Reaktion #2002711

Reaktionsgleichung

NaBH(OAc)3

NaBH(OAc)3

4-(6-phenylimidazo[1,2-a]pyrimidin-7-yl)benzaldehyde

tert-butyl 4-(hydrazinocarbonyl)piperidine-1-carboxylate

pyridine-2-carbonitrile

→

6-phenyl-7-(4-{[4-(3-pyridin-2-yl-1,2,4-triazol-5-yl)piperidin-1-yl]methyl}phenyl)imidazo[1,2-a]pyrimidine

Lösungsmittel

DMF

acetic acid

methanol

triethylamine

Reaktionsbedingungen

Vorschrift

0.55 ml triethylamine is added to a solution of 0.5 g 4-(6-phenylimidazo[1,2-a]pyrimidin-7-yl)benzaldehyde in 15 ml methanol. To this solution a solution of 0.6 g 2-(5-Piperidin-[1,2,4]triazol-3-yl)-pyridine*2HCl (prepared from tert-butyl 4-(hydrazinocarbonyl)piperidine-1-carboxylate and pyridine-2-carbonitrile according to a procedure described in U.S. Pat. No. 4,011,218 or WO2005100344) in 15 ml DMF is added, followed by 0.25 ml glacial acetic acid and 700 mg NaBH(OAc)3. The resulting mixture is stirred at room temperature. Three additional portions of 2 equivalents NaBH(OAc)3 are added after 2, 4 and 20 hours.

Quelle