Potassium Hydroxide → HCID 68466502, compound

HRID 506792Notes

Reaction equation

HRID 506792 reaction equation
[Cl:1][C:2]1[C:7]([F:8])=[CH:6][N:5]=[C:4]2[N:9](S(C3C=CC(C)=CC=3)(=O)=O)[C:10]([C:12]3[C:16]4=[N:17][C:18]([O:23][CH3:24])=[C:19]([O:21][CH3:22])[CH:20]=[C:15]4[NH:14][CH:13]=3)=[CH:11][C:3]=12.[OH-].[K+]>CO>[Cl:1][C:2]1[C:7]([F:8])=[CH:6][N:5]=[C:4]2[NH:9][C:10]([C:12]3[C:16]4=[N:17][C:18]([O:23][CH3:24])=[C:19]([O:21][CH3:22])[CH:20]=[C:15]4[NH:14][CH:13]=3)=[CH:11][C:3]=12

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 68470598HCID 68470598, compound

Product 1

HCID 68466502HCID 68466502, compoundYield 79.5%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A suspension of 0.2 g of 3-[4-chloro-5-fluoro-1-(toluene-4-sulfonyl)-1H-pyrrolo[2,3-b]pyridin-2-yl]-5,6-dimethoxy-1H-pyrrolo[3,2-b]pyridine and 0.580 g of potassium hydroxide in 40 cm3 of methanol is refluxed for about 5 hours. After concentrating under reduced pressure (13 kPa), the solid is taken up in 50 cm3 of water, filtered off by suction and washed with 10 cm3 of water. After recrystallization from 40 cm3 of acetonitrile, 0.110 g of 3-[4-chloro-5-fluoro-1H-pyrrolo[2,3-b]pyridin-2-yl]-5,6-dimethoxy-1H-pyrrolo[3,2-b]pyridine is obtained as a solid with the following characteristics:

Workup

  1. temperatureis refluxed for about 5 hours
  2. concentrationAfter concentrating under reduced pressure (13 kPa)
  3. filtrationfiltered off by suction
  4. washwashed with 10 cm3 of water
  5. customAfter recrystallization from 40 cm3 of acetonitrile

Sources & evidence

ORD record
ord-ee1cdca9abeb464bbe4d4d852512dd67
Source dataset
uspto-grants-2010_08
Patent number
US07786114B2

Reaction notes

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