Lithium hydroxide, monohydrate → 4-bromo-6-methyl-1H,6H,7H-pyrrolo[2,3-c]pyridin-7-one

HRID 930954

Reaction equation

HRID 930954 reaction equation
[Br:1][C:2]1[C:3]2[CH:12]=[CH:11][N:10](S(C3C=CC(C)=CC=3)(=O)=O)[C:4]=2[C:5](=[O:9])[N:6]([CH3:8])[CH:7]=1.O.[OH-].[Li+]>O1CCCC1.O>[Br:1][C:2]1[C:3]2[CH:12]=[CH:11][NH:10][C:4]=2[C:5](=[O:9])[N:6]([CH3:8])[CH:7]=1

Participants

5

Reactant 2

HCID 168937Lithium hydroxide, monohydrateHCID 896563044-Bromo-1,6-dihydro-6-methyl-1-((4-methylphenyl)sulfonyl)-7H-pyrrolo(2,3-c)pyridin-7-one

Product 1

HCID 573297664-bromo-6-methyl-1H,6H,7H-pyrrolo[2,3-c]pyridin-7-oneYield 94%

Reagents, catalysts & solvents 2

HCID 962WaterSolvent2×HCID 8028TetrahydrofuranSolvent

Procedure

A mixture of Example 1e (7 g, 18.36 mmol) and lithium hydroxide monohydrate (3.08 g, 73.4 mmol) in tetrahydrofuran (50 mL) and water (20 mL) was heated at 80° C. overnight. After cooling to ambient temperature, the reaction mixture was poured into 300 mL of water. The resulting solid was collected by vacuum filtration to give the title compound (3.92 g, 17.26 mmol, 94% yield).

Workup

  1. filtrationThe resulting solid was collected by vacuum filtration

Sources & evidence

ORD record
ord-7a9d8b948c364decad089f63777120b0
Source dataset
uspto-grants-2016_03
Patent number
US09296741B2

Linked notes

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