反応 #560843

反応方程式

N-(4-(3-bromopyridin-2-yloxy)phenyl)pyridin-2-amine hydrochloride

N-cyclohexyl-N-methylcyclohexanamine

2,5-dihydrofuran

→

N-(4-(3-(2,3-DIHYDROFURAN-2-YL)PYRIDIN-2-YLOXY)PHENYL)PYRIDIN-2-AMINE

溶媒

dioxane

反応条件

後処理

1. 1
   その他evacuating
2. 2
   温度The reaction mixture was cooled to room temperature
3. 3
   その他transferred to a 100 mL round bottom flask
4. 4
   濃縮concentrated under reduced pressure
5. 5
   その他before purifying by flash chromatography (0 to 75% ethyl acetate/hexanes)
6. 6
   その他affording

実験手順

To a 25 mL microwave vial was added Bis(tri-tert-butylphosphine) palladium (0) (121 mg, 0.238 mmol) and N-(4-(3-bromopyridin-2-yloxy)phenyl)pyridin-2-amine hydrochloride (900 mg, 2.377 mmol) before sealing and evacuating and backfilling with nitrogen (2×). After addition of dioxane (11.900 ml), N-cyclohexyl-N-methylcyclohexanamine (1.008 ml, 4.75 mmol), and 2,5-dihydrofuran (0.701 ml, 9.51 mmol), the black suspension was heated to 80° C. for 5 h. The reaction mixture was cooled to room temperature, transferred to a 100 mL round bottom flask, and concentrated under reduced pressure. The material was taken up in DCM and adsorbed onto silica before purifying by flash chromatography (0 to 75% ethyl acetate/hexanes), affording a mixture of 2- and 3-dihydrofuranyl products that was used in subsequent reactions.

出典