Ethanolamine → 2-Chloro-6-(2-hydroxyethyl)-6,7-dihydro-5H-pyrrolo[3,4-b]pyridin-5-one

HRID 1799545Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1799545
[Cl:1][C:2]1[N:7]=[C:6]([CH2:8]Cl)[C:5]([C:10]([O:12]C)=O)=[CH:4][CH:3]=1.[CH2:14]([CH2:16][NH2:17])[OH:15]>CO>[Cl:1][C:2]1[N:7]=[C:6]2[CH2:8][N:17]([CH2:16][CH2:14][OH:15])[C:10](=[O:12])[C:5]2=[CH:4][CH:3]=1

Komponenten

4

Edukt 2

HCID 700Ethanolamine3×HCID 59525762Methyl 6-chloro-2-(chloromethyl)pyridine-3-carboxylate

Produkt 1

HCID 582166462-Chloro-6-(2-hydroxyethyl)-6,7-dihydro-5H-pyrrolo[3,4-b]pyridin-5-one

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

Methyl 6-chloro-2-(chloromethyl)pyridine-3-carboxylate (0.1 g, 0.45 mmol) and ethanolamine (0.11 mL, 1.82 mmol) were stirred in MeOH (10 mL) at room temperature overnight. Additional ethanolamine (0.11 mL, 1.82 mmol) was added and stirring continued for 8 hours. Additional ethanolamine (0.22 mL, 3.64 mmol) was then added and stirring continued for 3 days. The solvent was removed in vacuo and the residue purified by silica gel chromatography (0-5% MeOH/EtOAc) to give the title compound as a white solid.

Aufarbeitung

  1. stirringstirring
  2. waitcontinued for 3 days
  3. customThe solvent was removed in vacuo
  4. customthe residue purified by silica gel chromatography (0-5% MeOH/EtOAc)

Quellen und Nachweise

ORD-Eintrag
ord-87509003de184f31a930ef55e7722664
Quelldatensatz
uspto-grants-2013_01
Patentnummer
US08344144B2

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