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][CH:6]=[C:5]2[CH:11]1[CH2:16][CH2:15][N:14]([CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][N:23]2[C:32]3[C:27](=[CH:28][CH:29]=[CH:30][CH:31]=3)[CH2:26][CH2:25][C:24]2=[O:33])[CH2:13][CH2:12]1

Participants

3

Reactant 2

HCID 128313754-(5-chloro-[1H]-indol-3-yl)-piperidineHCID 12992364HCID 12992364, compound

Product 1

HCID 131724870HCID 131724870, compound

Procedure

from 5-chloro-3-(piperidin-4-yl)-1H-indole and 1-(5-bromopentan-1-yl)-3,4-dihydroquinolin-2(1H)-one. Mp 206-209° C. 1H NMR (DMSO-d6): 1.30-1.40 (m, 2H); 1.55-1.65 (m, 2H); 1.70-1.80 (m, 2H); 2.00-2.15 (m, 4H); 2.55 (t, 2H); 2.85 (t, 2H); 2.95-3.10 (m, 4H); 3.10-3.25 (m, 1H); 3.55 (d, 2H); 3.90 (t, 2H); 7.00 (t, 1H); 7.05 (d, 1H); 7.15 (d, 1H); 7.20-7.30 (m, 3H); 7.40 (d, 1H); 7.75 (s, 1H); 11.20 (broad s, 1H); 11.15 (s, 1H). MS m/z: 450 (MH+), 299.

Sources & evidence

ORD record
ord-89b1807f7c59426fa7af396178143578
Source dataset
uspto-grants-2005_05
Patent number
US06890916B2

Reaction notes

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