تفاعل #8879

معادلة التفاعل

product

5-(4-Chlorophenyl)-6-(2,4-dichlorophenyl)-2-(2-oxopropoxy)-nicotinonitrile

sodium ethoxide

→

title compound

1-[3-Amino-5-(4-chlorophenyl)-6-(2,4-dichlorophenyl)furo[2,3-b]pyridin-2-yl]ethanone

المذيبات

ethanol

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةat reflux for 1 hour
2. 2
   أخرىquenched with saturated NaHCO3 solution
3. 3
   أخرىThe reaction mixture was partitioned between ethyl acetate and saturated NaHCO3 solution
4. 4
   غسيلThe organic layer was washed twice with saturated NaHCO3 solution, brine
5. 5
   تجفيفdried (Na2SO4)
6. 6
   ترشيحfiltered
7. 7
   تركيزconcentrated in vacuo
8. 8
   أخرىPurification by MPLC (silica gel; 0% to 20% ethyl acetate-hexane gradient)

الإجراء التجريبي

A solution of the product from Step A (0.126 g; 0.292 mmol) in ethanol (4 mL) was treated with sodium ethoxide (0.040 g; 0.584 mmol) and stirred at reflux for 1 hour. The reaction was allowed to cool to room temperature and quenched with saturated NaHCO3 solution. The reaction mixture was partitioned between ethyl acetate and saturated NaHCO3 solution. The organic layer was washed twice with saturated NaHCO3 solution, brine, dried (Na2SO4), filtered, and concentrated in vacuo. Purification by MPLC (silica gel; 0% to 20% ethyl acetate-hexane gradient) gave the title compound. HPLC/MS: 430.9 (M+1), 432.9 (M+3); Rt=4.04 min.

المصدر