Potassium Hydroxide → HCID 67147761, compound

HRID 490540Notes

Reaction equation

HRID 490540 reaction equation
[CH3:1][O:2][C:3]1[CH:58]=[C:57]([O:59][CH3:60])[CH:56]=[CH:55][C:4]=1[CH2:5][N:6]([CH2:21][C:22]1[CH:27]=[CH:26][N:25]=[C:24]2[N:28](S(C3C=CC(C)=CC=3)(=O)=O)[C:29]([C:31]3[C:39]4[C:34](=[CH:35][C:36]([O:42][CH3:43])=[C:37]([O:40][CH3:41])[CH:38]=4)[N:33]([CH3:44])[CH:32]=3)=[CH:30][C:23]=12)[S:7]([C:10]1[CH:15]=[CH:14][C:13]([O:16][C:17]([F:20])([F:19])[F:18])=[CH:12][CH:11]=1)(=[O:9])=[O:8].[OH-].[K+]>>[CH3:1][O:2][C:3]1[CH:58]=[C:57]([O:59][CH3:60])[CH:56]=[CH:55][C:4]=1[CH2:5][N:6]([CH2:21][C:22]1[CH:27]=[CH:26][N:25]=[C:24]2[NH:28][C:29]([C:31]3[C:39]4[C:34](=[CH:35][C:36]([O:42][CH3:43])=[C:37]([O:40][CH3:41])[CH:38]=4)[N:33]([CH3:44])[CH:32]=3)=[CH:30][C:23]=12)[S:7]([C:10]1[CH:15]=[CH:14][C:13]([O:16][C:17]([F:20])([F:18])[F:19])=[CH:12][CH:11]=1)(=[O:8])=[O:9]

Participants

3

Reactant 2

HCID 14797Potassium HydroxideHCID 67147704HCID 67147704, compound

Product 1

HCID 67147761HCID 67147761, compoundYield 52.2%

Procedure

N-(2,4-Dimethoxybenzyl)-N-[2-(5,6-dimethoxy-1-methyl-1H-indol-3-yl)-1H-pyrrolo[2,3-b]pyrid-4-ylmethyl]-4-trifluoromethoxybenzenesulfonamide is prepared as described in Example 179a starting with 0.070 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]-4-trifluoromethoxybenzenesulfonamide 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 0.40 cm3 of 5N potassium hydroxide. 0.030 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]-4-trifluoromethoxybenzenesulfonamide is obtained, the characteristics of which are as follows:

Workup

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

Sources & evidence

ORD record
ord-52811b546c27404a9b815ec7ad0e1443
Source dataset
uspto-grants-2009_05
Patent number
US07528147B2

Reaction notes

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