Category: 1395443-04-5

Synthetic Route of 1395443-04-5, A common heterocyclic compound, 1395443-04-5, name is 3-Iodo-1,4-dimethyl-1H-pyrazole, molecular formula is C5H7IN2, 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.

xA 125 mL round bottomed flask with stir bar and fitted with a septum was backfilled with nitrogen three times, after which THF (7.0 mL) was added followed by 3-iodo-1,4-dimethyl-1H-pyrazole (Preparative Step 1D) (917 mg, 4.13 mmol). To this solution was added dropwise a 1.3 M solution of iPrMgCl.LiCl in THF (5.45 mL) and the mixture was stirred for 1 h at room temperature. N-Methoxy-N,1-dimethylcyclopent-3-ene-1-carboxamide (600 mg, 3.55 mmol) in THF (5 mL) was added dropwise. After stirring for 2 h, the reaction mixture was quenched with saturated aqueous NH4Cl (20 mL) and extracted with DCM (3*25 mL). The combined extracts were dried (Na2SO4) and filtered. The filtrate was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (EtOAc in heptane, 0-100%) to afford 500 mg (69%) of the title compound as a colorless oil. 1H NMR (400 MHz, CDCl3) delta 7.14 (s, 1H), 5.70-5.64 (m, 2H), 3.90 (s, 3H), 3.20-3.12 (m, 2H), 2.44-2.36 (m, 2H), 2.30 (s, 3H), 1.52 (s, 3H).

The synthetic route of 1395443-04-5 has been constantly updated, and we look forward to future research findings.

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 1395443-04-5, name is 3-Iodo-1,4-dimethyl-1H-pyrazole, A new synthetic method of this compound is introduced below., name: 3-Iodo-1,4-dimethyl-1H-pyrazole

A mixture of 3-iodo- 1 ,4-dimethyl- pyrazole (5 g, 22.52 mmol), tert-butyl carbamate (3.43 g, 29.28 mmol), Cul (2.14 g, 11.26 rnmol), K2CO3 (6.22 g, 45.04 mmol) and (lS,2S)-Nl,N2-dimemylcyclohexane-L2-diamine (1.6 g, 11.26 mmol) in 1,4- dioxane (60 mL) was degassed and purged with N2 for 3 times, and then the mixture solution was stirred at 1 10 C for 12 h under N2. To the reaction solution was added water (80 mL), extracted with EtO Ac (30 mL x 3), organic layers were combined, washed with brine (30 mL), dried over Na2SO.i, filtered and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (PE: EtOAc = 5: 1 to 3: 1) to give tert-butyl N-(1,4-dimethylpyrazol-3-yl)carbamate as a light brown solid. lH NMR (400 MHz, ( DC -.): delta ppm 7,06 (s, 1 H), 6.44 (br, s,, 1 H), 3.71 – 3.81 (m, 3 H), 1.98 (s, 3 H), 1.48 (s, 9 H).

The synthetic route of 1395443-04-5 has been constantly updated, and we look forward to future research findings.