تفاعل #7720

معادلة التفاعل

(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

المذيبات

tert-butanol

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةthe resulting mixture was heated
2. 2
   درجة الحرارةat reflux for 15 hours
3. 3
   أخرىpartitioned between ethyl acetate and aqueous NaHCO3
4. 4
   غسيلThe organic layer was washed with brine
5. 5
   تجفيفdried over MgSO4
6. 6
   تركيزconcentrated in vacuo
7. 7
   أخرىThe residue was purified by flash chromatography (SiO2, Hexane/AcOEt gradient)

الإجراء التجريبي

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.

المصدر