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5528-57-4

7-Methyl-[1,2,4]triazolo[4,3-a]pyridin-3(2H)-one synthesis

2synthesis methods
4931-00-4 Synthesis
2-hydrazino-4-methylpyridine

4931-00-4
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Yield:5528-57-4 19%

Reaction Conditions:

in acetonitrile at 80; for 2 h;

Steps:

i111 Synthesis of 7-methyl-2H,3H-[1,2,4]triazolo[4,3-a]pyridin-3-one (0973) (Intermediate 111)

To a solution of 2-hydrazinyl-4-methylpyridine (500 mg, 4.1 mmol) in MeCN (9.5 mL) was added CDI (790 mg, 4.87 mmol). The reaction was stirred at 80 oC for 2 h. The reaction was concentrated and the residue was triturated in MeCN and then DCM to give 122 mg (19% yield) of the title compound as a white solid.1H NMR (500 MHz, DMSO-d6) d 12.27 (s, 1H), 7.72 (d, J = 7.2 Hz, 1H), 6.96 (q, J = 1.1 Hz, 1H), 6.42 (dd, J = 7.2, 1.4 Hz, 1H), 2.23 (d, J = 1.1 Hz, 3H). LCMS (Analytical Method D) Rt= 0.68 min, MS (ESIpos): m/z= 149.95 [M+H]+.

References:

WO2020/97609,2020,A1 Location in patent:Page/Page column 216