Electric Literature of 13808-64-5, These common heterocyclic compound, 13808-64-5, name is 4-Bromo-3-methylpyrazole, 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.
Example 4554-{7-Methanesulfonyl-5- [(S)-oxan-4-yl(phenyl)methylj -5H-pyrido [3,2-bj indol-3-yl}-3-methyl- 1H-pyrazole (S)-(7-(Methylsulfonyl)-5 -(phenyl(tetrahydro-2H-pyran-4-yl)methyl)-5H- pyrido [3 ,2-b]indol-3 -yl)boronic acid (20.0 mg, 0.0430 mmol) and 4-bromo-3 -methyl-i Hpyrazole (13.9 mg, 0.0860 mmol) were dissolved in in 1.5 mL of dioxane and and 0.2 mLof water. To this was added potassium carbonate (17.9 mg, 0.129 mmol) and PdC12(dppf)-CH2C12 adduct (2.46 mg, 3.02 .imol), and argon was bubbled in while sonicating for 5 mm. The vial was capped, heated at 100 C for 50 mm, and filtered. The crude material was purified via preparative LC/MS (Preparative HPLC Method 1) with the following modifications: Gradient 10-50% B over 40 mm. Fractions containing thedesired product were combined and dried via centrifugal evaporation. The yield of the product was 1.20 mg, and its estimated purity by LCMS analysis was 96%. Two analytical LC/MS injections were used to determine the final purity Injection 1: LC/MS Method 3, HPLC RT = 1.83 mm. Injection 2: LC/MS Method 4, HPLC RT = 2.37 mm. ?H NMR (500MHz, DMSO-d6) oe 8.69 (s, 2H), 8.42 (d, J=8.4 Hz, 1H), 8.27 (br. s., 1H),8.01 (s, 1H), 7.82 (d, J=8.4 Hz, 1H), 7.67 (d, J=7.7 Hz, 2H), 7.36 (t, J=7.5 Hz, 2H), 7.27 (t, J=7.3 Hz, 1H), 5.99 (d, J=i 1.0 Hz, 1H), 3.90 (s, 2H), 3.72 (d, J=9.9 Hz, 2H), 3.60 (br. s., 2H), 3.52 (t,J=ii.2 Hz, 3H), 3.27 (t,J=ii.6 Hz, 1H), 2.43 (s, 3H), 1.85-1.73 (m, 1H), 1.72-1.58 (m, 1H), 1.46-1.27 (m, 1H), 0.89 (d,J=12.i Hz, 1H).
The synthetic route of 13808-64-5 has been constantly updated, and we look forward to future research findings.