تفاعل #73431

معادلة التفاعل

2,2′-bipyridine

5-Cyclopropyl-3-(2,5-dimethyl-pyrrol-1-yl)-1H-pyrazole

sodium carbonate

→

desired product

المردود 104.2%

1,5-Dicyclopropyl-3-(2,5-dimethyl-pyrrol-1-yl)-1H-pyrazole

المردود 104.2%

المذيبات

DCE

DCE

ظروف التفاعل

المعالجة

1. 1
   workup.STIRRINGThe resulting dark-green mixture is stirred at 70° C. for 24 h
2. 2
   أخرىT The reaction mixture is partitioned between EtOAc and 1N HCl
3. 3
   استخلاصThe aqueous layer is extracted with EtOAc
4. 4
   غسيلThe combined organic layers are washed with brine
5. 5
   تجفيفdried (Na2SO4)
6. 6
   تركيزconcentrated
7. 7
   أخرىThe residue (1.64 g) is purified by ISCO (EtOAc-heptane 0-30%)

الإجراء التجريبي

A suspension of copper (II) acetate (0.902 g, 4.97 mmol) and 2,2′-bipyridine (0.776 g, 4.97 mmol) in DCE (20 mL) is stirred at 70° C. for 15 min, then transferred to a suspension of cyclopropyl trifluoroborate potassium salt (1.47 g, 9.94 mmol) and 5-Cyclopropyl-3-(2,5-dimethyl-pyrrol-1-yl)-1H-pyrazole (1 g, 4.97 mmol), and sodium carbonate (1.053 g, 9.94 mmol) in DCE (40 mL). The resulting dark-green mixture is stirred at 70° C. for 24 h. T The reaction mixture is partitioned between EtOAc and 1N HCl. The aqueous layer is extracted with EtOAc. The combined organic layers are washed with brine, dried (Na2SO4) and concentrated. The residue (1.64 g) is purified by ISCO (EtOAc-heptane 0-30%) to provide the desired product (1.25 g) as a colorless oil. MS (ESI) m/z 242.3 (M+1).

المصدر