Category: 4522-35-4

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 4522-35-4 as follows. category: pyrazoles-derivatives

INTERMEDIATE 14 3-(3-Iodo-lH-pyrazol-l-yl)pyridine To a solution of 3-iodopyrazole (1.00 g, 5.16 mmol) in DMSO (15.1 mL) was added sodium hydride (60% in oil, 0.247 g, 6.19 mmol), and stirred for 0.5 h before 3- fluoropyridine (0.443 mL, 5.16 mmol) was added. The reaction mixture was stirred at 90 C overnight. This was quenched by the addition of water and extracted with EtOAc. The combined organic extracts were washed with water and brine, dried over MgS04 and concentrated in vacuo. The crude mixture was purified by flash chromatography (ISCO Combiflash, 40 g, 0-50 % EtOAc in hexanes) to give 3-(3- iodo-lH-pyrazol-l-yl)pyridine, as a white solid. LCMS calc. = 271.96; found = 271.85 (M+H)+. 1H NMR (500 MHz, CDC13): delta 8.93 (d, J= 2.5 Hz, 1 H); 8.57 (dd, J= 4.7, 1.1 Hz, 1 H); 8.04 (d, J= 8.4 Hz, 1 H); 7.79 (d, J= 2.5 Hz, 1 H); 7.41 (dd, J = 8.3, 4.8 Hz, 1 H); 6.68 (d, J= 2.4 Hz, 1 H).

According to the analysis of related databases, 4522-35-4, the application of this compound in the production field has become more and more popular.

4522-35-4, Adding a certain compound to certain chemical reactions, such as: 4522-35-4, name is 3-Iodo-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 4522-35-4.

INTERMEDIATE 61 4-(3-Iodo-lH-pyrazol-l-yl)-N,N-dimethylpyrimidin-2-amine NaH (119 mg, 60% in oil, 2.97 mmol) was added to a solution of 3-iodo-lH-pyrazole (480 mg, 2.48 mmol) in anhydrous DMF (10 mL) at 25 C under N2. The mixture was stirred for 10 min and 4-bromo-N,N-dimethylpyrimidin-2-amine (500 mg, 2.48 mmol) was added. The resulting mixture was stirred for another 2 h at 25 C under N2. The reaction mixture was then quenched with saturated aq. NH4C1 solution and extracted with with EtOAc. The organic layer was washed with brine, dried (Na2S04) and concentrated in vacuo to give the crude product. This was purified by flash chromatography (Isco Combiflash Rf, RediSep Silica 40 g, 30% EtOAc in hexanes, then 30-100% EtOAc in hexanes) to afford 4-(3-iodo-lH-pyrazol-l-yl)-N,N- dimethylpyrimidin-2-amine. LCMS calc. = 314.99; found = 315.99 (M+H)+.

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, 3-Iodo-1H-pyrazole, other downstream synthetic routes, hurry up and to see.

The chemical industry reduces the impact on the environment during synthesis 4522-35-4, name is 3-Iodo-1H-pyrazole, I believe this compound will play a more active role in future production and life. 4522-35-4

Step 2: 3-iodo-l-methyl-lH-rhoyrazole.To a stirred solution of 3-iodo-leta-rhoyrazole (0.5 g, 2.6 mMol) in anhydrous DMF (5.0 mL) was added iodor¡ãethane (3.7 g, 25.8 mMol). The resulting solution was cooled to 00C, and NaH (0.11 g, 2.8 EPO mMol, 60% dispersion in mineral oil) was added. The reaction mixture was allowed to warm to ambient temperature, and was stirred for 15 minutes. Water (20 mL) was added, and the resulting solution was extracted with EtOAc (1 x 30 mL). The organic layer was washed with water (2 x 30 mL), and brine (1 x 30 mL). The organic layer was dried over magnesium sulfate, filtered, and concentrated to afford the title compound. LRMS (ESI) calculated for C4H5IN2 [M+H]+, 208.9; found 209.0.

The chemical industry reduces the impact on the environment during synthesis 4522-35-4. I believe this compound will play a more active role in future production and life.

4522-35-4, name is 3-Iodo-1H-pyrazole, belongs to pyrazoles-derivatives compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. 4522-35-4

A solution of 3-iodo-lH-pyrazole (500 mg, 2.6 mmol) and ethylene carbonate (238 mg, 2.7 mmol) was formed in DMF (5 mL) and heated at 150C for 3 h. The mixture was allowed to cool then evaporated under vacuum to remove the solvent. Purification of the residue by FCC, eluting with a gradient of 0- 100% EtOAc in cyclohexane, gave crude title compound (444 mg, 72%). LCMS (Method 3): Rt 2.17 min, m/z 239 [MH+].

Statistics shows that 4522-35-4 is playing an increasingly important role. we look forward to future research findings about 3-Iodo-1H-pyrazole.

4522-35-4,Some common heterocyclic compound, 4522-35-4, name is 3-Iodo-1H-pyrazole, molecular formula is C3H3IN2, 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 3-iodo-1H-pyrazole (10 g, 51.55 mmol, 1 eq) in DMF (100 mL) was added NaHMDS (1 M, 61.86 mL, 1.2 eq) at 0 C. The reaction mixture was stirred at 0 C for 0.5 hours. Then a solution of 2-iodopropane (10.52 g, 61.86 mmol, 1.2 eq) in DMF (20 mL) was added dropwise to the above mixture. The reaction mixture was warmed to 25 C and stirred for 12 hours. The reaction mixture was quenched with water (100 mL) and extracted EtOAc (3 ¡Á 80 mL). The organic layers were dried over anhydrous Na2SO4, filtered and concentrated in vacuum. The residue was purified by column chromatography (SiO2, petroleum ether: ethyl acetate 1:0 to 50:1) to give the title compound (6.9 g, 56% yield) as a yellow oil.1H NMR (400 MHz, CDCl3): d 7.26 (d, 1 H), 6.40 (d, 1 H), 4.56-4.48 (m, 1 H) and 1.50 (d, 6 H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3-Iodo-1H-pyrazole, its application will become more common.

4522-35-4, Adding some certain compound to certain chemical reactions, such as: 4522-35-4, name is 3-Iodo-1H-pyrazole, 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 4522-35-4.

1-(chloromethyl)-4-methoxy-benzene (2.10 mL, 15.5 mmol) was added to a stirred mixture of 3-iodo-1H-pyrazole (2.01 g, 10.4 mmol) and Cs2CO3 (6.70 g, 20.6 mmol) in DMF (30.0 mL). The reaction mixture was stirred at 60 C for 2 hours and then, cooled to room temperature. Water (100mL) was added and aqueous was extracted with EtOAc (3 x 50 mL). Combined organic extracts were washed with aqueous saturated NH4Cl (25 mL) solution, brine (25 mL) and dried over MgSO4. The mixture was filtered and concentrated to afford 4.06 g of crude material. The residue was adsorbed on silica using DCM and purified by silica gel chromatography to afford 3-iodo-1-[(4- methoxyphenyl)methyl]pyrazole and 5-iodo-1-[(4-methoxyphenyl)methyl]pyrazole (3.18 g, 98%) as a white solid as a ca.5:1 mixture of regioisomers. Major Regioisomer: 1H NMR (400 MHz, CDCl3) 7.23 – 7.15 (m, 3H), 7.12 (d, J = 2.3 Hz, 1H), 6.92 – 6.85 (m, 2H), 6.40 (d, J = 2.3 Hz, 1H), 5.24 (s, 2H). : ESI-MS m/z calc.313.9916, found 314.98 (M+1)+; Retention time: 0.93 minutes Using Method J A mixture of tert-butyl 2,2-dimethyl-3-oxo-piperazine-1-carboxylate (915 mg, 4.01 mmol), regioisomers mix of 5-iodo-1-[(4-methoxyphenyl)methyl]pyrazole/3- iodo-1-[(4-methoxyphenyl)methyl]pyrazole (1.51 g, 4.81 mmol), iodocopper (381.7 mg, 2.00 mmol), N,N’-dimethylethane-1,2-diamine (353.3 mg, 426.7 muL, 4.01 mmol) and K3PO4 (1.702 g, 8.02 mmol) in DMF (18.3 mL) was heated at 120 C for 3.5 hours. The reaction mixture was cooled to r.t. and filtered to remove the copper salts. The filtrate was diluted with water and aqueous was extracted twice with ethyl acetate. Organic extracts were washed with water, followed with brine, dried over Na2SO4, filtered and (0666) concentrated under reduced pressure. The recovered crude compound was purified by silica gel chromatography to give a mixture of the tert-butyl 4-[2-[(4- methoxyphenyl)methyl]pyrazol-3-yl]-2,2-dimethyl-3-oxo-piperazine-1-carboxylate and the tert-butyl 4-[1-[(4-methoxyphenyl)methyl]pyrazol-3-yl]-2,2-dimethyl-3-oxo- piperazine-1-carboxylate (1.603 g, 96%). Major regioisomer: 1H NMR (400 MHz, DMSO-d6) 7.70 (d, J = 2.3 Hz, 1H), 7.22 – 7.11 (m, 2H), 6.91 – 6.81 (m, 2H), 6.61 (d, J = 2.3 Hz, 1H), 5.14 (s, 2H), 3.86 – 3.79 (m, 2H), 3.69 (s, 3H), 3.66 – 3.58 (m, 2H), 1.58 (s, 6H), 1.40 (s, 9H). ESI-MS m/z calc.414.2267, found 416.38 (M+1)+

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 4522-35-4.

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. 4522-35-4, name is 3-Iodo-1H-pyrazole, A new synthetic method of this compound is introduced below., 4522-35-4

Step B: 3-(ter?-Butoxy)-5-(3-iodo-lH-pyrazol-l-yl)pyridazine To a solution of 3-iodopyrazole (0.208 g, 1.072 mmol) in DMF (5.36 mL) was added potassium teri-butoxide (0.132 g, 1.179 mmol) and then stirred at room temperature for 10 min. 3-(t

4522-35-4, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 4522-35-4, name is 3-Iodo-1H-pyrazole belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

To a mixture of 3-iodo-1H-pyrazole (1 g, 5.16 mmol) and p-TsOH (88 mg, 0.52 mmol) in DCM (15 mL) was added DHP (0.56 mL, 6.19 mmol) and stirred atr.t. for2 hr. The reaction mixture was washed with satd. NaHCO3 and brine, dried over anhy. Na2SO4 and concentrated. The residue was purified by flash chromatography (silica gel, 0 -. 10% EtOAcin PE) to give 3-iodo-1-(oxan-2-yl)-1H-pyrazole (1.4 g). LC-MS (m/z 279 (M¡ÂH).

The synthetic route of 3-Iodo-1H-pyrazole has been constantly updated, and we look forward to future research findings.

4522-35-4, The chemical industry reduces the impact on the environment during synthesis 4522-35-4, name is 3-Iodo-1H-pyrazole, I believe this compound will play a more active role in future production and life.

NaH (60% dispersion in mineral oil, 143 mg, 3.57 mmol) was added to a stirred solution of 3-iodo-lH-pyrazole [4522-35-4] (659 mg, 4.00 mmol) in DMF (20 mL) at 0 C under N2 atmosphere. The mixture was stirred at room temperature for 30 min. 2- (Trimethylsilyl)ethoxymethyl chloride [76513-69-4] (0.66 mL, 3.74 mmol) was added at 0 C and the reaction mixture was stirred at room temperature for 16 h. The mixture was diluted with water and extracted with EtOAc. The organic layer was dried (MgS04), filtered and the solvents were evaporated in vacuo. The crude product was purified by flash column chromatography (silica; EtOAc in heptane, gradient from 0/100 to 10/90). The desired fractions were collected and concentrated in vacuo to afford a mixture of 1-188 and 1-189 (965 mg, 86%).; Cul (28.3 mg, 0.15 mmol), N,N?-dimethylcyclo hexane- 1, 2-diamine (46.9 uL, 0.30 mmol) and K2C03 (411 mg, 2.98 mmol) were added to a solution of 1-188 and 1-189 (965 mg, 2.98 mmol) in l,4-dioxane (10 mL) in a sealed tube while nitrogen was bubbling. After 10 min, 4-chloro-lH-pyrrolo[3,2-c]pyridine [60290-21-3] (227 mg, 1.49 mmol) was added. The reaction mixture was stirred at room temperature for 10 min, and at 100 C for 20 h. The mixture was diluted with water and extracted with EtOAc. The combined organic extarcts were dried (MgS04), filtered and the solvents were evaporated in vacuo. The crude product was purified by flash column chromatography (silica; EtOAc in heptane, gradient from 0/100 to 15/85). The desired fractions were collected and concentrated in vacuo to afford a mixture of 1-190 and I- 191 (270 mg, 51%).; Pd2dba3 (39.1 mg, 42.6 pmol), XantPhos (61.7 mg, 0.11 mmol) and CS2CO3 (521 mg, 1.60 mmol) were added to a solution of 1-190 and 1-191 (372 mg mg, 1.07 mmol) in anhydrous DMF (12 mL) in a sealed tube while nitrogen was bubbling. After 10 min, 2,6-dichloro-4-fluoroaniline [344-19-4] (249 mg, 1.39 mmol) was added. The reaction mixture was stirred at room temperature for 10 min, and at 100 C for 20 h. The mixture was filtered over a pad of Celite and the filtrate was concentrated in vacuo. The crude product was purified by flash column chromatography (silica; EtOAc in heptane, gradient from 0/100 to 100/0).). The desired fractions were collected and concentrated in vacuo to afford a mixture of I- 192 and 1-193 (376 mg, 71 %).

The chemical industry reduces the impact on the environment during synthesis 3-Iodo-1H-pyrazole. I believe this compound will play a more active role in future production and life.

These common heterocyclic compound, 4522-35-4, name is 3-Iodo-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. 4522-35-4

INTERMEDIATE 11 l-(4-Chlorophenyl)-3-iodo-lH-pyrazole To 3 -iodo- 1 H-pyrazole (743 mg, 3.83 mmol) in DMSO (10 mL) at 0 C, was added sodium hydride (60% in mineral oil, 184 mg, 4.60 mmol). The reaction was warmed to 25 C and stirred for 60 min before l-chloro-4-fluorobenzene (500 mg, 4.13 mmol) was added. The reaction mixture was stirred at 90 C for 2 days before quenching by the addition of water. The reaction mixture was extracted with EtOAc. The combined organic extracts were dried over MgS04 and concentrated in vacuo. The crude mixture was purified by flash chromatography (ISCO Combiflash, 0-20% EtOAc in hexanes) to give product, as a white solid. LCMS calc. = 304.93; found = 304.92 (Mu+Eta)+. NMR (500 MHz, CDC13): delta 7.73 (d, J= 2.5 Hz, 1 H); 7.64-7.61 (m, 2 H); 7.46-7.43 (m, 2 H); 6.66 (d, J= 2.5 Hz, 1 H).

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 4522-35-4.