Reaktion #58733

Reaktionsgleichung

6-(4-isopropyl-piperazine-1-carbonyl)-nicotinic acid methyl ester

lithium tri-tert-butoxyaluminohydride

→

title compound

Ausbeute 61.0%

(5-Hydroxymethyl-pyridin-2-yl)-(4-isopropyl-piperazin-1-yl)-methanone

Ausbeute 61.0%

Lösungsmittel

THF

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigeto come to rt
2. 2
   SonstigeThe reaction was quenched with satd
3. 3
   Extraktionaq. potassium sodium tartrate (Rochelle's salt, 15 mL) and extracted with DCM (3×50 mL)
4. 4
   Trocknendried (Na2SO4)
5. 5
   Einengenconcentrated

Vorschrift

A solution of 6-(4-isopropyl-piperazine-1-carbonyl)-nicotinic acid methyl ester (0.500 g, 1.72 mmol) in THF (15 mL) was cooled to −78° C. in a dry ice bath. A solution of lithium tri-tert-butoxyaluminohydride (1 M in THF, 3.44 mL) was then added drop-wise to the reaction mixture. The resulting solution was allowed to come to rt and was stirred for 18 h. The reaction was quenched with satd. aq. potassium sodium tartrate (Rochelle's salt, 15 mL) and extracted with DCM (3×50 mL). The organic layers were combined, dried (Na2SO4), and concentrated to give the title compound (0.275 g, 61%).

Quelle