![](/CAS/20200611/GIF/1260403-56-2.gif)
methyl tert-butyl(3-methylpyridin-2-yl)carbamate synthesis
- Product Name:methyl tert-butyl(3-methylpyridin-2-yl)carbamate
- CAS Number:1260403-56-2
- Molecular formula:C12H18N2O2
- Molecular Weight:222.28
Yield:1260403-56-2 100%
Reaction Conditions:
Stage #1: N-(tert-butyl)-3-methylpyridin-2-aminewith n-butyllithium in tetrahydrofuran at 0; for 1 h;
Stage #2: methyl chloroformate in tetrahydrofuran at 0 - 20; for 1.66667 h;
Steps:
Methyl tert-butyl(3-methylpyridin-2-yl)carbamate 47.5
To a solution of compound 47.4 (4.30 g, 26.1 mmol) in tetrahydrofuran (40 ml) was added slowly n-butyllithium (2.2 M in THF, 13.0 ml, 28.7 mmol.) at 0°C. The reaction was stirred at0°C for 1 h. Methyl chloroformate (2.1 ml, 27.4 mmol) was slowly added at 0°C. After 10 mm at 00C the reaction mixture was then stirred at room temperature for 1.5 h. The reaction mixture was quenched by slow addition of aqueous ammonium chloride and water. The reaction mixture was extracted with ethyl acetate. The combined extracts were dried overMgSO, filtered and evaporated to give compound 47.5 (5.80 g, 100%). 1H NMR (ODd3,400 MHz) O 1.42 (5, 9H), 2.27 (5, 3H), 3.57 (5, 3H), 7.16 (dd, 1H), 7.57 (dd, 1H), 8.36 (dd,1H). LCMS (223.1 [M+H]).
References:
WO2018/211275,2018,A1 Location in patent:Page/Page column 324; 325; 326
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1260403-56-2
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