Реакция #7720

Уравнение реакции

(5-cyclopropyl-2H-pyrazol-3-yl)-(2,6-dichloropyrimidin-4-yl)-amine

2-naphthalenethiol

triethylamine

→

[6-chloro-2-(naphthalen-2-ylsulfanyl)-pyrimidin-4-yl]-(5-cyclopropyl-2H-pyrazol-3-yl)-amine

Растворители

tert-butanol

Условия реакции

Обработка

1. 1
   Температураthe resulting mixture was heated
2. 2
   Температураat reflux for 15 hours
3. 3
   Другоеpartitioned between ethyl acetate and aqueous NaHCO3
4. 4
   ПромывкаThe organic layer was washed with brine
5. 5
   Сушкаdried over MgSO4
6. 6
   Концентрированиеconcentrated in vacuo
7. 7
   ДругоеThe residue was purified by flash chromatography (SiO2, Hexane/AcOEt gradient)

Методика

To a solution of (5-cyclopropyl-2H-pyrazol-3-yl)-(2,6-dichloropyrimidin-4-yl)-amine (211 mg, 0.781 mmol) and 2-naphthalenethiol (125 mg, 0.781 mmol) in tert-butanol (5 mL) was added triethylamine (174 μL, 1.25 mmol) and the resulting mixture was heated at reflux for 15 hours. The reaction mixture was cooled to room temperature and partitioned between ethyl acetate and aqueous NaHCO3. The organic layer was washed with brine, dried over MgSO4 and concentrated in vacuo. The residue was purified by flash chromatography (SiO2, Hexane/AcOEt gradient) to afford [6-chloro-2-(naphthalen-2-ylsulfanyl)-pyrimidin-4-yl]-(5-cyclopropyl-2H-pyrazol-3-yl)-amine.

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