Potassium Hydroxide → HCID 67147745, compound

HRID 490545Notes

Reaction equation

[CH3:1][O:2][C:3]1[CH:53]=[C:52]([O:54][CH3:55])[CH:51]=[CH:50][C:4]=1[CH2:5][N:6]([CH2:16][C:17]1[CH:22]=[CH:21][N:20]=[C:19]2[N:23](S(C3C=CC(C)=CC=3)(=O)=O)[C:24]([C:26]3[C:34]4[C:29](=[CH:30][C:31]([O:37][CH3:38])=[C:32]([O:35][CH3:36])[CH:33]=4)[N:28]([CH3:39])[CH:27]=3)=[CH:25][C:18]=12)[S:7]([C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)(=[O:9])=[O:8].[OH-].[K+]>>[CH3:1][O:2][C:3]1[CH:53]=[C:52]([O:54][CH3:55])[CH:51]=[CH:50][C:4]=1[CH2:5][N:6]([CH2:16][C:17]1[CH:22]=[CH:21][N:20]=[C:19]2[NH:23][C:24]([C:26]3[C:34]4[C:29](=[CH:30][C:31]([O:37][CH3:38])=[C:32]([O:35][CH3:36])[CH:33]=4)[N:28]([CH3:39])[CH:27]=3)=[CH:25][C:18]=12)[S:7]([C:10]1[CH:11]=[CH:12][CH:13]=[CH:14][CH:15]=1)(=[O:9])=[O:8]

Participants

Reactant 2

HCID 14797Potassium Hydroxide

HCID 67147742HCID 67147742, compound

Product 1

HCID 67147745HCID 67147745, compoundYield 138.4%

Procedure

N-(2,4-Dimethoxybenzyl)-N-[2-(5,6-dimethoxy-1-methyl-1H-indol-3-yl)-1H-pyrrolo[2,3-b]pyrid-4-ylmethyl]-benzenesulfonamide is prepared as described in Example 179a starting with 0.090 g of N-(2,4-dimethoxybenzyl)-N-[2-(5,6-dimethoxy-1-methyl-1H-indol-3-yl)-1-(toluene-4-sulfonyl)-1H-pyrrolo[2,3-b]pyrid-4-ylmethyl]benzenesulfonamide instead of the [2-(5,6-dimethoxy-1-methyl-1H-indol-3-yl)-1-(toluene-4-sulfonyl)-1H-pyrrolo[2,3-b]pyrid-4-ylmethyl](4-trifluoromethylsulfanylbenzyl)amine used in Example 179a and 0.6 cm3 of 5N potassium hydroxide. 0.100 g of N-(2,4-dimethoxybenzyl)-N-[2-(5,6-dimethoxy-1-methyl-1H-indol-3-yl)-1H-pyrrolo[2,3-b]pyrid-4-ylmethyl]benzenesulfonamide is obtained, the characteristics of which are as follows:

Workup

customN-(2,4-Dimethoxybenzyl)-N-[2-(5,6-dimethoxy-1-methyl-1H-indol-3-yl)-1H-pyrrolo[2,3-b]pyrid-4-ylmethyl]-benzenesulfonamide is prepared

Sources & evidence

ORD record: ord-b8da0c406b434c2894a8ac2658e4a661
Source dataset: uspto-grants-2009_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07528147B2

Reaction notes

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