Tag: M.W:100-200

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. COA of Formula: C3H3IN2

INTERMEDIATE 18 3 -Fluoro-4-(3 -iodo- 1 H-pyrazol- 1 – vDpyridine To a solution of 3-iodopyrazole (0.70 g, 3.61 mmol) in DMSO (15.1 mL) was added sodium hydride (60% in oil, 0.159 g, 3.97 mmol) and stirred for 0.5 h before 3,4- difluoro pyridine (0.415 g, 3.61 mmol) was added. The reaction mixture was stirred at 90 C for 2.5 h. 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 Combiflash, 40 g, 0-20 % EtOAc in hexanes) to give 3- fluoro-4-(3-iodo-lH-pyrazol-l-yl)pyridine, as a white solid. LCMS calc. = 289.95; found = 289.92 (M+H)+. NMR (500 MHz, CDC13): delta 8.61 (d, J= 3.8 Hz, 1 H); 8.48 (d, J= 5.4 Hz, 1 H); 8.02 (d, J= 2.4 Hz, 1 H); 8.00 (d, J= 5.4 Hz, 1 H); 6.70 (d, J= 2.5 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 4522-35-4, 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

Reference of 181585-93-3, The chemical industry reduces the impact on the environment during synthesis 181585-93-3, name is Methyl 5-nitro-1H-pyrazole-3-carboxylate, I believe this compound will play a more active role in future production and life.

5-Nitro-3-pyrazole-carboxylic acid methyl ester (22.35 g, 130.61 mmol) is dissolved in each 160 mL THF und glacial acetic acid. Then, Pd-C (10%, 4.36 g) are added and the reaction is stirred for 6 days under hydrogen atmosphere at RT. Then, the mixture is filtered over celite and the solvent is removed under vacuum. The crude material is dissolved in methylene chloride (800 mL) and sodium hydrogen carbonate (200 g) are added, filtered and the solvent is again removed under vacuum. This procedure is repeated until the acetic acid smell is lost. 5-Amino-3-pyrazole-carboxylic acid methyl ester is isolated in high yields (16.91 g, 91.7%).

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, Methyl 5-nitro-1H-pyrazole-3-carboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MERZ PHARMA GMBH & CO. KGAA; US2008/32998; (2008); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Synthetic Route of 4058-91-7, These common heterocyclic compound, 4058-91-7, name is 5-Amino-1-methyl-1H-pyrazole-4-carboxylic acid, 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.

0.47g first After completion of the reaction, first substitution reaction 3h; after completion 0 C of the dropwise addition, 10 ml cooling, circulating water, and vacuum distillation, to obtain a yellow viscous solid, namely second intermediate (1 – methyl -5 – amino – 111H-pyraz -4 -benzoyl chloride); after completion of the dropwise addition reaction, is carried out under stirring.

Statistics shows that 5-Amino-1-methyl-1H-pyrazole-4-carboxylic acid is playing an increasingly important role. we look forward to future research findings about 4058-91-7.

Reference:
Patent; Nankai University; Li Huabin; Li Luyang; Gu Jian; Kuang Xinyi; Xia Zhe; Zhang Shangzhong; Guo Lihui; Chen Rui; (16 pag.)CN110066282; (2019); A;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Some common heterocyclic compound, 92933-47-6, name is 5-Isopropyl-1H-pyrazole-3-carboxylic acid, molecular formula is C7H10N2O2, 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. Recommanded Product: 92933-47-6

General procedure: The aqueous solution of Eu(NO3)3.6H2O (1mmol) was treated with threefold excess of ethanolic solution of HIPA (3mmol) and the resulting mixture was thoroughly mixed on magnetic stirrer. The aqueous solution of NaOH was added drop wise to adjust the pH of mixture by 6-7. After constant stirring of 3 hr, off white precipitates of C1 binary complex were appeared which were isolated by vacuum filtration, washed with ethanol and water respectively, and then dried in desiccators.[19] Similarly, ternary complexes C2-C5 were synthesized by adding ethanolic solution of dmbipy, dipy, dmph and phen (1mmol) respectively, to the reaction mixture of europium(III) nitrate (1mmol) and ligand HIPA (3mmol) prior to adjustment of pH of the solution. Binary complex of gadolinium ion with ligand HIPA [Gd(IPA)3.2H2O] is synthesized by similar method as of C1 to calculate the triplet state of ligand. The synthetic routes of ligand HIPA and europium (III) complexes C1-C5 are shown in Fig. 1. Eu(IPA)3.2H2O (C1): light pink powder, yield 71%; IR: cm1 3450 (s), 3180 (s), 3090 (s), 2961 (s), 2371 (w), 1644 (s), 1507 (w), 1411 (m), 1301 (s), 1250 (s), 1019 (m), 840 (m), 814 (m), 780 (m), 651 (w), 566 (w), 497 (w), 428 (w).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 92933-47-6, its application will become more common.

Reference:
Article; Dhankhar, Priyanka; Bedi, Manisha; Khanagwal, Jyoti; Taxak, Vinod B.; Khatkar, Satyender P.; Doon, Priti Boora; Spectroscopy Letters; vol. 53; 4; (2020); p. 256 – 269;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Related Products of 5334-39-4, The chemical industry reduces the impact on the environment during synthesis 5334-39-4, name is 3-Methyl-4-nitro-1H-pyrazole, I believe this compound will play a more active role in future production and life.

To a solution of 3-methyi-4- mtro-lH-pyrazole (40 g, 314.71 mmol) in DMF (700 mL) was added NaH (18.88 g, 472.06 mmol, 60% purity) at 0 C over a period of 30 min under N2. The reaction was then stirred at 25 C for 2 h followed by the addition of methyl 2-bromo-2-methylpropanoate (85.46 g, 472.06 mmol, 61.04 mL) dropwise at 0C. The reaction mixture was warmed to 25 C and stirred at 25 C for another 16 h. TLC (petroleum ether/ethyl acetate = 5: 1) showed the starting material was consumed completely. The reaction was quenched by ice water slowly and then extracted with EtOAc (3 chi 700 mL). The combined organic phase was washed with brine (3 chi 200 mL), dried over anhydrous Na2S(, filtered and concentrated in vacuo. The residue was purified by column chromatography on silica gel (petroleum ether/ethyl acetate = 30: 1- 15: 1), to yield the desired product as a light yellow solid. H NMR (400 MHz, C DC M: 5 8.29 (s, 1 H), 3.72 is. 1 1 1). 2.51 (s, I H), 1 .84 (s, 6 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-Methyl-4-nitro-1H-pyrazole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; DENALI THERAPEUTICS INC.; ESTRADA, Anthony A.; FENG, Jianwen A.; LYSSIKATOS, Joseph P.; SWEENEY, Zachary K.; DE VICENTE FIDALGO, Javier; (271 pag.)WO2017/87905; (2017); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

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. 304903-10-4, name is 1-Ethyl-1H-pyrazole-4-carbaldehyde, A new synthetic method of this compound is introduced below., Quality Control of 1-Ethyl-1H-pyrazole-4-carbaldehyde

in room temperature, Mix 1-ethyl-1H-pyrazole-4-carbaldehyde (12.4 g, 0.1 mol), sodium bromate (30.2 g, 0.2 mol) and 200 g of acetic acid, and add 50 g of ammonia containing 25% molecular weight of ammonia. And 600 ml of water, heated to 90 C, the reaction is exothermic, maintain the reaction temperature of 100 C, reflux reaction for 1 hour until 1-ethyl-1H-pyrazole-4-carbaldehyde complete reaction, the reaction solution is cooled to room temperature, poured into The mixture was diluted with ice water, neutralized until the reaction solution was neutral, extracted with ethyl acetate, dried, concentrated, and then distilled under reduced pressure and recrystallized to give 11.1 g of product, yield 92%, purity over 99%.

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.

Reference:
Patent; Changsha Luxing Biological Technology Co., Ltd.; Tan Yongjun; (14 pag.)CN108707113; (2018); A;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Synthetic Route of 99662-34-7, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 99662-34-7 name is 4-Pyrazol-1-yl-benzaldehyde, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

[0419] A mixture of 4-(1H-pyrazol-1-yl)benzaldehyde (prepared as described in J. Med Chem. 1998, 41, 2390) (1.65 g, 9.58 mmol), (1,3-dioxolan-2-ylmethyl)triphenylphosphonium bromide (6.45 g, 15.02 mmol), and TDA-1 (3.20 mL, 10.00 mmol) in dichloromethane (50 mL) and sat. aq. K2CO3 (50 mL) was heated to reflux for 20 h. The layers were separated and the aqueous layer was extracted with dichloromethane (2×25 mL). The combined organic layers were washed with water (50 mL) and brine (50 mL), dried (MgSO4), and concentrated. THF (25 mL) and 10% HCl (25 mL) were added and the mixture was stirred for 1 h at rt. The reaction mixture was cooled to 0 C., made basic with 10% NaOH, and extracted with ethyl acetate (3×25 mL). The combined organic layers were washed with water (50 mL) and brine (50 mL), dried (MgSO4), and concentrated. Purification by chromatography (SiO2, 3:1 hexane/ethyl acetate) provided 1.69 g (89%) of the title compound as a yellow solid. MS 199 (M+H)+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-Pyrazol-1-yl-benzaldehyde, and friends who are interested can also refer to it.

Reference:
Patent; Henninger, Todd C.; Macielag, Mark J.; Marinelli, Brett A.; Zhu, Bin; US2004/18994; (2004); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 37622-90-5, name is Ethyl 4-pyrazolecarboxylate, 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 37622-90-5, Recommanded Product: Ethyl 4-pyrazolecarboxylate

A mixture of 1H-pyrazole-4-carboxylic acid ethyl ester (5.0 g, 35.7 mmol), PIVIBC1 (6.2 g, 39.3 mmol) and K2C03 (7.4 g, 53.6 mmol) in MeCN(100 mL) was refluxed for 16 hrs. Excessive K2C03 was removed by filtration and the filtrate was concentrated to dryness. The residue was purified by silica gel column (PE/EA = 5/1) to give 1-(4-methoxy-benzyl)-1H-pyrazole- 4-carboxylic acid ethyl ester (9.5 g, yield: >100%) as a colorless oil.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; SANFORD BURNHAM PREBYS MEDICAL DISCOVERY INSTITUTE; GARDELL, Stephen; PINKERTON, Anthony B.; SERGIENKO, Eduard; SESSIONS, Hampton; (428 pag.)WO2018/132372; (2018); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 1572-10-7, name is 3-Amino-5-phenylpyrazole, 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 1572-10-7, Computed Properties of C9H9N3

4-chloro-7-(isothiocyanate deacetyl amide) colchicine (82 mg, 0.189 mmol) was dissolved in DMF (1 mL). 3-amino-5-phenylpyrazole (36 mg, 0.189×1.2 mmol) was added, and stirred at 80 degrees C overnight. The solvent was distilled off after the reaction. Chloroform was added and washed with saturated sodium bicarbonate solution, dried with magnesium sulfate and the solvent was distilled off. The residue was purified by Silica gel column chromatography (Biotage Isolera One,SANP 25 g, chloroform/methanol) to obtain title compound (a yellowsolid, 113 mg, quant.) .

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-Amino-5-phenylpyrazole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; CHIBA UNIVERSITY; YAKULTHONSHA COMPANY LIMITED; TAKAYAMA, HIROMITSU; YASOBU, NAOKO; KITAJIMA, MARIKO; YAEGASHI, TAKASHI; MATSUZAKI, TAKESHI; NAGAOKA, MASATO; HASHIMOTO, SHUSUKE; NISHIYAMA, HIROYUKI; SUGIMOTO, TAKUYA; ONO, MASAHIRO; (176 pag.)JP5829520; (2015); B2;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 309740-49-6, name is Methyl 1-methyl-4-nitro-1H-pyrazole-5-carboxylate, 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 309740-49-6, Recommanded Product: Methyl 1-methyl-4-nitro-1H-pyrazole-5-carboxylate

(3) Compound(1)(17.0 g) was added to 28% ammonia water(285 mL) and the mixture was stirred at 60C for 6 hours. After standing to cool, the reaction solution was concentrated under reduced pressure to give Compound(2)(16.0 g) as a colorless solid. ESI-MS(m/e):169[M-H]-.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; Mitsubishi Tanabe Pharma Corporation; EP1970373; (2008); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics