Category: 4522-35-4

Electric Literature of 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.

Example 234. Synthesis of 3-fluoro-2-(4-(l-((3R,4R)-4- hydroxytetrahydrofuran-3-yl)-lH-pyrazol-3-yl)-5-oxo-6,7-dihydro-5H-pyrrolo[3,4- b]pyridin-2-yl)benzonitrile, 1-234 Synthesis of compound 234.2. To a solution of 234.1 (5.0g, 25.77mmol, 1.0 eq) in THF (15mL) was added LDA (2M in THF ) (14mL, 28.33mmol, 1.1 eq) at -78C. Reaction mixture was stirred at -40 C for lh. To this added solution of 3,6-dioxabicyclo[3.1.0]hexane (1.77g, 20.61mmol, 0.8eq) in THF (lOmL). Reaction mixture was stirred at room temperature for lh and heated at 80 C for 2 4h .Upon completion of the reaction, mixture was transferred into water, and extracted with EtOAc. Organic layers were combined, washed with brin, dried over Na2S04 and concentrated under reduced pressure to pressure to obtain crude which was purified by column chromatography to furnish 234.2 (2.5 g, 34.63%). MS(ES): m/z 281.2 [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.

Reference:
Patent; NIMBUS LAKSHMI, INC.; MASSE, Craig E.; GREENWOOD, Jeremy Robert; ROMERO, Donna L.; HARRIMAN, Geraldine C.; WESTER, Ronald T.; SHELLEY, Mee; KENNEDY-SMITH, Joshua Jahmil; DAHLGREN, Markus; MONDAL, Sayan; (342 pag.)WO2017/40757; (2017); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Application of 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.

(1) a nitrogen gas atmosphere, in tetrahydrofuran (16 mL) solution of 3-iodo -1H- pyrazole (1.55 g), sodium hydride at 0 C. (purity 55%, 384 mg) and stirred for 15 minutes added.There was added dropwise a tetrahydrofuran solution (10 mL) of ethyl bromoacetate (1.06 mL), and stirred for 3 hours. Under ice-cooling, and extracted with chloroform by the addition of 1M hydrochloric acid to the reaction mixture. Organic layer was dried over anhydrous magnesium sulfate, and after filtration, the solvent was evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography (hexane: ethyl acetate = 100: 0 ? 70: 30) to give the (3-iodo -1H- pyrazol-1-yl) colorless oil Ethyl acetate (1.64 g) It was obtained as a material.

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

Reference:
Patent; TAISHO PHARMACEUTICAL COMPANY LIMITED; NISSAN CHEMICAL INDUSTRIES LIMITED; KURODA, SHOICHI; USHIKI, YASUNOBU; KAWAGUCHI, TAKANORI; FUSEGI, KEIKO; BOHNO, MASAHIRO; IMAI, YUDAI; UNEUCHI, FUMITO; IWAKIRI, KANAKO; TANAKA, HIROAKI; BOHNO, AYAKO; CHONAN, TOMOMICHI; ITOH, SHIN; OTA, HIROFUMI; ISHIYAMA, SEISHI; OKADA, TAKUYA; SASAKO, SHIGETADA; MONMA, SOUICHI; NIWA, MARIE; OKADA, TAKUMI; (289 pag.)JP2015/231988; (2015); A;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Reference of 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.

Step C: 5-(3-Iodo-lH-pyrazol-l -yl)-3-(trifluoiOmethyl)pyridazine To 3-iodopyrazole (124 mg, 0.641 mmol) in DMF (2 mL)was added potassium tert- butoxide (53 mg, 0.472 mmol) at 0 C. The mixture was stirred at room temperature for 15 min. It was transfered into a solution of 5- chloro-3- (trifluoromethyl)pyridazine (78 mg, 0.427 mmol) in DMF (2 mL) at 0 C. It was wanned to room temperature, stirring for 30 min. It was diluted with EtOAc(20 mL), washed with water (3 x 20 mL), the combined aqueous layers were extracted with EtOAc (30 mL), the combined organic layers were washed with brine (30 mL), dried over Na2S04, filtered and concentrated. The residue was purified by flash chromatography (ISCO Combiflash, 12 g, 0-100% EtOAc in hexanes) to give a mixture of 3-iodopyrazole and the desired product (1 :2, 180 mg). It was disolved in anhydrous CH2C12 (2 mL) and added a little bit of DMAP and of di-fert-butyl dicarbonate (~ 100 mg). It was stirred at room temperature for 10 min and purified by flash chromatography (ISCO Combiflash, 0-40% EtOAc in hexanes) to give 5 -(3- iodo-lH-pyrazol-l-yl)-3-(trifluoromethyl)pyridazine, as white solid. LCMS calc. = 340.95, found = 340.84 (M+H)+. NMR (500 MHz, CHCl3-d): delta 9.78 (d, J= 2.5 Hz, 1 H); 8.17 (d, J= 2.5 Hz, 1 H); 8.04 (d, J= 2.7 Hz, 1 H); 6.84 (d, J = 2.7 Hz, 1 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.

Reference:
Patent; MERCK SHARP & DOHME CORP.; MOCHIDA PHARMACEUTICAL CO., LTD.; SMITH, Cameron, James; TAN, John, Qiang; ZHANG, Ting; BALKOVEC, James; GREENLEE, William, John; GUO, Liangqin; XU, Jiayi; CHEN, Yi-heng; CHEN, Yili; CHACKALAMANNIL, Samuel; HIRABAYASHI, Tomokazu; NAGASUE, Hiroshi; OGAWA, Kouki; WO2014/120346; (2014); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Related Products of 4522-35-4, 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.

INTERMEDIATE 22 4-(3-Iodo-lH-pyrazol-l-yl -N7V-dimethylpyridin-2-amine To a suspension of 3-iodo-lH-pyrazole (100 mg, 0.516 mmol) and N,N-dimethyl-4- (4,4,5, 5-tetramethyl-l,3,2-dioxaborolan-2-yl)pyridin-2-amine (1 2 mg, 0.773 mmol), Na2C03 (109 mg, 1.031 mmol) in anhydrous dichloroethane (4 mL) added a suspension of Cu(OAc)2 (94 mg, 0.516 mmol) and 2,2′-bipyridine (81 mg, 0.516 mmol) in dichloroethane (4 mL). The reaction was stirred at 70 C under N2 overnight. The mixture was filtered through the Celite and washed with EtOAc (5 mL x 3), the filtrate was collected and removed in vacuo to give the crude product. This was purified by flash chromatography (ISCO Combiflash, lOg, Biotage Si column, -30 mL/min, 100% hexanes 5 min, gradient to 100% EtOAc in hexanes 15 min) to afford 4-(3-iodo-lH-pyrazol-l-yl)-N,N-dimethylpyridin-2-amine. LCMS calc. = 315.01 ; found = 315.10 (M+H)+.

The synthetic route of 4522-35-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK SHARP & DOHME CORP.; MOCHIDA PHARMACEUTICAL CO., LTD.; SMITH, Cameron, James; TAN, John, Qiang; ZHANG, Ting; BALKOVEC, James; GREENLEE, William, John; GUO, Liangqin; XU, Jiayi; CHEN, Yi-heng; CHEN, Yili; CHACKALAMANNIL, Samuel; HIRABAYASHI, Tomokazu; NAGASUE, Hiroshi; OGAWA, Kouki; WO2014/120346; (2014); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

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. SDS of cas: 4522-35-4

To 3-iodo-lH-pyrazole (763 mg, 3.93 mmol) in DMSO (15 mL) at 0 C, was added sodium hydride (60% in mineral oil, 189 mg, 4.72 mmol). The reaction was warmed to 25 C and stirred for 60 min before 4-fluoro-2-methoxypyridine (500 mg, 3.93 mmol) was added. The reaction mixture was stirred at 90 C for 4.5 h 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, 0-30% EtOAc in hexanes) to afford 4-(3- iodo-lH-pyrazol-l-yl)-2-methoxypyridine, as a white solid. LCMS calc. = 301.97; found = 302.02 (M+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.

Reference of 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.

INTERMEDIATE 7 Methyl 4-(3 -iodo- 1 H-p yrazol- 1 -yPbenzoate To a solution of 3-iodopyrazole (0.7 g, 3.61 mmol) in DMSO (18.0 mL) was added sodium hydride (60% disp. in oil (0.173 g, 4.33 mmol), and the resulting mixture was stirred for 0.5 h before adding methyl 4- fluoro benzoate (0.556 g, 3.61 mmol). The reaction mixture was stirred at 90 C overnight. The reaction 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, 40 g, 0-20 % EtOAc in hexanes) to afford methyl 4-(3-iodo-lH-pyrazol-l-yl)benzoate, as a white solid. LCMS calc. – 328.97; found = 328.96 (M+H)+. NMR (500 MHz, CDC13): delta 8.12 (m, 2 H); 7.81 (d, J= 2.4 Hz, 1 H); 7.76 (m, 2 H); 6.65 (m, 1 H); 3.94 (s, 3 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.

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., category: pyrazoles-derivatives

To a suspension of [3-[(Z)-2-methoxy-1-methoxycarbonyl-vinyloxy]-4-methyl-phenyl]boronic acid (0.28 mmol, 0.075 g), 3-iodo-1 h-pyrazole (1.1 equiv., 0.31 mmol, 0.060 g) and sodium carbonate (1.5 equiv., 0.42 mmol, 0.045 g) in N,N-dimethylacetamide (0.33 mol/L, 0.85 ml_) at room temperature under air, were added copper(ll) acetate (0.25 equiv., 0.070 mmol, 0.013 g) and pyridine (0.50 equiv., 0.141 mmol, 0.01 1 g, 0.012 ml_), and the reaction mixture was heated at 80C overnight. The mixture was diluted with EtOAc and quenched with an aqueous solution of NhUCI (2.5 mol/L). The layers were separated and the aqueous phase was extracted with EtOAc. The combined organic layers were washed with brine, dried with Na2S04, filtered and concentrated in vacuo. The residue was purified by flash chromatography to give methyl (Z)-2-[5-(3-iodopyrazol-1-yl)-2-methyl-phenoxy]-3-methoxy-prop-2- enoate (0.12 mmol, 0.057 g, 44% yield) as a white solid. mp: 156-159C; LCMS (Method H), Rt = 1.69 min, MS: (M+1 ) = 415; NMR (400 MHz, CDCI3) 5 ppm 2.39 (s, 3 H) 3.74 (s, 3 H) 3.92 (s, 3 H) 6.60 (d, 1 H) 7.06 (d, 1 H) 7.14 (dd, 1 H) 7.22 (d, 1 H) 7.38 (s, 1 H) 7.66 (d, 1 H)

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.

Electric Literature of 4522-35-4, 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.

INTERMEDIATE 23 Methyl 4-(3-iodo- lH-pyrazol- 1 -yl)picolinate To 3-iodo-lH-pyrazole (625 mg, 3.22 mmol) in DMSO (15 mL) at 0 C,was added sodium hydride (60% in mineral oil, 155 mg, 3.87 mmol). The reaction was stirred for 30 min before methyl 4-fluoropicolinate (500 mg, 3.22 mmol) was added and the reaction was stirred at 90 C for 4.5 h. The reaction mixture was quenched by the addition of water and the 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, 0-100%) EtOAc in hexanes) to afford methyl 4-(3-iodo-lH-pyrazol-l-yl)picolinate, as a colorless solid. LCMS calc. = 329.97; found = 329.88 (M+H)+.

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

Related Products of 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.

A mixture of 3-iodopyrazole (prepared as described in WO2007/035309) (1.0 g, 5.1 mmol), 4-fluorobenzotrifluoride (0.72 mL, 5.7 mmol) and potassium carbonate (0.93g, 6.7 mmol) was stirred in lambda/,lambda/-dimethylformamide (10 mL) at 100 0C for 2 h. The mixture was diluted with water (60 mL) and extracted with ethyl acetate (2 x 30 mL). The organic layers were combined, dried over magnesium sulfate and concentrated. The residue after evaporation was subjected to silica gel chromatography (40 g silica) using a gradient of ethyl acetate/chlorobutane (0:100 to 50:50), and appropriate fractions were combined and evaporated to give the title compound (1.27 g). 1H NMR (CDCl3) delta 7.79 (m, 3H), 7.71 (m, 2H), 6.67 (d, IH).

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.

Related Products of 4522-35-4, 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.

To a mixture of 3-iodo-liT-pyrazole (407 mg, 2.1 mmol), PdCh(PPh3)2 (82 mg, 0.12 mmol), Cul (22 mg, 0.12 mmol), and Et3N (10 mL) in THF (10 mL) under argon atmosphere was added diethyl 2-(((2f?,3f?,4f?,5f?)-3,4-diacetoxy-5-(6-Ar,/V?-(bis-(/er/-butoxycarbonyl)- amino)-2-chloro-9//-purin-9-yl)-3-ethynyltetrahydrofuran-2-yl) ethoxy)malonate (1 g, 1.2 mmol). The resulting mixture was stirred at 60 C overnight before it was allowed to cool to room temperature and the organic volatile was removed under reduced pressure. The resulting crude residue was purified by flash silica gel column chromatography (60-100% EtOAc in hexanes) to provide diethyl 2-(((2R,3R,4R, 5A>)-3-(( l//-pyrazol-3-yl)ethynyl)-3,4- diacetoxy-5-(6-Af,Ap-(bis-(/c77-butoxycarbonyl)amino)-2-chloro-9//-purin-9-yl)tetrahydro- furan-2-yl)methoxy)malonate as a solid.

The synthetic route of 4522-35-4 has been constantly updated, and we look forward to future research findings.