تفاعل #77674

ord-c56a9c2c0b14453491f4ee6570492311

معادلة التفاعل

c1cn[nH]c1
pyrazole
COc1ccc(B(O)O)cc1
4-methoxyphenylboronic acid
c1ccncc1
pyridine
COc1ccc(-n2cccn2)cc1
title compound
المردود 62.0%
COc1ccc(-n2cccn2)cc1
1-(4-Methoxy-phenyl)-1H-pyrazole
المردود 62.0%

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    ترشيحfiltered through diatomaceous earth
  2. 2
    تركيزThe filtrate was concentrated in vacuo
  3. 3
    أخرىpurified by column chromatography (silica gel; isocratic 8% ethyl acetate/hexanes)

الإجراء التجريبي

Copper (II) acetate (960 mg, 5.28 mmol) was added to a flame-dried flask charged with pyrazole (240 mg, 3.52 mmol), 4-methoxyphenylboronic acid (1.07 g, 7.04 mmol), 4 A molecular sieves (1.35 activated powder), and pyridine (570 μl, 7.04 mmol) in methylene chloride. The reaction was stirred for approximately two days at room temperature and then filtered through diatomaceous earth. The filtrate was concentrated in vacuo and purified by column chromatography (silica gel; isocratic 8% ethyl acetate/hexanes) to yield 381 mg (2.18 mmol, 62% yield) of the title compound. LRMS ([M+H]+)=175.2.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US06706743B2uspto-grants-2004_03