تفاعل #1583836

معادلة التفاعل

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

المذيبات

N,N-dimethylformamide

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةto cool to room temperature
2. 2
   أخرىThe reaction mixture was partitioned between ethyl acetate and aqueous sodium chloride
3. 3
   أخرىthe layers were separated
4. 4
   استخلاصthe aqueous layer was extracted with ethyl acetate (2×)
5. 5
   غسيلThe combined organic layers were washed with water (3×)
6. 6
   تجفيفdried over magnesium sulfate
7. 7
   ترشيحfiltered
8. 8
   تركيزconcentrated under reduced pressure

الإجراء التجريبي

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).

المصدر