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tert-butyl (1-(5-chloropyrazin-2-yl)-4-methylpiperidin-4-yl)carbamate[ No CAS ]
Yield
Reaction Conditions
Operation in experiment
30%
With potassium carbonate; In 1,4-dioxane; at 60℃; for 60h;Sealed tube;
In a sealed vessel, a mixture of tert-butyl (4-methylpiperidin-4-yl)carbamate (1.44 g, 6.71 mmol), <strong>[19745-07-4]2,5-dichloropyrazine</strong> (1.00 g, 6.71 mmol) and K2C03(S) (4.64 g, 33.6 mmol) in dioxane (67.1 mL) was stirred for 60 h at 60 °C. After cooling to ambient temperature, the resulting suspension was diluted with EtOAc, filtered through Celite ? then concentrated in vacuo. The crude residue was purified by silica chromatography (0-100percent) EtOAc in hexanes) to afford the title compound (657 mg, 30percent yield). MS (apci) m/z = 327.1 (M+H).
tert-butyl (1-(2-methoxy-4-nitrophenyl)-4-methylpiperidin-4-yl)carbamate[ No CAS ]
Yield
Reaction Conditions
Operation in experiment
With potassium carbonate; In N,N-dimethyl acetamide; at 120℃;
tert- Butyl (4-methylpiperidin-4-yl)carbamate (commercial, 1.5 g, 7.00 mmol) was dissolved in DMA (15 ml_) and <strong>[454-16-0]1-fluoro-2-methoxy-4-nitrobenzene</strong> (1.2 g, 7.00 mmol) was added followed by potassium carbonate (4.8 g, 35.0 mmol). The suspension was heated to 120 C and stirred overnight before cooling to RT and diluting with EtOAc. The organic phase was washed with 1 x water and 3 x 50% saturated brine solution and dried (anh. MgS04) and concentrated in vacuo to give the crude product (2.72 g, 95%) as a yellow solid which was taken on as such into the next step. LCMS (Method B): RT = 1.59 min, m/z = 367 [M+H]+.
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