Reaktion #963392

Reaktionsgleichung

4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole

4-(iodomethyl)-tetrahydro-2H-pyran

DMF

K2CO3

→

product

Ausbeute 3.8%

1-Methyl-6-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-1,3-dihydro-indol-2-one

Ausbeute 3.8%

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturAfter cooling to r.t. the mixture
2. 2
   Filtrationis filtered
3. 3
   Einengenthe filtrate is concentrated in vacuo to approximately 60 mL
4. 4
   SonstigeThe product is separated
5. 5
   Sonstigefreeze-dried

Vorschrift

2 g (10.3 mmol) 4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole and 2.9 mL (20.6 mmol) 4-(iodomethyl)-tetrahydro-2H-pyran are dissolved in 200 mL DMF and 4.274 g (30.9 mmol) K2CO3 are added. The mixture is shaken at 80° C. for 5 h. After cooling to r.t. the mixture is filtered, the filtrate is concentrated in vacuo to approximately 60 mL. The product is separated using HPLC-MS (Gilson, mass flow 120 mL/min, 10 μm, 200 g Sunfire RP18, ACN/water/TFA). The product fractions are combined and freeze-dried to yield 115 mg product (3.8%) R7.6.

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