Реакция #1340880

Уравнение реакции

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

4-bromo-2-(trifluoromethyl)pyridine

BINAP

→

desired product

Выход 62.0%

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

Выход 62.0%

Растворители

toluene

Условия реакции

Обработка

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

Методика

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%

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