반응 #1350576

ord-1b75261940f74050a4f94afbfe33d6b0

반응 방정식

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
수율 19.0%
COc1cccc(CC(=O)Nc2cccc(-c3nn(C)cc3Br)c2)c1
N-[3-(4-bromo-1-methylpyrazol-3-yl)phenyl]-2-(3-methoxyphenyl)acetamide
수율 19.0%

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

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

실험 절차

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).

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US06541209B1uspto-grants-2003_04