Month: August 2021

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. 180207-57-2, name is 2-(1H-Pyrazol-4-yl)ethanol belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. category: pyrazoles-derivatives

EXAMPLE 11; Preparation of 2-(4-(2-Chlorophenyl)-2-{4-[2-(1H-pyrazol-4-yl)ethoxy]phenyl}-thien-3-yl)-N-(diaminomethylene)acetamide; To a solution of methyl [4-(2-chlorophenyl)-2-(4-hydroxyphenyl)thien-3-yl]acetate (0.485 g, 1.35 mmol), 2-(1H-pyrazol-4-yl)-ethanol (0.166 g, 1.48 mmol), and PPh3 (0.388 g, 1.4 mmol) in THF (3 mL) was added at 0 C. diethyl azo-dicarboxylate (DEAD) (0.265 g, 0.24 mL, 1.52 mmol). The solution was stirred overnight and the solvent removed. The product was purified directly by flash chromatography (20:1 CHCl3:MeOH) to yield methyl (4-(2-chlorophenyl)-2-{4-[2-(1H-pyrazol-4-yl)ethoxy]phenyl}thien-3-yl)acetate (0.565 g). This material was reacted as in Example 1, Steps 7 and 8 to yield 2-(4-(2-chlorophenyl)-2-{4-[2-(1H-pyrazol-4-yl)ethoxy]phenyl}thien-3-yl)-N-(diaminomethylene)acetamide (0.151 g) as a white solid. mp 71-72 C.; 1H NMR (500 MHz, DMSO-d6) delta: 2.90 (t, 2H, J=6.7 Hz), 3.50 (s, 2H), 4.15 (t, 2H, J=6.9 Hz), 7.05 (m, 2H), 7.44 (m, 6H), 7.55 (m, 2H), 7.70 (s, 1H). MS (ES) m/z 478.1 ([M-H]-). MS (ES) m/z 538.1 ([M+CH3COO]-). MS (ES) m/z 957.3 ([2M-H]-). Anal. Calcd for C24H22ClN5O2S.H2O: C, 57.88; H, 4.86; N, 14.06. Found: C, 55.49; H, 5.37; N, 14.80. A description of 2-(1H-pyrazol-4-yl)-ethanol can be found in Jones and Mann, J. Am. Chem. Soc., 75, 4048-52; 1953.

The synthetic route of 180207-57-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Wyeth; US2006/183792; (2006); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 181585-93-3, name is Methyl 5-nitro-1H-pyrazole-3-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 181585-93-3, SDS of cas: 181585-93-3

Methyl 3-nitro-1H-pyrazole-5-carboxylate (1.71 g,10 mM) was dissolved in methanol (40 mL), and 10% Pd/C (0.26 g) was added. Hydrogenation wascarried out in a Paar apparatus under 5 bar. After 24 h, the catalyst was filtered o and washedby methanol. The solvent was evaporated by reduced pressure, and the residue was crystallizedfrom ethanol (10 mL). Yield: 1.14 g, 81%. Melting point by DSC: 116 and 142 C (Figure S23). TLC:CHCl3/MeOH/AcOH (90:8:2) Rf = 0.43. Elemental analysis for C5H7N3O2: calculated C, 42.55%; H,4.96%; N, 29.79%; found: C, 42.70%; H, 5.00%; N, 29.71%. 1H NMR (400MHz, DMSO-d6) delta(ppm):tautomer T5; 12.16 (1H, s, N-HPz), 5.68 (1H, s, C-HPz), 5.19 (2H, s, NH2), 3.75 (3H, s, CH3), tautomerT3; 12.60 (1H, s, N-HPz), 5.92 (1H, s, C-HPz), 4.81 (2H, s, NH2), 3.75 (3H, s, CH3) (Figure S15). 13CNMR (400 MHz, DMSO-d6)delta (ppm): tautomer T5; 159.65 (C=O), 148.85 (C-NH2), 132.54 (C-C=O),89.04 (C4-H), tautomer T3; 162.87 (C=O), 156.20 (C-NH2), 142.35 (C-C=O), 94.27 (C4-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:
Article; Kusakiewicz-Dawid, Anna; Porada, Monika; Dziuk, B?azej; Siod?ak, Dawid; Molecules; vol. 24; 14; (2019);,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Reference of 31108-57-3, 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. 31108-57-3, name is 1H-Pyrazole-4-carbonitrile belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

Example 118: N-(5-(4-Cyano-lH-pyrazol-l-yl)pyridin-3-yl)-2-((5-(trifluoromethyl)pyridin-2- yl)amino)isonicotinamide. To an oven dried vial with a stir bar, N-(5- bromopyridin-3 -yl)-2-((5 -(trifluoromethyl)pyridin-2-yl)amino)isonicotinamide (0.02 g, 0.046 mmol), RockPhos (0.428 mg, 0.913 (0.042 g, 0.046 mmol),lH-pyrazole-4-carbonitrile (4.25 mg, 0.046 mmol) and K3P04 (9.69 mg, 0.046 mmol) were added. The solid mixture was purged with N2 (degassed and flushed) (3x). Then tBuOH (lmL) was added. The vial was degassed and flushed with N2 (3x) and the vessel was capped and placed in a preheated oil bath at 120 C for 5 hrs. The reaction mixture was diluted with ethyl acetate and washed with ammonium chloride. The org layer was dried over sodium sulfate, filtered and then concentrated. The residue was purified by prep LCMS to give desired prod. 1H NMR (500 MHz, DMSO-d6) delta ppm 11.02 (br. s., 1 H) 10.55 (s, 1 H) 9.48 (s, 1 H) 8.98 (d, J=1.83 Hz, 1 H) 8.90 (d, J=2.14 Hz, 1 H) 8.84 (t, J=2.29 Hz, 1 H) 8.65 (s, 1 H) 8.52 (d, J=5.19 Hz, 1 H) 8.48 (s, 1 H) 8.28 (s, 1 H) 8.07 (dd, J=8.85, 2.44 Hz, 1 H) 7.90 – 7.98 (m, 1 H) 7.51 (dd, J=5.19, 1.22 Hz, 1 H). MS (ESI) (m/z): 451.1(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, 1H-Pyrazole-4-carbonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; LUO, Guanglin; CHEN, Ling; DUBOWCHIK, Gene M.; JACUTIN-PORTE, Swanee E.; VRUDHULA, Vivekananda M.; PAN, Senliang; SIVAPRAKASAM, Prasanna; MACOR, John E.; WO2015/69594; (2015); A1;,
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

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: 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

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

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

Adding a certain compound to certain chemical reactions, such as: 330792-70-6, name is 3-Amino-5-(4-phenoxyphenyl)pyrazole-4-carbonitrile, 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 330792-70-6, COA of Formula: C16H12N4O

To a solution of tert-butyl 3 -(tosyloxy)piperidine- 1 -carboxylate (355 mg, 1.0 mmol) and 5-amino-3-(4-phenoxyphenyl)-1H-pyrazole-4-carbonitrile (276 mg, 1.0 mmol) in 5 mL of DIVIF is added Cs2CO3 (650 mg, 2.0 mmol). A tosyloxy leaving group is employed in this reaction. The mixture is stirred at RT for 16 hours, 75 C for 3 hours and 60 C for 16 hours. The mixture is concentrated washed with brine (100 mL x 3) and dried over Na2504. The material is concentrated and purified by chromatography column on silica gel (eluted with petroleum ether/ethyl actate = 3/1) to afford 60 mg (13%) of tert-butyl 3-(5-amino-4-cyano-3-(4- phenoxyphenyl)- 1H-pyrazol- 1 -yl)piperidine- 1 -carboxylate as a yellow oil.

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-(4-phenoxyphenyl)pyrazole-4-carbonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ACERTA PHARMA B.V.; ROTHBAUM, Wayne; LANNUTTI, Brian; (349 pag.)WO2017/46747; (2017); A1;,
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