تفاعل #1350576

ord-1b75261940f74050a4f94afbfe33d6b0

معادلة التفاعل

COc1cccc(CC(=O)Cl)c1
3-methoxyphenylacetyl chloride
Cn1cc(Br)c(-c2cccc(N)c2)n1
3-(3-aminophenyl)-4-bromo-1-methylpyrazole
CCN(CC)CC
triethylamine
COc1cccc(CC(=O)Nc2cccc(-c3nn(C)cc3Br)c2)c1
title compound
المردود 19.0%
COc1cccc(CC(=O)Nc2cccc(-c3nn(C)cc3Br)c2)c1
N-[3-(4-bromo-1-methylpyrazol-3-yl)phenyl]-2-(3-methoxyphenyl)acetamide
المردود 19.0%

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    غسيلThe organic layer was washed with more brine
  2. 2
    تجفيفthen dried over magnesium sulphate
  3. 3
    تركيزconcentrated in vacuo
  4. 4
    أخرىThe crude product was purified by column chromatography (ethyl acetate-toluene, 1:1)

الإجراء التجريبي

A solution of 3-methoxyphenylacetyl chloride (0.02 ml, 0.12 mmol) in dichloromethane (0.75 ml) was added dropwise at 0° C. to a solution of 3-(3-aminophenyl)-4-bromo-1-methylpyrazole (30 mg, 0.12 mmol) and triethylamine (0.02 ml, 0.13 mmol) in dichloromethane (0.75 ml). The resulting mixture was stirred at room temperature for 16 h and then poured into brine. The organic layer was washed with more brine then dried over magnesium sulphate and concentrated in vacuo. The crude product was purified by column chromatography (ethyl acetate-toluene, 1:1), giving the title compound (9 mg, 19%). Rf 0.30 (ethyl acetate-toluene, 1:1).

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US06541209B1uspto-grants-2003_04