4-(5-chloro-[1H]-indol-3-yl)-piperidine → HCID 131724869, compound

HRID 2180947Notes

Reaction equation

HRID 2180947 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][N:22]1[C:31]2[C:26](=[CH:27][CH:28]=[CH:29][CH:30]=2)[CH2:25][CH2:24][C:23]1=[O:32]>>[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][N:22]2[C:31]3[C:26](=[CH:27][CH:28]=[CH:29][CH:30]=3)[CH2:25][CH2:24][C:23]2=[O:32])[CH2:13][CH2:12]1

Participants

3

Reactant 2

HCID 128313754-(5-chloro-[1H]-indol-3-yl)-piperidineHCID 129923681-(4-Bromobutan-1-yl)-3,4-dihydroquinolin-2(1H)-one

Product 1

HCID 131724869HCID 131724869, compound

Procedure

from 5-chloro-3-(piperidin-4-yl)-1H-indole and 1-(4-bromobutan-1-yl)-3,4-dihydroquinolin-2(1H)-one. Mp 229-231° C. 1H NMR (DMSO-d6): 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); 2.95-3.15 (m, 5H); 2.55 (d, 2H); 3.95 (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); 10.05 (broad s, 1H); 11.10 (s, 1H). MS m/z: 436 (MH+).

Sources & evidence

ORD record
ord-d6059aa0cdf945f186c8eabeb1b16913
Source dataset
uspto-grants-2005_05
Patent number
US06890916B2

Reaction notes

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