Acetate → 1-(3-Hydroxy-1H-pyrrolo[2,3-b]pyridin-1-yl)ethanone

HRID 2261612Notes

Reaction equation

HRID 2261612 reaction equation
[C:1]([N:4]1[C:8]2=[N:9][CH:10]=[CH:11][CH:12]=[C:7]2[C:6]([O:13]C(=O)C)=[CH:5]1)(=[O:3])[CH3:2].C([O-])(=O)C.[Na]>CO>[OH:13][C:6]1[C:7]2[C:8](=[N:9][CH:10]=[CH:11][CH:12]=2)[N:4]([C:1](=[O:3])[CH3:2])[CH:5]=1

Participants

5

Reactant 3

HCID 175AcetateHCID 5360545SodiumHCID 49845771HCID 49845771, compound

Product 1

HCID 595933361-(3-Hydroxy-1H-pyrrolo[2,3-b]pyridin-1-yl)ethanone

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

1-(3-Hydroxy-pyrrolo[2,3-b]pyridin-1-yl)-ethanone 503 is prepared from acetic acid 1-acetyl-1H-pyrrolo[2,3-b]pyridin-3-yl ester 502 by selective removal of the acetate at the 3-position by reaction with sodium in methanol at room temperature typically for 30 minutes to one hour, followed by purification and isolation by conventional means (e.g. extraction and recrystallization).

Workup

  1. customfollowed by purification and isolation by conventional means (e.g. extraction and recrystallization)

Sources & evidence

ORD record
ord-18025229fabc4922b8e930423510028b
Source dataset
uspto-grants-2010_12
Patent number
US07846941B2

Reaction notes

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