Reaktion #1615266

Reaktionsgleichung

4-nitro-1H-pyrazole

dicyclopropylmethanol

triphenylphosphine

diisopropyl azodicarboxylate toluene

→

title compound

Ausbeute 17.9%

1-(dicyclopropylmethyl)-1H-pyrazol-4-amine

Ausbeute 17.9%

Lösungsmittel

water

THF

Reaktionsbedingungen

Aufarbeitung

1. 1
   Extraktionthe mixture was extracted with ethyl acetate
2. 2
   TrocknenThe extract was dried over anhydrous magnesium sulfate
3. 3
   Einengenconcentrated under reduced pressure
4. 4
   workup.ADDITIONA suspension of the obtained residue and palladium on carbon (1 g) in methanol (30 mL)
5. 5
   workup.STIRRINGwas stirred at room temperature for 12 hr under a hydrogen atmosphere
6. 6
   Filtrationfiltered
7. 7
   Einengenconcentrated under reduced pressure
8. 8
   SonstigeThe residue was purified by preparative HPLC

Vorschrift

To a solution of 4-nitro-1H-pyrazole (500 mg), dicyclopropylmethanol (0.92 g) and triphenylphosphine (2.3 g) in THF (10 mL) was added diisopropyl azodicarboxylate toluene (1.9M, 4.6 mL) solution at room temperature. The reaction mixture was stirred at room temperature for 2 hr, water was added thereto, and the mixture was extracted with ethyl acetate. The extract was dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. A suspension of the obtained residue and palladium on carbon (1 g) in methanol (30 mL) was stirred at room temperature for 12 hr under a hydrogen atmosphere, filtered, and concentrated under reduced pressure. The residue was purified by preparative HPLC to give the title compound (140 mg).

Quelle