4-(5-chloro-[1H]-indol-3-yl)-piperidine → HCID 131724868, compound

HRID 2180946Notes

Reaction equation

HRID 2180946 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][N:21]1[C:30]2[C:25](=[CH:26][CH:27]=[CH:28][CH:29]=2)[CH2:24][CH2:23][C:22]1=[O:31]>>[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][N:21]2[C:30]3[C:25](=[CH:26][CH:27]=[CH:28][CH:29]=3)[CH2:24][CH2:23][C:22]2=[O:31])[CH2:13][CH2:12]1

Participants

3

Reactant 2

HCID 128313754-(5-chloro-[1H]-indol-3-yl)-piperidineHCID 12992363HCID 12992363, compound

Product 1

HCID 131724868HCID 131724868, compound

Procedure

from 5-chloro-3-(piperidin-4-yl)-1H-indole and 1-(3-bromopropan-1-yl)-3,4-dihydroquinolin-2(1H)-one. Mp 142-146° C. 1H NMR (DMSO-d6): 1.95-2.15 (m, 6H); 2.60 (t, 2H); 2.90 (t, 2H); 2.95-3.15 (3H); 3.15-3.20 (m, 2H); 3.55 (d, 2H); 3.95 (t, 2H); 7.00-7.10 (m, 2H); 7.20-7.30 (m, 4H); 7.35 (d, 1H); 7.75 (s, 1H), 11.30 (broad s, 1H); 11.15 (s, 1H). MS m/z: 422 (MH+), 188.

Sources & evidence

ORD record
ord-c959bcba9d2940469253cc0887f8f747
Source dataset
uspto-grants-2005_05
Patent number
US06890916B2

Reaction notes

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