Reaktion #92359

Reaktionsgleichung

4-iodo-1H-pyrazole

K2CO3

bromocyclopentane

→

1-Cyclopentyl-4-iodo-1H-pyrazole

Ausbeute 89.5%

Lösungsmittel

DMF

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe mixture was quenched
2. 2
   Extraktionextracted as in Intermediate Example 5(a)
3. 3
   workup.DISTILLATIONThe solvent was distilled off
4. 4
   Sonstigeto give the product in 89.5% yield
5. 5
   Sonstige263 [M+H]+ (rt: 1.57 min)

Vorschrift

To a solution of 4-iodo-1H-pyrazole (5 g, 25.78 mmol, 1.0 eq.) in DMF (25 ml) were added K2CO3 (8.908 g, 64.45 mmol, 2.5 eq.) and bromocyclopentane (4.96 g, 33.51 mmol, 1.3 eq.). The mixture was stirred at RT for 12 h. The mixture was quenched and extracted as in Intermediate Example 5(a). The solvent was distilled off to give the product in 89.5% yield. 1H NMR (300 MHz, CDCl3): δ 7.49 (s, 1H), 7.45 (s, 1H), 4.66-4.62 (m, 1H), 2.17-2.02 (m, 1H), 2.00-1.96 (m, 2H), 1.93-1.78 (m, 2H), 1.73-1.67 (m, 2H). LC-MS (ESI): Calculated mass: 262; Observed mass: 263 [M+H]+ (rt: 1.57 min).

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