Реакция #490389

Уравнение реакции

water

1,2,3,4-tetrahydronaphthalen-1-ol

6-(4-{[3,5-bis(difluoromethyl)-1H-pyrazol-1-yl]acetyl}piperazin-1-yl)-pyridine-2-carboxylic acid

1-ethyl-3-(3′-dimethylaminopropyl)carbodiimide

→

1,2,3,4-Tetrahydronaphthalen-1-yl 6-(4-{[3,5-bis(difluoromethyl)-1H-pyrazol-1-yl]-acetyl}piperazin-1-yl)pyridine-2-carboxylate

Растворители

dichloromethane

Условия реакции

Обработка

1. 1
   ДругоеThe aqueous phase is removed
2. 2
   Экстракцияextracted with ethyl acetate
3. 3
   Сушкаthe combined organic phases are dried over sodium sulphate
4. 4
   ФильтрацияThe solids are filtered off
5. 5
   workup.DISTILLATIONthe solvent is distilled off
6. 6
   ДругоеThe residue is purified by chromatography

Методика

To a solution of 6-(4-{[3,5-bis(difluoromethyl)-1H-pyrazol-1-yl]acetyl}piperazin-1-yl)-pyridine-2-carboxylic acid (150 mg) in dichloromethane (5 ml) are added, at room temperature, 1,2,3,4-tetrahydronaphthalen-1-ol (70 mg), 4-dimethylaminopyridine (4.4 mg) and 1-ethyl-3-(3′-dimethylaminopropyl)carbodiimide (104 mg). The mixture is stirred at room temperature overnight, and then water is added. The aqueous phase is removed and extracted with ethyl acetate, and then the combined organic phases are dried over sodium sulphate. The solids are filtered off and the solvent is distilled off. The residue is purified by chromatography. This gives 1,2,3,4-tetrahydronaphthalen-1-yl 6-(4-{[3,5-bis(difluoromethyl)-1H-pyrazol-1-yl]acetyl}piperazin-1-yl)pyridine-2-carboxylate (70 mg).

Источник