반응 #71546

반응 방정식

2-chloro-5-iodopyridin-4-amine

Compound 11

2-chloro-5-iodopyridin-4-amine

3-methyl-1-butyne

→

title compound

2-Chloro-5-(3-methylbut-1-ynyl)pyridin-4-amine

용매

Et3N

반응 조건

후처리

1. 1
   기타was quenched with H2O
2. 2
   추출extracted with EtOAc (Δ2)
3. 3
   세척The combined organic layer was washed with brine
4. 4
   건조dried over Na2SO4
5. 5
   농축concentrated in vacuo
6. 6
   기타The residue was purified by chromatography on silica gel (0→30% EtOAc-hexanes)

실험 절차

To a solution of 2-chloro-5-iodopyridin-4-amine (Compound 11, 2.55 g, 10.0 mmol) in Et3N (35 ml) was added Pd(PPh3)2Cl2 (70 mg, 0.10 mmol), CuI (19 mg, 0.10 mmol), and 3-methyl-1-butyne (1.2 ml, 12 mmol). The reaction was stirred at room temperature for 20 h and was quenched with H2O, extracted with EtOAc (Δ2). The combined organic layer was washed with brine, dried over Na2SO4, and concentrated in vacuo. The residue was purified by chromatography on silica gel (0→30% EtOAc-hexanes) to yield the title compound as an off-white solid.

출처