Reaktion #1967268

Reaktionsgleichung

4-(3-bromopyridin-2-yloxy)aniline

2-chlorobenzoxazole

→

N-(4-(3-BROMOPYRIDIN-2-YLOXY)PHENYL)BENZO[D]OXAZOL-2-AMINE

Lösungsmittel

NMP

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigewas sealed in a screw-cap flask
2. 2
   TemperaturThe reaction was cooled to rt
3. 3
   Sonstigepartitioned with water/EtOAc
4. 4
   ExtraktionThe aqueous layer was extracted with EtOAc (3×)
5. 5
   Sonstigethe combined organic layers were evaporated onto silica gel
6. 6
   Sonstigepurified by flash chromatography (Isco (80 gram))
7. 7
   Wascheneluting with EtOAc:hexanes (0:1→1:2) a tan amorphous solid

Vorschrift

A mixture of 4-(3-bromopyridin-2-yloxy)aniline (1.73 g, 6.53 mmol) and 2-chlorobenzoxazole (1.00 g, 6.51 mmol, TCI America) in NMP (3 mL) was sealed in a screw-cap flask and heated at 170° C. for 20 h. The reaction was cooled to rt and partitioned with water/EtOAc. The aqueous layer was extracted with EtOAc (3×) and the combined organic layers were evaporated onto silica gel and purified by flash chromatography (Isco (80 gram)) eluting with EtOAc:hexanes (0:1→1:2) a tan amorphous solid. MS (ESI, pos. ion) m/z: 382.0, 383.9 (M+1).

Quelle