Reaktion #995605

Reaktionsgleichung

NaOH

2-amino-5-bromo-pyridine-3-carboxylic acid

2-amino-6-methyl-pyridin-3-ol

→

5-bromo-3-(5-methyloxazolo[4,5-b]pyridin-2-yl)pyridin-2-amine

Ausbeute 35.6%

Lösungsmittel

water

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturThe resulting mixture was cooled to room temperature
2. 2
   ExtraktionThe reaction mixture was extracted with dichloromethane/acetonitrile
3. 3
   Waschenthe organic phase was washed with water
4. 4
   Trocknena saturated aqueous solution of brine, dried over magnesium sulfate
5. 5
   Einengenconcentrated

Vorschrift

A mixture of 2-amino-5-bromo-pyridine-3-carboxylic acid (1 g), 2-amino-6-methyl-pyridin-3-ol (1.4 g) and polyphosphoric acid (10 g) was stirred at 200° C. for 5 hours. The resulting mixture was cooled to room temperature, diluted with water (4 ml) and basified to pH 12 with aqueous NaOH 10N, then 2N. The reaction mixture was extracted with dichloromethane/acetonitrile, the organic phase was washed with water, a saturated aqueous solution of brine, dried over magnesium sulfate and concentrated to afford the crude product 5-bromo-3-(5-methyloxazolo[4,5-b]pyridin-2-yl)pyridin-2-amine (0.500 g) as a solid. NMR Spectrum: (DMSOd6) 2.60 (s, 3H), 7.35 (d, 1H), 7.85 (bs, 2H), 8.10 (d, 1H), 8.35 (d, 1H), 8.37 (d, 1H); Mass spectrum: M+H+ 304-306.

Quelle