Potassium Hydroxide → HCID 67147604, compound

HRID 2426818Notes

Reaction equation

[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][C:11]=1[O:12][CH3:13])[N:8]([CH2:14][CH2:15][O:16][CH3:17])[CH:7]=[C:6]2[C:18]1[N:26](S(C2C=CC(C)=CC=2)(=O)=O)[C:21]2=[N:22][CH:23]=[CH:24][CH:25]=[C:20]2[CH:19]=1.[OH-].[K+]>>[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][C:11]=1[O:12][CH3:13])[N:8]([CH2:14][CH2:15][O:16][CH3:17])[CH:7]=[C:6]2[C:18]1[NH:26][C:21]2=[N:22][CH:23]=[CH:24][CH:25]=[C:20]2[CH:19]=1

Participants

Reactant 2

HCID 14797Potassium Hydroxide

HCID 67147709HCID 67147709, compound

Product 1

HCID 67147604HCID 67147604, compoundYield 34.2%

Conditions

Temperature: 50 °C

Procedure

0.080 g of 2-[5,6-dimethoxy-1-(2-methoxyethyl)-1H-indol-3-yl]-1-(toluene-4-sulfonyl)-1H-pyrrolo[2,3-b]pyridine is added, at a temperature in the region of 20° C., to a solution of 3.1 ml of methanolic potassium hydroxide (0.1 g/ml; 1.78M). The reaction medium is agitated at this same temperature for 5 hours. The reaction medium is then heated at 50° C. for 4 hours. After cooling, the solid formed is filtered off through sintered glass, washed twice with 3 ml of methanol, and then 5 times with 5 ml of water. The solid is dried in an oven (35° C.) under vacuum. 0.019 g of 2-[5,6-dimethoxy-1-(2-methoxyethyl)-1H-indol-3-yl]-1H-pyrrolo[2,3-b]pyridine is thus obtained, the characteristics of which are as follows:

Workup

temperatureAfter cooling
customthe solid formed
filtrationis filtered off through sintered glass
washwashed twice with 3 ml of methanol
customThe solid is dried in an oven (35° C.) under vacuum

Sources & evidence

ORD record: ord-1f659334fb4545bc8b4d6ffbaf4237d8
Source dataset: uspto-grants-2011_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07968566B2

Reaction notes

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