Methyl iodide → 2-(N-BOC-N-methylamino)-5-bromopyridine

HRID 391082Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 391082
[C:1]([NH:8][C:9]1[CH:14]=[CH:13][C:12]([Br:15])=[CH:11][N:10]=1)([O:3][C:4]([CH3:7])([CH3:6])[CH3:5])=[O:2].[H-].[Na+].I[CH3:19]>C1COCC1>[C:4]([O:3][C:1](=[O:2])[N:8]([C:9]1[CH:14]=[CH:13][C:12]([Br:15])=[CH:11][N:10]=1)[CH3:19])([CH3:7])([CH3:6])[CH3:5]

Komponenten

5

Edukt 3

HCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 162178432-(Boc-amino)-5-bromopyridine

Produkt 1

HCID 111969422-(N-BOC-N-methylamino)-5-bromopyridine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

To a solution of 2-(BOC-amino)-5-bromopyridine (3.06 g) in THF (50 mL) was added sodium hydride (538 mg) and the reaction stirred at room temperature for 20 min. Then, iodomethane (0.84 mL) was added and the reaction stirred at room temperature for 16 h. The reaction was quenched with water (30 mL) and extracted into dichloromethane (3×30 mL). The organic layers were dried (MgSO4) and reduced in vacuo to give (5-bromo-pyridin-2-yl)-methyl-carbamic acid tert-butyl ester as an oil.

Aufarbeitung

  1. stirringthe reaction stirred at room temperature for 16 h
  2. customThe reaction was quenched with water (30 mL)
  3. extractionextracted into dichloromethane (3×30 mL)
  4. dry with materialThe organic layers were dried (MgSO4)

Quellen und Nachweise

ORD-Eintrag
ord-36a28a0bc0074590ab2ff2db3824286b
Quelldatensatz
uspto-grants-2013_02
Patentnummer
US08383620B2

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