Ethyl 3-amino-6-bromopicolinate → Ethyl 3-amino-6-cyanopyridine-2-carboxylate

HRID 1260308Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1260308
[CH2:1]([O:3][C:4]([C:6]1[C:11]([NH2:12])=[CH:10][CH:9]=[C:8](Br)[N:7]=1)=[O:5])[CH3:2].[Cu][C:15]#[N:16]>CN(C=O)C>[CH2:1]([O:3][C:4]([C:6]1[C:11]([NH2:12])=[CH:10][CH:9]=[C:8]([C:15]#[N:16])[N:7]=1)=[O:5])[CH3:2]

Komponenten

4

Edukt 2

HCID 25137688Ethyl 3-amino-6-bromopicolinateHCID 178418546HCID 178418546, Verbindung

Produkt 1

HCID 58368044Ethyl 3-amino-6-cyanopyridine-2-carboxylateAusbeute 26,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

A solution of 3-amino-6-bromo-pyridine-2-carboxylic acid ethyl ester (40 mg, 163 μmol) and copper(I) cyanide (29.2 mg, 326 μmol) in DMF (800 μL) was heated in the microwave at 220° C. for 8 min. The reaction mixture was filtered through diatomaceous filter-aid and the crude product was purified by preparative HPLC to afford the title compound as off-white solid (8.3 mg, 26.6%).

Aufarbeitung

  1. filtrationThe reaction mixture was filtered
  2. filtrationthrough diatomaceous filter-aid
  3. customthe crude product was purified by preparative HPLC

Quellen und Nachweise

ORD-Eintrag
ord-e28363ed474a465989559d9c52a07b63
Quelldatensatz
uspto-grants-2013_06
Patentnummer
US08470820B2

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