Iodine → (5-Iodo-pyridin-2-yl)-methyl-amine

HRID 2109181

Reaktionsgleichung

Reaktionsgleichung von HRID 2109181
[CH3:1][NH:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][N:4]=1.[I:9]I.C([O-])(O)=O.[Na+]>CC(O)=O.O>[I:9][C:6]1[CH:7]=[CH:8][C:3]([NH:2][CH3:1])=[N:4][CH:5]=1

Komponenten

6

Edukt 3

HCID 807IodineHCID 207272-Pyridinamine, N-methyl-HCID 516892Sodium Bicarbonate

Produkt 1

HCID 11253290(5-Iodo-pyridin-2-yl)-methyl-amineAusbeute 24,9 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 176Acetic AcidLösungsmittelHCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

To a solution of 2-methylaminopyridine (Aldrich; 1.00 g, 9.25 mmol) in 10 mL of 1:1 HOAc and water was added 2.35 g (9.25 mmol) of I2. The resulting brown solution was heated to 80° C. for 3 h. After cooling to room temperature, the mixture was neutralized with saturated NaHCO3 and extracted with Et2O. The extract was washed with water and brine, dried with MgSO4, filtered, and concentrated to provide 540 mg of (5-iodo-pyridin-2-yl)-methyl-amine.

Aufarbeitung

  1. temperatureAfter cooling to room temperature
  2. extractionextracted with Et2O
  3. washThe extract was washed with water and brine
  4. dry with materialdried with MgSO4
  5. filtrationfiltered
  6. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-3ad8aeb0ab5848fbbff8dd26fcbe6a44
Quelldatensatz
uspto-grants-2009_04
Patentnummer
US07514458B2

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