Reaktion #89125

Reaktionsgleichung

rac-cis-(2-(aminomethyl)-3-methylpiperidin-1-yl)(5-(4-fluorophenyl)-2-methylthiazol-4-yl)methanone

2-chloro-5-methoxypyrimidine

BINAP

NaOtBu

→

title compound

rac-cis-(2-(((5-Methoxypyrimidin-2-yl)amino)methyl)-3-methylpiperidin-1-yl) (5-(4-fluorophenyl)-2-methylthiazol-4-yl)methanone

Lösungsmittel

toluene

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigewas purged with argon
2. 2
   TemperaturThe reaction was cooled
3. 3
   Filtrationfiltered through a pad of silica gel
4. 4
   Einengenconcentrated in vacuo
5. 5
   SonstigeThe crude reaction mixture
6. 6
   Sonstigewas purified by reverse-phase preparative HPLC

Vorschrift

A mixture of rac-cis-(2-(aminomethyl)-3-methylpiperidin-1-yl)(5-(4-fluorophenyl)-2-methylthiazol-4-yl)methanone, 2-chloro-5-methoxypyrimidine, Pd2dba3, BINAP, and NaOtBu in toluene was purged with argon, and then stirred at 70° C. for 72 h. The reaction was cooled, filtered through a pad of silica gel and concentrated in vacuo. The crude reaction mixture was purified by reverse-phase preparative HPLC to afford the title compound. MS (ESI) 456.2 (M+H).

Quelle