반응 #8344

ord-c379553fdac94f1c90f2ccafb8db9214

반응 방정식

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

반응 조건

온도
60°CELSIUS
상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    온도The mixture is cooled to room temperature
  2. 2
    세척The organic portion is washed with water
  3. 3
    건조dried (sodium sulfate)
  4. 4
    여과filtered
  5. 5
    농축concentrated in vacuo
  6. 6
    기타The residue is chromatographed on SiO2 (ethyl acetate/hexane)

실험 절차

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%).

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US07087626B2uspto-grants-2006_08