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ChemicalBook CAS DataBase List JNJ 1661010

JNJ 1661010 synthesis

2synthesis methods
-

Yield: 80.4%

Reaction Conditions:

with triethylamine in tetrahydrofuran at 0 - 20; for 3 h;

Steps:

25
Example 25; N-Phenyl-4-(3-phenyl-l,2,4-thiadiazol-5-yl)piperazine-1-carboxamide; To a solution of 1-(3-phenyl-1,2,4-thiadiazol-5-yl)piperazine (1.00 g, 4.06 mmol) and triethylamine (0.565 ml, 4.06 mmol) in tetrahydrofuran (20 ml) was added, under ice-cooling, phenyl isocyanate (0.529 ml, 4.87 mmol), and the mixture was stirred at room temperature for 3 hours. To the reaction mixture was added diisopropyl ether (40 ml), and the solid was separated by filtration. The resulting solid was recrystallized from a mixed solvent of hexane and ethyl acetate to give 1.19 g (80.4%) of the desired product as a solid. 1H-NMR (CDCl3) δ; 3.70 (8H, s), 6.43 (1H, s), 7.06 - 7.11 (1H, m), 7.29 - 7.46 (7H, m), 8.17 - 8.21 (2H, m).

References:

Takeda Pharmaceutical Company Limited EP1813606, 2007, A1 Location in patent:Page/Page column 32-33

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