These common heterocyclic compound, 25016-12-0, name is 1,3-Dimethyl-1H-pyrazole-4-carbaldehyde, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. Quality Control of 1,3-Dimethyl-1H-pyrazole-4-carbaldehyde
To a solution of 4-(4-((1 ,2,4-oxadiazol-3-yl)methyl)piperazin-1 -yl)-5-chloro-3- nitropyridin-2-amine (50.0 mg, 0.147 mmol) and 1 ,3-dimethyl-1 /-/-pyrazole-4- carbaldehyde (19.2 mg, 0.155 mmol) in EtOH (3.4 mL) was added 1 M Na2S204 (0.588 mL, 0.588 mmol, freshly prepared) and the solution was heated to 80 C and stirred for 15 h whilst being open to air. Once cooled, the reaction was evaporated in vacuo and the residue dry loaded onto silica. Purification was accomplished by flash chromatography on silica gel (2 x 14) eluting with MeOH/CH2CI2 (5-7.5%) to yield the title compound (26 mg, 43%) as a pale yellow solid. [00129] 1 H-NMR (500 MHz, CDCI3) 2.58 (s, 3H, CH3), 2.81 (app t, J = 4.4 Hz, 4H, CH2), 3.82 (app s, 4H, CH2), 3.85 (s, 3H, NCH3), 3.88 (s, 2H, -CH2-), 7.62 (br s, 1 H, CHar), 7.87 (br s, 1 H, CHar), 8.74 (s, 1 H, CHar), 13.04 (s, 1 H, NH); [00130] LC – MS (ESI, m/z): Rt = 1 .91 min – 414, 416 [(M + H)+, CI isotopic pattern]; [00131] HRMS: Found: 436.1374, calculated for C18H20N9OCINa (M+Na)+: 436.1372.
The synthetic route of 1,3-Dimethyl-1H-pyrazole-4-carbaldehyde has been constantly updated, and we look forward to future research findings.
Reference:
Patent; CANCER RESEARCH TECHNOLOGY LIMITED; BLAGG, Julian; BAVETSIAS, Vassilios; MOORE, Andrew S.; LINARDOPOULOS, Spyridon; WO2013/190319; (2013); A1;,
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