Реакция #92359

Уравнение реакции

4-iodo-1H-pyrazole

K2CO3

bromocyclopentane

→

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

Выход 89.5%

Растворители

DMF

Условия реакции

Обработка

1. 1
   ДругоеThe mixture was quenched
2. 2
   Экстракцияextracted as in Intermediate Example 5(a)
3. 3
   workup.DISTILLATIONThe solvent was distilled off
4. 4
   Другоеto give the product in 89.5% yield
5. 5
   Другое263 [M+H]+ (rt: 1.57 min)

Методика

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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