Potassium Hydroxide → HCID 67147476, compound

HRID 490493Notes

Reaction equation

[Cl:1][C:2]1[CH:7]=[CH:6][N:5]=[C:4]2[N:8](S(C3C=CC(C)=CC=3)(=O)=O)[C:9]([C:11]3[C:19]4[C:14](=[CH:15][C:16]([O:22][CH2:23][CH2:24][N:25]5[CH2:30][CH2:29][CH2:28][CH2:27][CH:26]5[CH:31]5[CH2:36][CH2:35][NH:34][CH2:33][CH2:32]5)=[C:17]([O:20][CH3:21])[CH:18]=4)[N:13]([CH3:37])[CH:12]=3)=[CH:10][C:3]=12.[OH-].[K+]>>[Cl:1][C:2]1[CH:7]=[CH:6][N:5]=[C:4]2[NH:8][C:9]([C:11]3[C:19]4[C:14](=[CH:15][C:16]([O:22][CH2:23][CH2:24][N:25]5[CH2:30][CH2:29][CH2:28][CH2:27][CH:26]5[CH:31]5[CH2:32][CH2:33][NH:34][CH2:35][CH2:36]5)=[C:17]([O:20][CH3:21])[CH:18]=4)[N:13]([CH3:37])[CH:12]=3)=[CH:10][C:3]=12

Participants

Reactant 2

HCID 14797Potassium Hydroxide

HCID 67147489HCID 67147489, compound

Product 1

HCID 67147476HCID 67147476, compoundYield 85.9%

Procedure

4-Chloro-2-{1-methyl-5-methoxy-6-[2-(4-piperidylpiperidin-1-yl)ethoxy]-1H-indol-3-yl}-1H-pyrrolo[2,3-b]pyridine is prepared by following the procedure described in example 89a, but using 0.41 g of 4-chloro-2-[1-methyl-5-methoxy-6-(2-(4-piperidylpiperidin-1-yl)ethoxy)-1H-indol-3-yl]-1-(toluene-4-sulfonyl)-1H-pyrrolo[2,3-b]pyridine and 2.73 ml of a 5N aqueous potassium hydroxide solution. 0.272 g of 4-chloro-2-{5-methoxy-1-methyl-6-[2-(4-piperidylpiperidin-1-yl)ethoxy]-1H-indol-3-yl}-1H-pyrrolo[2,3-b]pyridine is obtained, the characteristics of which are as follows:

Workup

custom4-Chloro-2-{1-methyl-5-methoxy-6-[2-(4-piperidylpiperidin-1-yl)ethoxy]-1H-indol-3-yl}-1H-pyrrolo[2,3-b]pyridine is prepared

Sources & evidence

ORD record: ord-68a79e34a9dc4c6f9f37b2c134c4baa3
Source dataset: uspto-grants-2009_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07528147B2

Reaction notes

Loading…