Reaction #155973

Reaction equation

1,4-dioxa-8-azaspiro[4.5]decane

2-bromo-3-fluoro-5-(trifluoromethyl)-pyridine

N,N-dimethylformamide

1,4-dioxane

→

title compound

8-[3-Fluoro-5-(trifluoromethyl)-pyridin-2-yl]-1,4-dioxa-8-azaspiro[4.5]decane

Solvents

triethylamine

Conditions

Workup

1. 1
   TemperatureAfter cooling to room temperature
2. 2
   Concentrationthe mixture is concentrated
3. 3
   Otherpartitioned between ethyl acetate (100 mL) and water (100 mL)
4. 4
   ExtractionThe water layer is extracted with ethyl acetate (100 mL)
5. 5
   Dryingthe combined organic layers are dried over Na2SO4
6. 6
   Filtrationfiltered
7. 7
   Concentrationconcentrated

Procedure

A mixture of 1,4-dioxa-8-azaspiro[4.5]decane (1.76 g), 2-bromo-3-fluoro-5-(trifluoromethyl)-pyridine (2.95 g), N,N-dimethylformamide (50 mL), 1,4-dioxane (75 mL) and triethylamine (5.07 ml) is stirred in a sealed vessel at 120° C. for 1 h. After cooling to room temperature, the mixture is concentrated and partitioned between ethyl acetate (100 mL) and water (100 mL). The water layer is extracted with ethyl acetate (100 mL) and the combined organic layers are dried over Na2SO4, filtered and concentrated to yield the title compound.

Source