5-PIPERIDIN-1-YL-1,3,4-THIADIAZOL-2-AMINE synthesis

Yield:71125-46-7 895 mg

Reaction Conditions:

with potassium carbonate in N,N-dimethyl-formamide at 80;

Steps:

Intermediate 85-(piperidin-1-yl)-1,3,4-thiadiazol-2-amine

1.00 g (5.39 mmol, 1.0 equiv.) of 5-bromo-1,3,4-thiadiazol-2-amine was provided in 12 mL of DMF,0.69 mL (7.00 mmol, 1.3 equiv.) of piperidine and 1.49 g (10.78 mmol, 2.0 equiv.) of potassiumcarbonate were added, and the mixture was stirred at 80 °C over night. After filtration, the remaining solution was concentrated, 895 mg (87% of theory) of the title compound were obtained, which were used without further purification.‘H-NMR (300 MHz, DMSO-d6) 6 [ppm]: 1.536 (10.21), 1.547 (16.00), 1.562 (6.55), 1.572 (3.54), 2.729(1.50), 2.888 (1.45), 3.192 (5.41), 3.324 (15.26), 6.404 (8.34).LC-MS (Method 4): R = 0.54 mm; MS (ESIpos): m/z = 185 [M+H].

References:

WO2016/131808,2016,A1 Location in patent:Page/Page column 66