Potassium Carbonate → 3-[4-(7-Chloro-3-indolyl)piperidin-1-yl]-1-(4-indolyloxy)propane

HRID 977401Notes

Reaction equation

HRID 977401 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][CH:5]=[C:6]2[C:10]=1[NH:9][CH:8]=[C:7]2[CH:11]1[CH2:16][CH2:15][NH:14][CH2:13][CH2:12]1.Cl[CH2:18][CH2:19][CH2:20][O:21][C:22]1[C:23]2[CH:24]=[CH:25][NH:26][C:27]=2[CH:28]=[CH:29][CH:30]=1.C(=O)([O-])[O-].[K+].[K+]>>[Cl:1][C:2]1[CH:3]=[CH:4][CH:5]=[C:6]2[C:10]=1[NH:9][CH:8]=[C:7]2[CH:11]1[CH2:16][CH2:15][N:14]([CH2:18][CH2:19][CH2:20][O:21][C:22]2[CH:30]=[CH:29][CH:28]=[C:27]3[C:23]=2[CH:24]=[CH:25][NH:26]3)[CH2:13][CH2:12]1

Participants

4

Reactant 3

HCID 11430Potassium CarbonateHCID 116941694-(3-chloropropoxy)-1H-indoleHCID 120720367-chloro-3-(piperidin-4-yl)-1H-indole

Product 1

HCID 212682873-[4-(7-Chloro-3-indolyl)piperidin-1-yl]-1-(4-indolyloxy)propane

Procedure

The title compound was prepared in a fashion similar to that described in Example 192 from 7-chloro-3-(piperidin-4-yl)-1H-indole (0.34 g, 1.25 mmol), 1-chloro-3-(1H-indole-4-oxy)propane (0.275 g, 1.32 mmol) and potassium carbonate (0.41 g, 3.0 mmol). The product was isolated as a white foam. Yield 240 mg (47%). mp 178°-182° C. FDMS m/e=407 (M+ of free base). HRMS: calc., 408.184265; found, 408.184300

Workup

  1. customThe product was isolated as a white foam

Sources & evidence

ORD record
ord-1c2c99463666439da261e50a551c1e46
Source dataset
uspto-grants-1997_03
Patent number
US05614523

Reaction notes

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