Reaktion #1340880

Reaktionsgleichung

tert-butyl 2,8-diazaspiro[4.5]decane-2-carboxylate

4-bromo-2-(trifluoromethyl)pyridine

BINAP

→

desired product

Ausbeute 62.0%

tert-Butyl 8-(2-(trifluoromethyl)pyridin-4-yl)-2,8-diazaspiro[4.5]decane-2-carboxylate

Ausbeute 62.0%

Lösungsmittel

toluene

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigethe reaction mixture was then degassed with N2
2. 2
   Sonstigethe reaction mixture obtained
3. 3
   FiltrationThe reaction mixture was filtered over Celite
4. 4
   Einengenthe filtrate was concentrated in vacuo in order
5. 5
   Sonstigeto obtain the crude product, which
6. 6
   Sonstigewas purified by column chromatography (silica gel, 2% methanol in methylene chloride), in order

Vorschrift

Sodium t-Butylate (6.24 mmol, 3.0 eq.) was added to a stirred solution of tert-butyl 2,8-diazaspiro[4.5]decane-2-carboxylate (2.08 mmol, 1.0 eq.) and 4-bromo-2-(trifluoromethyl)pyridine (2.08 mmol, 1.0 eq.) in toluene (15 ml) and the reaction mixture was then degassed with N2. BINAP (0.12 mmol, 0.06 eq.) and Pd(OAc)2 (0.04 mmol, 0.02 eq.) were added and the reaction mixture obtained was heated at 120° C. for 12 h. The reaction mixture was filtered over Celite and the filtrate was concentrated in vacuo in order to obtain the crude product, which was purified by column chromatography (silica gel, 2% methanol in methylene chloride), in order to obtain the desired product. Yield: 62%

Quelle