Category: 39806-90-1

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 39806-90-1, name is 4-Iodo-1-methyl-1H-pyrazole, This compound has unique chemical properties. The synthetic route is as follows., name: 4-Iodo-1-methyl-1H-pyrazole

General procedure: 4-Iodo-1-methyl-1H-pyrazole 1 (101 mg, 0.5 mmol) and phenylboronic 2 (59 mg, 0.5 mmol) were dissolved in DME (3 mL) and H2O (1.2 mL) in a microwave vial under a nitrogen atmosphere. Pd(PPh3)4 (2 mmol%, 11.6 mg) and Cs2CO3 (407.3 mg, 1.25 mmol) were added, and the reaction mixture was irradiated in a microwave apparatus at 90 C for 5-12 min. After the reaction mixture was cooled to ambient temperature, the product was concentrated, and the crude mixture was purified by silica gel column chromatography using petroleum ether/acetone as eluent to give the title compound.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 39806-90-1.

Electric Literature of 39806-90-1, In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 39806-90-1 as follows.

1-Methyl-4-((trimethylsilyl)ethynyl)-1H-pyrazole (19) 1-Methyl-4-iodo-pyrazole (18) (5.0 g 24.04 mmole) was dissolved in DMF (32 mL) and ethynyltrimethylsilane (4.76 mL, 3.31 g, 33.7 mmole) was added followed by diisopropylamine (4.46 mL, 3.21 g 31.78 mmole), copper(I) iodide (304 mg 1.59 mmole) and triphenylphosphine (1.26 g 4.81 mmole). The reaction was flushed with argon. Palladium acetate (351 mg 1.56 mmole) was added and the reaction was again flushed with argon. It was heated at 60 C. for 60 mins. The reaction was cooled, added to water (350 ml) and extracted with ether (3*100 mL). The organic solution was filtered from a brown solid which was washed with a little more ether. The organic solution was washed with water (3*80 mL), brine, dried and evaporated. The crude product was flash chromatographed (silica) using 1:4 ethyl acetate:cyclohexane and then 1:3 ethyl acetate:cyclohexane to give the title compound as a solid (2.85 g 67%). 1H-NMR (CDCl3, 500 MHz): delta 0.24 (s, 9H), 3.87 (s, 3H), 7.50 (s, 1H), 7.58 (s, 1H).

According to the analysis of related databases, 39806-90-1, the application of this compound in the production field has become more and more popular.

Electric Literature of 39806-90-1,Some common heterocyclic compound, 39806-90-1, name is 4-Iodo-1-methyl-1H-pyrazole, molecular formula is C4H5IN2, 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 solution of 4-iodo-1-methyl-1H-pyrazole (83.8 mg, 0.403 mmol) in THF (0.8 mL) was added dropwise under argon to a -72 C. solution of n-BuLi (0.156 mL, 0.403 mmol, 2.6 M in hexane) in THF (0.5 mL). The resulting mixture was stirred at -72 C. for 25 minutes, and was then treated dropwise with a solution of an inseparable mixture of (3-benzyl-2,4-dichloroquinolin-6-yl)(4-chlorophenyl)methanone (79 mg, 0.185 mmol, Intermediate 33: step d) and ethyl 3-benzyl-2,4-dichloroquinoline-6-carboxylate (66 mg, 0.183 mmol, Intermediate 33: step c) in THF (0.8 mL) and stirred at -72 C. for 30 minutes. The yellow reaction was then allowed to warm to 0 C. over 15 minutes and stirred for an additional 15 minutes at 0 C. The clear amber reaction was then quenched with 5 M aqueous NH4Cl (3 mL). The aqueous layer was extracted with 4:1 ether/DCM (2*3 mL), and the combined organic layers were dried (Na2SO4), filtered, and concentrated. The residue was flash chromatographed with a heptane to 20% EtOAc/heptane gradient and further purified with C18 HPLC (20% to 100% CH3CN, with 0.1% TFA throughout) to provide, after lyophilization, the title compound as a yellow powder. 1H NMR (400 MHz, CDCl3) delta ppm 8.33 (d, J=1.96 Hz, 1H), 7.99 (d, J=8.80 Hz, 1H), 7.69 (dd, J=1.96, 8.80 Hz, 1H), 7.48 (s, 1H), 7.31-7.38 (m, 4H), 7.16-7.31 (m, 6H), 4.53 (s, 2H), 3.96 (s, 3H); MS m/e 507.7 [M+H]+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4-Iodo-1-methyl-1H-pyrazole, its application will become more common.

Adding a certain compound to certain chemical reactions, such as: 39806-90-1, name is 4-Iodo-1-methyl-1H-pyrazole, belongs to pyrazoles-derivatives compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 39806-90-1, name: 4-Iodo-1-methyl-1H-pyrazole

g) Preparation of [0254] [0255] To a mixture of 4-iodo-1-methyl-1H-pyrazole (0.003 mol) and Cs2CO3 (1 g) was added 10 ml dioxane. The mixture was degassed by applying alternating N2 atmosphere and vacuum. Intermediate (66) (0.0022 mol) was added in 10 ml dioxane, and degassed as above. Pd2(dba)3 (0.1 g) and Xantphos (0.13 g) were added, degassed again, and the reaction mixture was stirred under a N2-atmosphere at 100 C. overnight. The reaction mixture was cooled, 150 ml water added, and extracted with 2 times with 150 ml of DCM. The combined organic layer was dried (MgSO4), filtered, and evaporated. The residue was purified by HPLC (HPLC method A). The residue was crystallized from DIPE, yielding 0.195 g of intermediate (67).

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 4-Iodo-1-methyl-1H-pyrazole, other downstream synthetic routes, hurry up and to see.

Synthetic Route of 39806-90-1, A common heterocyclic compound, 39806-90-1, name is 4-Iodo-1-methyl-1H-pyrazole, molecular formula is C4H5IN2, 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.

Step 1 1-Methyl-4-(methylthio)-1H-pyrazole To a solution of 4-iodo-1-methyl-1H-pyrazole (0.5 mL, 5.2 mmol) in THF (2 mL) at -78 C. under an atmosphere of N2 was added isopropylmagnesium chloride (5.2 mL, 10.4 mmol) and the resulting mixture was stirred for 30 minutes. To the reaction mixture was added dimethyl disulfide (1 mL, 11 mmol). The reaction was poured into aq. sat. NH4Cl (25 mL), the layers were separated and the aqueous layer was extracted with Et2O (100 mL). The combined organic layers were dried over Na2SO4, filtered, and concentrated under reduced pressure. The residue was purified by reverse phase preparative HPLC (Mobile Phase: A=10 mM NH4HCO3 in H2O, B=MeCN; Gradient: B=95%; 13 min; 30 mL/min; column: Xtimate Prep C18 OBD 21.2*250 mm, 10 mum) to afford the title compound (740 mg, 29%) as an off-white solid. (ES+) C5H8N2S requires: 128, found: 129 [M+H]+.

The synthetic route of 39806-90-1 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. 39806-90-1, name is 4-Iodo-1-methyl-1H-pyrazole, A new synthetic method of this compound is introduced below., HPLC of Formula: C4H5IN2

Reference Example 140 tert-butyl ({4-(2-fluorophenyl)-5-[(1-methyl-1H-pyrazol-4-yl)thio]-1,3-thiazol-2-yl}methyl)methylcarbamate To a solution of 2-ethylhexyl 3-{[2-{[(tert-butoxycarbonyl)(methyl)amino]methyl}-4-(2-fluorophenyl)-1,3-thiazol-5-yl]thio}propanoate (356 mg) in ethanol (4 mL) was added sodium ethoxide (89 mg) at 0 C., and the mixture was stirred at room temperature for 1 hr, and concentrated under reduced pressure. A mixture of the residue, 4-iodo-1-methyl-1H-pyrazole (155 mg), tris(dibenzylideneacetone)dipalladium(0) (32 mg) and 9,9-dimethyl-4,5-bis(diphenylphosphino)xanthine (39 mg) was stirred in toluene (5 mL) at 80 C. for 2 hr. The reaction mixture was allowed to cool to room temperature, water was added, and the mixture was extracted with ethyl acetate. The extract was washed successively with saturated aqueous sodium hydrogen carbonate solution, water and saturated brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The residue was purified by basic silica gel column chromatography (eluent: hexane-ethyl acetate=1:1) to give the title compound as a yellow oil (208 mg, yield 27%). 1H-NMR (CDCl3) delta: 1.46 (9H, brs), 2.94 (3H, brs), 3.85 (3H, s), 4.58-4.62 (2H, m), 7.15-7.26 (2H, m), 7.37-7.44 (3H, m), 7.48-7.53 (1H, m).

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

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. 39806-90-1, name is 4-Iodo-1-methyl-1H-pyrazole, A new synthetic method of this compound is introduced below., Safety of 4-Iodo-1-methyl-1H-pyrazole

To a solution of 3-iodo-l-methyl-lH-pyrazole (20 mg, 0.096 mmol) and intermediate C.5 (20 mg, 0.074 mmol) in anhydrous l,4-Dioxane (1 ml) was added (Irans)-N I .N2-dimethylcyclohexane- 1, 2-diamine (5 mg, 0.035 mmol), Cul (5 mg, 0.026 mmol) and K3PO4 (50 mg, 0.236 mmol). The resulting mixture was stirred at 90C for 16 hours. After filtering and concentrating the reaction solution, the residue was purified by prep-HPLC (basic) to afford example 6.1, 5-methyl-l-(l- methyl-lH-pyrazol-4-yl)-6-(l-(oxetan-3-yl)piperidin-4-yl)-lH-indazole. MS (ESI) m/z calc?d for C20H26N5O [M+H]+ 351, found 351. -NMR (500 MHz, CDC13) d 8.00 (s, 1H), 7.82 (s, 1H), 7.73 (s, 1H), 7.53 (s, 1H), 7.42 (s, 1H), 4.66-4.71 (m, 4H), 4.02 (s, 3H), 3.51-3.57 (m, 1H), 2.92 (m, 2H), 2.85 (m, 1H), 2.45 (s, 3H), 1.97-2.02 (m, 2H), 1.87 (m, 4H). LRRK2 IC50 1.1 nM.

The synthetic route of 39806-90-1 has been constantly updated, and we look forward to future research findings.

Synthetic Route of 39806-90-1,Some common heterocyclic compound, 39806-90-1, name is 4-Iodo-1-methyl-1H-pyrazole, molecular formula is C4H5IN2, 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.

Dissolve 4-iodo-1-methyl-1H-pyrazole (1.37g, 6.59mmol) in THF (40mL), then add cuprous iodide (75mg, 0.198mmol) andBistriphenylphosphine palladium dichloride (140mg, 0.198mmol), replacing nitrogen three times, under nitrogen protection, slowly add diethylamine (7.5mL, 72.5mmol) and trimethylsilylacetylene (1.9mL, 13.2mmol, 0.69 g / mL).The reaction was stirred at room temperature for 20h.After the reaction was completed, saturated brine (100 mL) was added, extracted with ethyl acetate (50 mL ¡Á 3), the organic phases were combined, dried over anhydrous sodium sulfate, and the solvent was concentrated.Separation and purification by silica gel column chromatography (PE / EtOAc (v / v) = 20/1) to obtain 684 mg of light yellow liquid, yield: 58.2%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4-Iodo-1-methyl-1H-pyrazole, its application will become more common.

Related Products of 39806-90-1, These common heterocyclic compound, 39806-90-1, name is 4-Iodo-1-methyl-1H-pyrazole, 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.

To solution of Weinreb amide 10c (8.00 g, 15.4 mmol, 1.0 equiv.) in THF (180 mL) is added 4-iodo-1-methylpyrazole (12.8 g, 61.6 mmol, 4.0 equiv.). The solution is cooled to -78 C, a solution of tert-butyllithium (1.7 M in pentane, 37 mL, 4. equiv.) is added dropwise and the reaction is stirred for 45 min. The reaction mixture is poured into aqueous NH4Cl (saturated) and extracted with EtOAc. After isolation of organic phase, silica is added and the solid residue is purified by chromatography using MeOH in DCM to give the desired product 12b. (6.20 g, 74%)

The synthetic route of 39806-90-1 has been constantly updated, and we look forward to future research findings.

Application of 39806-90-1,Some common heterocyclic compound, 39806-90-1, name is 4-Iodo-1-methyl-1H-pyrazole, molecular formula is C4H5IN2, 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.

To a solution of 4-iodo-l-methyl-lH-pyrazole (23.31 mg, 0.112 mmol) in anhydrous DMSO (5 ml) was added intermediate 19.6-1 (20 mg, 0.075 mmol), (Irans)-N 1.N2-dimethylcycloheane- 1, 2-diamine (2.125 mg, 0.015 mmol), potassium phosphate (47.6 mg, 0.224 mmol) and Cul (1.423 mg, 7.47 pmol). The resulting mixture was stirred at 90C under N2 protection for 12 hours. After filtration and concentration, the crude product was purified by pre-HPLC (TFA) to give example 19.7-1, (R,R or S,S)-5-chloro-6-(3-fluoro-l-methylpiperidin-4-yl)-l-(l-methyl-lH-pyrazol-4-yl)- lH-indazole, TFA salt. MS (ESI) m/z calc?d for C17H20CIFN5 [M+H]+ 348, found 348. NMR (400 MHz, CD3OD) d 8.12-8.25 (m, 2H), 7.96 (s, 1H), 7.88 (br s, 1H), 7.67 (s, 1H), 7.63-7.67 (m, 1H), 5.22-5.48 (m, 1H), 5.22-5.48 (m, 1H), 4.00 (s, 3H), 3.92 (br s, 1H), 3.82 (m, 1H), 3.60 (br s, 1H), 3.16-3.30 (m, 2H), 3.03 (s, 3H), 2.27 (br s, 1H), 2.02-2.20 (m, 1H). LRRK2 IC50 3.9 nM.

The synthetic route of 39806-90-1 has been constantly updated, and we look forward to future research findings.