تفاعل #8344

ord-c379553fdac94f1c90f2ccafb8db9214

معادلة التفاعل

CCOC(C)=O
ethyl acetate
CCOC(=O)c1n[nH]c(-c2ccccn2)c1-c1ccnc2ccccc12
3-ethoxycarbonyl-5-pyridin-2-yl-4-quinolin-4-yl-pyrazole
OCCBr
2-bromoethanol
O=C([O-])[O-].[Cs+].[Cs+]
cesium carbonate
O=C1OCCn2nc(-c3ccccn3)c(-c3ccnc4ccccc34)c21
title compound
O=C1OCCn2nc(-c3ccccn3)c(-c3ccnc4ccccc34)c21
2-Pyridin-2-yl-3-quinolin-4-yl-pyrazolo[5,1-c]morpholin-4-one

المذيبات

ظروف التفاعل

درجة الحرارة
60°CELSIUS
الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    درجة الحرارةThe mixture is cooled to room temperature
  2. 2
    غسيلThe organic portion is washed with water
  3. 3
    تجفيفdried (sodium sulfate)
  4. 4
    ترشيحfiltered
  5. 5
    تركيزconcentrated in vacuo
  6. 6
    أخرىThe residue is chromatographed on SiO2 (ethyl acetate/hexane)

الإجراء التجريبي

A mixture of 3-ethoxycarbonyl-5-pyridin-2-yl-4-quinolin-4-yl-pyrazole (0.35 g, 1.00 mmol), 2-bromoethanol (0.15 g, 1.12 mmol), and cesium carbonate (0.50 g, 1.5 mmol) in N,N-dimethylformamide (20 mL) is heated at 60° C. for 2 h. The mixture is cooled to room temperature and poured into ethyl acetate (60 mL). The organic portion is washed with water, dried (sodium sulfate), filtered, and concentrated in vacuo. The residue is chromatographed on SiO2 (ethyl acetate/hexane) to yield the title compound, 110 mg (32%).

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US07087626B2uspto-grants-2006_08