反応 #1583836

反応方程式

methyl N-[(2-chloro-5-ethynylphenyl)methyl]carbamate

product

methyl N-[(2-chloro-5-ethynylphenyl)methyl]carbamate

methanol

trimethylsilyl azide

→

title compound

methyl N-[[2-chloro-5-(1H-1,2,3-triazol-5-yl)phenyl]methyl]-carbamate

溶媒

N,N-dimethylformamide

反応条件

後処理

1. 1
   温度to cool to room temperature
2. 2
   その他The reaction mixture was partitioned between ethyl acetate and aqueous sodium chloride
3. 3
   その他the layers were separated
4. 4
   抽出the aqueous layer was extracted with ethyl acetate (2×)
5. 5
   洗浄The combined organic layers were washed with water (3×)
6. 6
   乾燥dried over magnesium sulfate
7. 7
   ろ過filtered
8. 8
   濃縮concentrated under reduced pressure

実験手順

To a solution of methyl N-[(2-chloro-5-ethynylphenyl)methyl]carbamate (i.e. the product of Step D) (0.43 g, 1.92 mmol) in N,N-dimethylformamide (3.9 mL) and methanol (0.4 mL) was added trimethylsilyl azide (0.38 mL, 2.89 mmol) and copper(I) iodide (0.019 g, 0.1 mmol). The reaction mixture was heated in a CEM Discover microwave apparatus at 100° C. for 8 h and then allowed to cool to room temperature. The reaction mixture was partitioned between ethyl acetate and aqueous sodium chloride, the layers were separated and the aqueous layer was extracted with ethyl acetate (2×). The combined organic layers were washed with water (3×), dried over magnesium sulfate, filtered and concentrated under reduced pressure to provide the title compound, a compound of the present invention, as a brown solid (0.30 g).

出典