Réaction #40751

Équation de réaction

acetic acid

NaBH(OAc)3

(1-ethyl-2-naphthalen-1-yl-1H-imidazol-4-yl)-piperidin-4-yl-methanol

cyclobutanone

→

title compound

(1-cyclobutyl-piperidin-4-yl)-(1-ethyl-2-naphthalen-1-yl-1H-imidazol-4-yl)-methanol

Solvants

CH2Cl2

—

CH2ClCH2Cl

Conditions de réaction

Traitement

1. 1
   Lavagewashed with Na2CO3 (1M), H2O and brine
2. 2
   Autredried
3. 3
   Autresolvent removed
4. 4
   AutreThe crude is purified by column (2% Et3N, 3% MeOH in EtOAc)

Mode opératoire

To a solution of (1-ethyl-2-naphthalen-1-yl-1H-imidazol-4-yl)-piperidin-4-yl-methanol (0.53 g) in CH2ClCH2Cl (12 ml) is added cyclobutanone (0.95 ml), followed by NaBH(OAc)3 and acetic acid (0.1 ml). The resulting mixture is stirred at rt overnight, diluted with CH2Cl2, washed with Na2CO3 (1M), H2O and brine, dried and solvent removed. The crude is purified by column (2% Et3N, 3% MeOH in EtOAc) to afford the title compound as a white solid, LCMS 390.1 (M+1).

Source