Реакция #1552090

ord-996dc535dfa24fb39b60c410b4a7e819

Уравнение реакции

O
water
CCN(CC)CC
triethylamine
Clc1cccc(Cl)c1OCCNC1CC1
N-[2-(2,6-dichlorophenoxy)ethyl]cyclopropanamine
Cn1nc(C(F)F)c(C(=O)Cl)c1F
3-(difluoromethyl)-5-fluoro-1-methyl-1H-pyrazole-4-carbonyl chloride
Cn1nc(C(F)F)c(C(=O)N(CCOc2c(Cl)cccc2Cl)C2CC2)c1F
N-cyclopropyl-N-[2-(2,6-dichlorophenoxy)ethyl]-3-(difluoromethyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide
Выход 73.0%

Растворители

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    Промывкаeluted twice by 8 ml of dichloromethane
  2. 2
    ДругоеThe solvents are removed

Методика

In a 13 ml Chemspeed™ vial is weighted 73 mg (0.726 mmol) of triethylamine. Then 3 ml of a 0.23 molar solution of N-[2-(2,6-dichlorophenoxy)ethyl]cyclopropanamine (0.594 mmole) in dichloromethane is added followed by 3 ml of a 0.26 molar solution of 3-(difluoromethyl)-5-fluoro-1-methyl-1H-pyrazole-4-carbonyl chloride (0.66 mmole) in dichloromethane and stirred at ambient temperature for 15 hrs. 1 ml of water is then added and the mixture is deposited on a basic alumina cartridge (2 g) and eluted twice by 8 ml of dichloromethane. The solvents are removed to yield 183 mg (64%) of pure N-cyclopropyl-N-[2-(2,6-dichlorophenoxy)ethyl]-3-(difluoromethyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide as an oil (M+H=422).

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US08999956B2uspto-grants-2015_04