Reaktion #41131

Reaktionsgleichung

1-tert-butyl-5-chloro-1H-pyrazole-4-carboxylic acid adamantan-2-ylamide

pyrazole

KF

→

2′-tert-butyl-2′H-[1,3′]bipyrazolyl-4′-carboxylic acid adamantan-2-ylamide

Ausbeute 41.0%

Lösungsmittel

DMSO

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe tube was sealed with a septum
2. 2
   Sonstigewas submitted to 150 W microwave irradiation
3. 3
   Sonstigea Personal Chemistry Microwave Synthesis system (Biotage AB, Sweden) at 230° C. for 20 minutes
4. 4
   SonstigeThe reaction mixture was partitioned between ethyl acetate and water
5. 5
   Extraktionthe aqueous phase was extracted three times with ethyl acetate
6. 6
   Einengenconcentrated in vacuo
7. 7
   Sonstigepurified by C-18

Vorschrift

In a Personal Chemistry microwave process tube (Biotage AB, Sweden), 1-tert-butyl-5-chloro-1H-pyrazole-4-carboxylic acid adamantan-2-ylamide (Example 36, 100 mg, 0.30 mmol), pyrazole (41 mg, 0.60 mmol), KF (35 mg, 0.60 mmol) and DMSO (2 mL) were well mixed. The tube was sealed with a septum and was submitted to 150 W microwave irradiation using a Personal Chemistry Microwave Synthesis system (Biotage AB, Sweden) at 230° C. for 20 minutes. The reaction mixture was partitioned between ethyl acetate and water and the aqueous phase was extracted three times with ethyl acetate. The organic phases were combined, concentrated in vacuo and purified by C-18 reversed phase prep-HPLC with a gradient of 10-100% acetonitrile/water to give 2′-tert-butyl-2′H-[1,3′]bipyrazolyl-4′-carboxylic acid adamantan-2-ylamide (45 mg, 41%). Mass spectrum: m/z: 368.2 (M+1).

Quelle