반응 #1447122

ord-4d645840303e48279aaa74d4b9c832c4

반응 방정식

CC(C)CCc1ccccc1N
[2-(3-methylbutyl)phenyl]amine
Cc1nn(C)c(F)c1C(=O)Cl
5-fluoro-1,3-dimethyl-1H-pyrazole-4-carbonyl chloride
CCN(CC)CC
triethylamine
Cc1nn(C)c(F)c1C(=O)Nc1ccccc1CCC(C)C
5-fluoro-1,3-dimethyl-N-[2-(3-methylbutyl)phenyl]-1H-pyrazole-4-carboxamide
수율 98.0%

반응 조건

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

후처리

  1. 1
    여과filtered through silica gel
  2. 2
    농축concentrated

실험 절차

326.5 mg (2.0 mmol) of [2-(3-methylbutyl)phenyl]amine (III-1) are added to a solution comprising 388.5 mg (2.2 mmol) of 5-fluoro-1,3-dimethyl-1H-pyrazole-4-carbonyl chloride and 0.45 ml (3.2 mmol) of triethylamine in 20 ml of tetrahydrofuran. The reaction solution is stirred at 60° C. for 90 min, filtered through silica gel and concentrated. Column chromatography (cyclohexane/ethyl acetate gradient) gives 592 mg (98% of theory) of 5-fluoro-1,3-dimethyl-N-[2-(3-methylbutyl)phenyl]-1H-pyrazole-4-carboxamide of logP (pH 2.3)=3.12.

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US07879760B2uspto-grants-2011_02