Sodium Hydroxide → 4-Chloro-1-methyl-1H-pyrrolo[3,2-c]pyridine-7-carboxylic acid

HRID 733723Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 733723
C[O:2][C:3]([C:5]1[C:6]2[N:14]([CH3:15])[CH:13]=[CH:12][C:7]=2[C:8]([Cl:11])=[N:9][CH:10]=1)=[O:4].[OH-].[Na+]>CO>[Cl:11][C:8]1[C:7]2[CH:12]=[CH:13][N:14]([CH3:15])[C:6]=2[C:5]([C:3]([OH:4])=[O:2])=[CH:10][N:9]=1

Komponenten

4

Edukt 2

HCID 14798Sodium HydroxideHCID 44475508Methyl 4-chloro-1-methyl-1H-pyrrolo(3,2-c)pyridine-7-carboxylate

Produkt 1

HCID 578409034-Chloro-1-methyl-1H-pyrrolo[3,2-c]pyridine-7-carboxylic acidAusbeute 98,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

To a solution of 4-chloro-1-methyl-1H-pyrrolo[3,2-c]pyridine-7-carboxylic acid methyl ester (0.5 g), in methanol (20 ml) was added aqueous 2M sodium hydroxide solution (2 ml) and the mixture was heated to reflux for 4 hours. The methanol was evaporated and the residue was dissolved in water (50 ml) and acidified to pH 1 using aqueous 2M hydrochloric acid. Solid sodium chloride was added to saturated the aqueous phase, the solution was extracted with tetrahydrofuran (2×50 ml). The tetrahydrofuran layers were combined and evaporated to afford the title compound (460 mg).

Aufarbeitung

  1. temperaturethe mixture was heated
  2. temperatureto reflux for 4 hours
  3. customThe methanol was evaporated
  4. dissolutionthe residue was dissolved in water (50 ml)
  5. additionSolid sodium chloride was added to saturated the aqueous phase
  6. extractionthe solution was extracted with tetrahydrofuran (2×50 ml)
  7. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-fe0c20e70d014f5980cabd7cc0e0d41e
Quelldatensatz
uspto-grants-2009_09
Patentnummer
US07589206B2

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