Tag: M.W=0-100

Some common heterocyclic compound, 2817-71-2, name is 1-Ethylpyrazole, molecular formula is C5H8N2, 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. name: 1-Ethylpyrazole

General procedure: In athree-necked bottle, 0.82 g (10 mmol)1-methylpyrazole and 1.25 g(10mmol) bromoethanolwere added into 10mL CH3CN. Then, themixtureswere stirred at reflux temperature for 48 h in a nitrogen atmosphere.After the reaction, the volatiles were removed under reducedpressure. The residual was washed several times by ethyl acetate togive a white solid. After filtration and drying in vacuum, the pureHEMPzBr was obtained: 1.532 g, yield 74%, white solid. 1H NMR(400 MHz, DMSO-d6) delta 8.58 (dd, J = 21.9, 2.8 Hz, 2H, Pz-H), 6.86 (t, J = 3.1 Hz, 1H, Pz-H), 5.26 (s, 1H, -OH), 4.61 (t, J = 5.0 Hz, 2H, -CH2-),4.20 (s, 3H, -CH3), 3.76 (t, J = 5.2 Hz, 2H, -CH2-).13C NMR (101 MHz,D2O) delta 138.38, 137.98, 107.43, 59.34, 52.34, 37.61. HR-MS (QTOF)calcd. for [C6H11N2O+] (m/z): 127.0866, found: 127.0868.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2817-71-2, its application will become more common.

Reference:
Article; Wang, Tengfei; Ma, Yuan; Jiang, Jiamin; Zhu, Xinrui; Fan, Baowan; Yu, Guanyao; Li, Ningning; Wang, Shasha; Ren, Tiegang; Wang, Li; Zhang, Jinglai; Journal of Molecular Liquids; vol. 293; (2019);,
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. 64781-79-9, name is 4-Methyl-1H-pyrazol-3-amine, A new synthetic method of this compound is introduced below., Recommanded Product: 4-Methyl-1H-pyrazol-3-amine

EXAMPLE 28 3-Methyl-7-(3-thienyl)pyrazolo[1,5-a]pyrimidine A mixture of 0.01 mole of 3-dimethylamino-1-(3-thienyl)-2-propen-1-one and 0.01 mole of 3-amino-4-methylpyrazole in glacial acetic acid is heated at reflux temperature for 8 hours. The solvent is removed in vacuo to give the product of the example.

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; American Cyanamid Company; US4281000; (1981); A;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Related Products of 1904-31-0, The chemical industry reduces the impact on the environment during synthesis 1904-31-0, name is 1-Methyl-1H-pyrazol-3-amine, I believe this compound will play a more active role in future production and life.

3,5-Dibromo-1-methyl-1H-pyridin-2-one (469 mg, 1.76 mmol), 1-Methyl-1H-pyrazol-3-ylamine (205 mg, 2.11 mmol), tris(dibenzylidineacetone)dipalladium(0) (80 mg, 0.087 mmol), 2,2′-bis(diphenylphosphino-1,1′-binaphthalene (82 mg, 0.13 mmol), and cesium carbonate (801 mg, 2.46 mmol) were deposited in a sealed vial with 10 mL toluene. This was heated at 130 C. for 18 hours. The resulting mixture was poured into 50 mL water. This was extracted with ethylacetate. The ethylacetate layer was washed with brine, dried over anhydrous magnesium sulfate, filtered, concentrated in vacuo, and purified by flash chromatography (eluted with ethylacete/hexanes) to yield 5-Bromo-1-methyl-3-(1-methyl-1H-pyrazol-3-ylamino)-1H-pyridin-2-one (271 mg, 0.957 mmol). MS (ESI) 284.9 (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, 1-Methyl-1H-pyrazol-3-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Berthel, Steven; Firooznia, Fariborz; Fishlock, Daniel; Hong, Jun-Bae; Lou, Yan; Lucas, Matthew; Owens, Timothy D.; Sarma, Keshab; Sweeney, Zachary Kevin; Taygerly, Joshua Paul Gergely; US2010/222325; (2010); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 930-36-9, name is 1-Methylpyrazole, 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 930-36-9, SDS of cas: 930-36-9

Phosphorus oxychloride (6.92 g, 45.1 mmol, 1.50 equiv.) was cooled to 0 0C and then added drop-wise to anhydrous DMF (3.50 mL, 45.2 mmol, 1.50 equiv.) at 0 0C. The mixture was stirred 1 hour at room temperature and was then heated to 80 0C. The compound of formula VIII (2.50 mL, 30.2 mmol) was then added drop-wise to the reaction, and the resulting mixture was stirred 3 hours at 95 0C. The reaction was then quenched by slow addition to ice (40 g). The pH of the resulting solution was 2, and it was raised to 5 by slow addition of 12N aqueous sodium hydroxide solution (11.2 mL). The resulting aqueous solution was extracted with dichloromethane and/or ether (7 x 40 mL), and additional sodium hydroxide was added during extraction, as needed, to maintain a pH of 5. The extracts were then combined, dried over sodium sulfate, filtered and concentrated to yield a brown oil (3.79 g, 59% yield).

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; SCHERING CORPORATION; WO2008/153870; (2008); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

1904-31-0, name is 1-Methyl-1H-pyrazol-3-amine, 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. COA of Formula: C4H7N3

Synthesis Example 4 Synthesis of ethyl 3-chloro-1-methyl-5-pyrazolecarboxylate (Compound No. 4.3 (a) of the invention) 6.5 g of 3-amino-1-methylpyrazole was dissolved in 55 ml of conc. hydrochloric acid. To this solution was added dropwise a solution of 6.22 g of sodium nitrite in 12.5 ml of water while maintaining the temperature of from 0° to 5° C. through cooling with ice. After the completion of the dropwise addition, the stirring was continued at this temperature for 1 hour. The above-mentioned diazonium solution was added dropwise to a suspension of 7 g of cuprous chloride in 55 ml of chloroform. 2 g of cuprous chloride were twice added thereto during that time. After the completion of the dropwise addition, the mixture was reacted at 50° C. for 5 hours, and was then stirred at room temperature for 15 hours. This solution was filtered using a Celite, and was then neutralized with a sodium carbonate aqueous solution. The chloroform layer was extracted, and the aqueous layer was further extracted twice with 50 ml of chloroform. The combined chloroform solution was washed with a saturated aqueous solution of sodium chloride, and was dried over anhydrous sodium sulfate. The solvent was distilled off under reduced pressure to obtain 7 g of a crude product. This crude product was purified through silica-gel column chromatography to obtain 5.2 g of 3-chloro-1-methylpyrazole as a yellow oil.

The synthetic route of 1904-31-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Nissan Chemical Industries, Ltd.; US5817829; (1998); A;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

These common heterocyclic compound, 1904-31-0, name is 1-Methyl-1H-pyrazol-3-amine, 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. Quality Control of 1-Methyl-1H-pyrazol-3-amine

Step 1: (S) -tert-Butyl (1- (2- (3- (cyclopropylmethoxy) -4- (difluoromethoxy) phenyl) -4- ( (1-methyl-1H-pyrazol-3-yl) carbamoyl) oxazol-5-yl) ethyl) carbamate[2043]To 15 mL of dichloromethane were added (S) -5- (1- ( (tert-butoxycarbonyl) amino) ethyl) -2- (3- (cyclopropylmethoxy) -4- (difluoromethoxy) phenyl) oxazole-4-carboxylic acid (250 mg, 0.53 mmol) , 3-amino-1-methylpyrazole (62 mg, 0.64 mmol) , 1- (3-dimethylaminopropyl) -3-ethylcarbodiimide hydrochloride (153 mg, 0.80 mmol) and 1-hydroxy-7-azabenzotriazole (182 mg, 1.33 mmol) . To the mixture was added N, N-diisopropylethylamine (0.37 mL, 2.14 mmol) dropwise at 0 . The resulting mixture was stirred at rt for 3.5 hours. The reaction mixture was washed with water (10 mL × 2) and the organic layer was dried over anhydrous sodium sulfate. The organic solvent was removed and the residue was purified by silica gel column chromatography (PE/EtOAc (v/v) 2/1) to give a white solid (260 mg, 85) .[2044]1H NMR (400 MHz, CDCl3) : delta ppm 7.59 (s, 1H) , 7.58 ?7.55 (m, 1H) , 7.31 (d, J 2.1 Hz, 1H) , 7.25 (d, J 8.8 Hz, 1H) , 6.79 (d, J 2.2 Hz, 1H) , 6.71 (t, JF-H 75.1 Hz, 1H) , 5.36 ?5.32 (m, 1H) , 4.00 (d, J 7.0 Hz, 2H) , 3.86 (s, 3H) , 1.56 (d, J 7.0 Hz, 3H) , 1.43 (s, 9H) , 1.37 ?1.32 (m, 1H) , 0.73 ?0.68 (m, 2H) , 0.46 ?0.42 (m, 2H) and MS-ESI: m/z 548.8 [M+H]+.

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

Reference:
Patent; SUNSHINE LAKE PHARMA CO., LTD.; LIU, Bing; YU, Tianzhu; ZHANG, Yingjun; ZHANG, Xiangyu; ZHANG, Shiguo; CHENG, Changchung; ZHANG, Jiancun; WO2015/161830; (2015); 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 694-31-5 as follows. Quality Control of 1,5-Dimethyl-1H-pyrazole

N-Iodosuccinimide (35.8 g, 159 mmol) was added to a 10 C. solution of 1,5-dimethyl-1H-pyrazole (15.3 g, 159 mmol) in N,N-dimethylformamide (20 mL). The reaction mixture was stirred at 10 C. for 16 hours, and at 15 C. for 48 hours, whereupon it was diluted with ethyl acetate (500 mL) and washed sequentially with water (3*100 mL), aqueous sodium sulfite solution (100 mL), and saturated aqueous sodium chloride solution (50 mL). The organic layer was dried over sodium sulfate, filtered, and concentrated in vacuo to afford the product as a white solid. Yield: 28.0 g, 126 mmol, 79%. 1H NMR (400 MHz, CDCl3) delta 7.41 (s, 1H), 3.85 (s, 3H), 2.29 (s, 3H).

According to the analysis of related databases, 694-31-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Pfizer Inc.; Kablaoui, Natasha Mariam; Green, Michael Eric; Montgomery, Justin Ian; Brodney, Michael Aaron; Verhoest, Patrick Robert; Kauffman, Gregory Wayne; Rankic, Danica Antonia; Mente, Scot Richard; Rogers, Bruce Nelsen; Arora, Kapildev Kashmirilal; Dunn, Matthew Francis; (98 pag.)US2018/148432; (2018); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Application of 28466-26-4, The chemical industry reduces the impact on the environment during synthesis 28466-26-4, name is 4-Aminopyrazole, I believe this compound will play a more active role in future production and life.

To a solution of 1 H-pyrazol-4-amine (1 g, 95% purity, 11 .4 mmol) in acetonitrile (57 mL) were added (bromomethyl)cyclopropane (1.65 ml, 17.1 mmol, GAS-RN 7051-34-5),powdered potassium carbonate (3.95 g, 28.6 mmol), and triethylamine (2.39 mL,17.1 mmol). The mixture was heated to 900 for 4h and stirred at room temperatureovernight. For work-up, it was filtered, and the solid was rinsed with ethyl acetate.Goncentration of the filtrate in vacuo followed by flash chromatography led to N(cyclopropylmethyl)-1 H-pyrazol-4-amine (416 mg, 24% yield, 90% purity).LG-MS (Method B): Rt = 0.54 mm; MS (ESIpos): m/z = 138 (M÷H)1HNMR (400MHz, DMSO-d6) oe [ppm]: 0.16 (m, 2H), 0.42 (m, 2H), 0.99 (m, 1H), 2.68 (m,2H), 4.23 (m, 1H), 7.03 (5, 2H), 12.01 (5, 1H).As additional fraction, N, N-bis(cyclopropylmethyl)- 1 H-pyrazol-4-am me was isolated(657 mg, 27% yield, 90% purity).LG-MS (Method B): Rt = 0.97 mm; MS (ESIpos): m/z = 192 (M÷H)1HNMR (400MHz, DMSO-d6) oe [ppm]: 0.06 (m, 4H), 0.33 (m, 4H), 0.84 (m, 2H), 2.82 (d,4H), 7.07 (5, 2H), 12.07 (5, 1H).

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-Aminopyrazole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; WERNER, Stefan; CLEVE, Arwed; (139 pag.)WO2018/210729; (2018); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Application of 28466-26-4, The chemical industry reduces the impact on the environment during synthesis 28466-26-4, name is 4-Aminopyrazole, I believe this compound will play a more active role in future production and life.

To a solution of 1 H-pyrazol-4-amine (1 g, 95% purity, 11 .4 mmol) in acetonitrile (57 mL) were added (bromomethyl)cyclopropane (1.65 ml, 17.1 mmol, GAS-RN 7051-34-5),powdered potassium carbonate (3.95 g, 28.6 mmol), and triethylamine (2.39 mL,17.1 mmol). The mixture was heated to 900 for 4h and stirred at room temperatureovernight. For work-up, it was filtered, and the solid was rinsed with ethyl acetate.Goncentration of the filtrate in vacuo followed by flash chromatography led to N(cyclopropylmethyl)-1 H-pyrazol-4-amine (416 mg, 24% yield, 90% purity).LG-MS (Method B): Rt = 0.54 mm; MS (ESIpos): m/z = 138 (M÷H)1HNMR (400MHz, DMSO-d6) oe [ppm]: 0.16 (m, 2H), 0.42 (m, 2H), 0.99 (m, 1H), 2.68 (m,2H), 4.23 (m, 1H), 7.03 (5, 2H), 12.01 (5, 1H).As additional fraction, N, N-bis(cyclopropylmethyl)- 1 H-pyrazol-4-am me was isolated(657 mg, 27% yield, 90% purity).LG-MS (Method B): Rt = 0.97 mm; MS (ESIpos): m/z = 192 (M÷H)1HNMR (400MHz, DMSO-d6) oe [ppm]: 0.06 (m, 4H), 0.33 (m, 4H), 0.84 (m, 2H), 2.82 (d,4H), 7.07 (5, 2H), 12.07 (5, 1H).

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-Aminopyrazole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; WERNER, Stefan; CLEVE, Arwed; (139 pag.)WO2018/210729; (2018); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Electric Literature of 1904-31-0, 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 1904-31-0 as follows.

To a suspension of 6-((6-bromo-1 H-[1 ,2,3]triazolo[4,5-b]pyrazin-1-yl)methyl)quinoline (68 mg, 0.2 mmol) (prepared from quinolin-6-ylmethanamine following the procedures of Compound 1 ) and 1-methyl-1 H-pyrazol-3-amine (20 mg, 0.22 mmol) in dioxane (5ml_) were added Cs2C03 (72 mg, 0.22 mmol) and H20 (0.5 ml_). The mixture was degassed and charged with N2 three times, then Pd2(dba)3 (0.02 mmol, 18 mg) and xantphos (0.04 mmol, 23 mg) were added. The resulting mixture was stirred at 120°C under one atmosphere of N2 overnight, then concentrated. The resulting residue was purified by chromatography to afford the title compound (10 mg). MS (m/z): 358 (M-M f.

According to the analysis of related databases, 1904-31-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; HUTCHISON MEDIPHARMA LIMITED; SU, Wei-Guo; JIA, Hong; DAI, Guangxiu; WO2011/79804; (2011); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics