Potassium Hydroxide → HCID 136386488, compound

HRID 506806Notes

Reaction equation

HRID 506806 reaction equation
[CH3:1][O:2][C:3]1[N:8]=[C:7]2[C:9]([C:13]3[N:24](S(C4C=CC(C)=CC=4)(=O)=O)[C:16]4[N:17]=[CH:18][CH:19]=[C:20]([CH:21]=[N:22][OH:23])[C:15]=4[CH:14]=3)=[CH:10][N:11]([CH3:12])[C:6]2=[CH:5][C:4]=1[O:35][CH3:36].[OH-].[K+]>>[CH3:1][O:2][C:3]1[N:8]=[C:7]2[C:9]([C:13]3[NH:24][C:16]4[N:17]=[CH:18][CH:19]=[C:20]([CH:21]=[N:22][OH:23])[C:15]=4[CH:14]=3)=[CH:10][N:11]([CH3:12])[C:6]2=[CH:5][C:4]=1[O:35][CH3:36]

Participants

3

Reactant 2

HCID 14797Potassium HydroxideHCID 1363864872-(5,6-dimethoxy-1-methyl-1H-pyrrolo[3,2-b]pyridin-3-yl)-1-(toluene-4-sulfonyl)-1H-pyrrolo[2,3-b]pyridin-4-carbaldehyde oxime

Product 1

HCID 136386488HCID 136386488, compound

Procedure

The product is prepared by following the procedure described in example 34, stage (k), starting with 0.1 g of 2-(5,6-dimethoxy-1-methyl-1H-pyrrolo[3,2-b]pyridin-3-yl)-1-(toluene-4-sulfonyl)-1H-pyrrolo[2,3-b]pyridin-4-carbaldehyde oxime instead of the cyclopropyl-[2-(5,6-dimethoxy-1-methyl-1H-pyrrolo[3,2-b]pyridin-3-yl)-1-(toluene-4-sulfonyl)-1H-pyrrolo[2,3-b]pyridin-4-ylmethyl]amine used in example 34, stage (k) and 1 cm3 of 5N potassium hydroxide. After purification by preparative LC/MS (acetonitrile/water/trifluoroacetic acid as eluents), 0.040 g of [2-(5,6-dimethoxy-1-methyl-1H-pyrrolo[3,2-b]pyridin-3-yl)-1H-pyrrolo[2,3-b]pyridin-4-carbaldehyde oxime is obtained with the following characteristics:

Workup

  1. customThe product is prepared
  2. customAfter purification by preparative LC/MS (acetonitrile/water/trifluoroacetic acid as eluents), 0.040 g of [2-(5,6-dimethoxy-1-methyl-1H-pyrrolo[3,2-b]pyridin-3-yl)-1H-pyrrolo[2,3-b]pyridin-4-carbaldehyde oxime
  3. customis obtained with the following characteristics

Sources & evidence

ORD record
ord-7feb46482bbc4d90b75e6578e578db38
Source dataset
uspto-grants-2010_08
Patent number
US07786114B2

Reaction notes

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