Reaktion #337065

Reaktionsgleichung

methyl 2-chlorobenzoxazole-4-carboxylate

4-methoxypiperidine

NaH

→

methyl 2-(4-methoxypiperidin-1-yl)benzoxazole-4-carboxylate

Ausbeute 50.8%

Lösungsmittel

NMP

NMP

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe reaction was quenched
2. 2
   workup.ADDITIONby adding 10 mL of CH3OH
3. 3
   Einengenfollowed by concentration to dryness
4. 4
   SonstigeThe crude material was purified by column chromatography (silica gel, 50% EtOAc in hexane)

Vorschrift

To a solution of methyl 2-chlorobenzoxazole-4-carboxylate (210 mg, 0.99 mmol) in NMP (5 mL) was added 4-methoxypiperidine (230 mg, 1.98 mmol) in NMP (5 mL) at room temperature. NaH was added to the mixture in two portions in 5 min. The mixture was stirred at room temperature for 18 h. The reaction was quenched by adding 10 mL of CH3OH followed by concentration to dryness. The crude material was purified by column chromatography (silica gel, 50% EtOAc in hexane) to afford methyl 2-(4-methoxypiperidin-1-yl)benzoxazole-4-carboxylate (146 mg, 50%) as a yellow solid. MS consistent.

Quelle