Potassium Hydroxide → HCID 67147729, compound

HRID 2426901Notes

Reaction equation

[C:1]1([NH:7][CH2:8][C:9]2[CH:14]=[CH:13][N:12]=[C:11]3[N:15](S(C4C=CC(C)=CC=4)(=O)=O)[C:16]([C:18]4[C:26]5[C:21](=[CH:22][C:23]([O:29][CH3:30])=[C:24]([O:27][CH3:28])[CH:25]=5)[N:20]([CH3:31])[CH:19]=4)=[CH:17][C:10]=23)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[OH-].[K+]>>[C:1]1([NH:7][CH2:8][C:9]2[CH:14]=[CH:13][N:12]=[C:11]3[NH:15][C:16]([C:18]4[C:26]5[C:21](=[CH:22][C:23]([O:29][CH3:30])=[C:24]([O:27][CH3:28])[CH:25]=5)[N:20]([CH3:31])[CH:19]=4)=[CH:17][C:10]=23)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

Reactant 2

HCID 14797Potassium Hydroxide

HCID 67147522HCID 67147522, compound

Product 1

HCID 67147729HCID 67147729, compoundYield 11.4%

Procedure

Phenyl [2-(5,6-dimethoxy-1-methyl-1H-indol-3-yl)-1H-pyrrolo[2,3-b]pyrid-4-ylmethyl]amine is prepared as described in Example 179a and, starting with 0.120 g of phenyl [2-(5,6-dimethoxy-1-methyl-1H-indol-3-yl)-1-(toluene-4-sulfonyl)-1H-pyrrolo[2,3-b]pyrid-4-ylmethyl]amine 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 0.95 cm3 of 5N potassium hydroxide. 0.010 g of phenyl [2-(5,6-dimethoxy-1-methyl-1H-indol-3-yl)-1H-pyrrolo[2,3-b]pyrid-4-ylmethyl]amine is obtained, the characteristics of which are as follows:

Workup

customPhenyl [2-(5,6-dimethoxy-1-methyl-1H-indol-3-yl)-1H-pyrrolo[2,3-b]pyrid-4-ylmethyl]amine is prepared

Sources & evidence

ORD record: ord-1c836e3e94ef4e2486041ff9995baf90
Source dataset: uspto-grants-2011_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07968566B2

Reaction notes

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