Synthetic Route of 28466-26-4, These common heterocyclic compound, 28466-26-4, name is 4-Aminopyrazole, 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.
A mixture of N-(2-chloropyrimidin-4-yl)-l-isopropyl-lH-imidazo[4,5-c]pyridin-6-amine (Example 12, Step 4) (51.1 mg, 0.177 mmol), lH-pyrazol-4-amine (23.9 mg, 0.288 mmol), trifluoroacetic acid (10.0 mu^, 0.129 mmol) and fert-butanol (1.5 mL, 16 mmol) was heated in a sealed vial at 100 C for 2 days. The reaction mixture was diluted with dichloromethane, washed with saturated aqueous sodium bicarbonate, dried over magnesium sulfate, filtered, and evaporated in vacuo. The crude product (20.3 mg) was purified via reverse-phase HPLC and lyophilized to yield 4.6 mg (8%) of the title compound. LCMS (ESI): RT (min) = 3.051, [M+H]+ = 336.2, method = B; lH NMR (400 MHz, DMSO-d6) delta 12.43 (s, 1H), 9.72 (s, 1H), 8.83 (s, 1H), 8.66 (d, J = 1.0 Hz, 1H), 8.38 (s, 1H), 8.01 (d, J = 5.7 Hz, 1H), 6.67 (s, 1H), 4.62 (br s, 1H), 1.51 (d, J = 6.6 Hz, 6H).
Statistics shows that 4-Aminopyrazole is playing an increasingly important role. we look forward to future research findings about 28466-26-4.
Reference:
Patent; GENENTECH, INC.; BRYAN, Marian C.; CHAN, Bryan; HANAN, Emily; HEFFRON, Timothy; PURKEY, Hans; ELLIOTT, Richard Leonard; HEALD, Robert; KNIGHT, Jamie; LAINCHBURY, Michael; SEWARD, Eileen M.; WO2014/81718; (2014); A1;,
Pyrazole – Wikipedia,
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