Tag: M.W:100-200

Reference of 796729-10-7, The chemical industry reduces the impact on the environment during synthesis 796729-10-7, name is 5,6-Dihydro-4H-pyrrolo[1,2-b]pyrazole-3-carboxylic acid, I believe this compound will play a more active role in future production and life.

Add 5,6-dihydro-4H-pyrrolo[1,2-b]pyrazole-3-carboxylic acid (0.81 g, 5.3 mmol) and 15 mL of 1,4-dioxane, benzyl alcohol to a 50 mL single-mouth vial (0.83 mL, 8.0 mmol), DIPEA (1.8 mL, 11.0 mmol), and DPPA (2.20 g,8.0 mmol), refluxing at 110 C overnight, the reaction was completed by TLC, cooled to 0 C, suction filtration,Obtained 0.98 g of a pale yellow solid in a yield of 72%.

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, 5,6-Dihydro-4H-pyrrolo[1,2-b]pyrazole-3-carboxylic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Guangdong Dongyangguang Pharmaceutical Co., Ltd.; Lin Xinglong; Xie Hongming; Hu Yangxiao; Li Shiguang; Zhang Yingjun; Tan Yumei; Yuan Mingyun; (124 pag.)CN108948019; (2018); A;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

128694-63-3, name is 1-Methyl-3-(trifluoromethyl)-1H-pyrazole-5-carboxylic acid, 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. name: 1-Methyl-3-(trifluoromethyl)-1H-pyrazole-5-carboxylic acid

Chemical synthesis of compound 16677. For synthesis of compound 16677, 1-methyl-3-trifluoromethyl-5-pyrazolecarboxylic acid 3 (Scheme 1, FIG. 10) was prepared from commercially available compound 1 as previously described (Schlosser et al., (2002) Eur. J. Org. Chem. 2002(17), 2913-2920). Compound 3 (820 mg, 4.2 mmol) in dichloromethane (10 ml) was treated with oxalyl chloride (2.0 M in CH2Cl2, 8.5 mmol, 4.2 ml) and a catalytic amount of DMF. The reaction mixture was incubated at room temperature for 5 hours. Evaporation of solvent delivered yellow acyl chloride 4 in quantitative yield.

The synthetic route of 128694-63-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Plemper, Richard K.; Snyder, James P.; Sun, Aiming; US2011/160188; (2011); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Application of 873191-23-2,Some common heterocyclic compound, 873191-23-2, name is 5-(Bromomethyl)-1,3-dimethyl-1H-pyrazole, molecular formula is C6H9BrN2, 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.

BEMP (137 mul_, 0.47 mmol) is added to a solution of (2-methyl-1/-/-pyrrolo[2,3- 6]pyridin-3-yl)-acetic acid methyl ester (60 mg, 0.29 mmol) in DMF (0.8 ml_). After 35 minutes, the diethyl ether layer from Step 71a (1.8 mL) is added. After 3 days, the reaction is partitioned between water and 1 :1 EtOAc/ether. The organic layer is washed with brine then evaporated. The residue is purified by flash column chromatography (49:1 EtOAc/MeOH elution) to furnish [1-(2,5-dimethyl-2H-pyrazol-3-ylmethyl)-2-methyl-1/-/- pyrrolo[2,3-/)]pyridin-3-yl]-acetic acid methyl ester; MH+ = 313.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5-(Bromomethyl)-1,3-dimethyl-1H-pyrazole, its application will become more common.

Reference:
Patent; NOVARTIS AG; NOVARTIS PHARMA GMBH; WO2007/68418; (2007); 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. 107862-65-7, name is 5,6-Dihydro-4H-pyrrolo[1,2-b]pyrazole, A new synthetic method of this compound is introduced below., Safety of 5,6-Dihydro-4H-pyrrolo[1,2-b]pyrazole

To a solution of 5,6-dihydro-4H-pyrrolo[l ,2-Z?]pyrazole (47.2 g, 437 mmol) and sodium acetate (36.2 g, 440 mmol) in acetic acid (750 mL) at 0C was added bromine (22.4 mL, 435 mmol). After 10 minutes, the reaction mixture was neutralized with saturated aqueous sodium bicarbonate and extracted with ethyl acetate (5 x 200 mL). The organic layers were combined, dried over magnesium sulfate, and concentrated under reduced pressure to afford 3-bromo-5,6-dihydro-4H-pyrrolo[l,2-6]pyrazole.

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; MERCK SHARP & DOHME CORP.; ALTMAN, Michael, D.; BIENSTOCK, Corey, E.; BUTCHER, John, W.; CHILDERS, Kaleen Konrad; DI FRANCESCO, Maria Emilia; DONOFRIO, Anthony; ELLIS, John Michael; FISCHER, Christian; HAIDLE, Andrew, M.; JEWELL, James, P.; KNOWLES, Sandra Lee; NORTHRUP, Alan, B.; OTTE, Ryan, D.; PETERSON, Scott, L.; SMITH, Graham Frank; WO2013/52394; (2013); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Some common heterocyclic compound, 948571-47-9, name is 2-(4-Amino-1H-pyrazol-1-yl)ethanol, molecular formula is C5H9N3O, 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 2-(4-Amino-1H-pyrazol-1-yl)ethanol

General procedure: A solution of compound 1 (0.15 mmol), 2 (0.1 mmol) and Et3N (20 mmol%) in DCM (1.0 mL) was reacted at room temperature for appropriate times (monitored by TLC). After removal of the solvent under reduced pressure, the crude product was purified directly by column chromatography on silica gel (hexanes/EtOAc=5/1-2/1) to afford the desired products.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 948571-47-9, its application will become more common.

Reference:
Article; Wang, Xiao-Wei; Li, Peng; Xiao, Hua; Zhu, Shi-Zheng; Zhao, Gang; Tetrahedron; vol. 67; 39; (2011); p. 7618 – 7621;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

1072-91-9, name is 1,3,5-Trimethylpyrazole, 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. Application In Synthesis of 1,3,5-Trimethylpyrazole

General procedure: SOCl2 (5 mL) was added to a round-bottom flask, and then 1a-i(1.0 mmol) and a catalytic amount of DMF (0.1 mmol) were added. Themixture was heated to reflux for 4 h (reaction monitored by HPLC),then excess SOCl2 was evaporated under reduced pressure. The residuewas dispersed in H2O (200 mL) and extracted with AcOEt. The organicphase was separated, dried, and concentrated. It was then purified byflash column chromatography (eluent: ethyl acetate/petroleum ether,1 : 10 v/v) to afford 2a-i.

The synthetic route of 1072-91-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Li, Yi; Liu, Yuanyuan; Xu, Guanghui; Chen, Kai; He, Guangke; Huang, Bin; Journal of Chemical Research; vol. 38; 11; (2014); p. 658 – 661;,
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. 796729-03-8, name is 5,6-Dihydro-4H-pyrrolo[1,2-b]pyrazole-2-carboxylic acid, A new synthetic method of this compound is introduced below., HPLC of Formula: C7H8N2O2

Step (c) N-((ls,4s)-4-(2-(3′-(3-((3S,5R)-3,5-Dimethylpiperazin-l-yl)propyl)biphenyl-3- yloxy)-5-fluoronicotinamido)cyclohexyl)-5,6-dihydro-4H-pyrrolo[l,2-b]pyrazole-2- carboxamideTo a stirred solution of N-((ls,4s)-4-aminocyclohexyl)-2-(3′-(3-((3S,5R)-3,5- dimethylpiperazin- 1 -yl)propyl)biphenyl-3-yloxy)-5-fluoronicotinamide hydrochloride (0.180 g, 0.28 mmol) in acetonitrile (2 mL) was added 5,6-dihydro-4H-pyrrolo[l,2-b]pyrazole-2- carboxylic acid (0.052 g, 0.34 mmol) and triethylamine (0.397 mL, 2.85 mmol). The reaction mixture was stirred at RT for 10 min. 1-Propanephosphonic acid cyclic anhydride, 1.57M solution in THF (0.228 mL, 0.34 mmol) was added and the reaction mixture was stirred at RT under nitrogen for 2 h then concentrated to give crude product. The crude product was purified by preparative HPLC on a Waters X-Bridge column using a 70-20% gradient of aqueous 0.2% TFA in methanol as eluent. The fractions containing the desired compound were evaporated to dryness to afford the title compound as a white solid. Yield: 14 mg 1H NMR (400 MHz, CD3OD) delta 8.05 (s, IH), 8.01 (d, J= 8.3 Hz, IH), 7.42 (s, 2H), 7.38 – 7.32 (m, 3H), 7.27 – 7.23 (m, IH), 7.16 – 7.06 (m, 2H), 6.30 (s, IH), 4.08 – 4.02 (m, IH), 3.95 – 3.91 (m, 2H), 3.88 – 3.69 (m, 3H), 3.06 – 2.94 (m, 2H), 2.80 – 2.75 (m, 2H), 2.69 – 2.58 (m, 2H), 2.54 – 2.44 (m, 2H), 2.10 – 1.95 (m, 2H), 1.84 – 1.65 (m, 6H), 1.64 – 1.52 (m, 4H), 1.40 – 1.25 (m, 6H), 0.97 – 0.90 (m, IH). [M+H]+=694 (calc=694) (MultiMode+)

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; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2009/144494; (2009); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 25700-12-3, name is 3-(1H-Pyrazol-1-yl)pyridine, 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 25700-12-3, Formula: C8H7N3

Step 2: Preparation of 3-(4-nitro-pyrazol-1-yl)-pyridine 3-Pyrazol-1-yl-pyridine (2 g, 0.032 mol) was dissolved in concentrated H2SO4 (32 mL 0.598 mmol) and cooled to -5 C. using an ice bath. To the reaction mass, a 1:1 mixture of concentrated HNO3 (30 mL, 0.673 mmol) and concentrated H2SO4 (30 ml, 15 Vol.) was added dropwise over a period of 30 min. Cooling was discontinued and the reaction mixture was stirred at room temperature overnight. After the reaction was complete, the mixture was poured over crushed ice and neutralized with saturated NaHCO3, filtered, washed with water and dried to furnish the nitro pyrazole as pale yellow solid (1.8 g, 68%): 1H NMR (400 MHz, DMSO-d6) delta 9.03 (d, J=2.8 Hz, 1H); 8.70 (dd, J=4.8, 1.6 Hz, 1H), 8.69 (s, 1H), 8.33 (s, 1H), 8.11-8.08 (m, 1H), 7.51 (dd, J=8.4, 4.8 Hz, 1H); MS (m/z) 191 [M+1].

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-(1H-Pyrazol-1-yl)pyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Yap, Maurice C.H.; Buysse, Ann M.; Knueppel, Daniel; Zhang, Yu; Garizi, Negar; Niyaz, Noormohamed M.; Lowe, Christian T.; Hunter, Ricky; Trullinger, Tony K.; Demeter, David A.; Pernich, Dan; Deamicis, Carl; Ross, JR., Ronald; Johnson, Timothy C.; US2012/110702; (2012); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 873191-23-2, name is 5-(Bromomethyl)-1,3-dimethyl-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 873191-23-2, name: 5-(Bromomethyl)-1,3-dimethyl-1H-pyrazole

Amixture of 83mg G2 (0.25 mmol, 1.00 equiv.), 48 mg S-bromomethyl-ljS-dimethyl-l//-pyrazole (C3) (0.25 mmol, 1.00 equiv.) and 38 mg potassium carbonate (0.28 mmol, 1.10equiv.) in DMF was stirred for 44 h at room temperature then partitioned between 20mL eachwater and 3:1 diethyl etherdichloromethane. The separated aqueous layer was extracted with2x20mL 3:1 diethyl ether:dichloromethane. The combined organic extracts were washedwith 3x20mL water and 20mL brine. The organic separation was dried over magnesiumsulfate, filtered and concentrated in vacuo to afford a yellow glassy solid. The product waspurified by column chromatography on silica gel, eluting with 4% methanol indichloromethane. Purified product G3 isolated as an off-white solid, 73mg.

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; AMGEN SF, LLC; WO2006/4925; (2006); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 3273-44-7, name is 5-Methyl-1H-pyrazole-3-carbaldehyde, This compound has unique chemical properties. The synthetic route is as follows., Computed Properties of C5H6N2O

General procedure: To a suspension of 5-methyl-1H-pyrazole-3-carbaldehyde (18; 2-6 equiv) in anhydrous THF (10 mL) (in the case of the synthesis of 1) or MeOH (in the case of the synthesis of 2-5 and 11), the corresponding derivative bearing one to three amino groups (17,21 25-289d,11 or 36,4c see Scheme 1 and Scheme 2) (1 equiv), dissolved in anhydrous MeOH (5 mL), was added. The resulting mixture was heated at reflux until a clear solution resulted and then stirred at r.t. (up to 4 days, TLC analysis). The resulting imines were reduced without further purification by addition of NaBH4 (3-9 equiv) in portions. After complete addition of the reducing agent, the reaction mixture was stirred for 24 h at r.t. and then the solvent was removed under reduced pressure. The residue was suspended in CHCl3-H2O (1:1, 10 mL) and stirred for 12 h at r.t. The resulting suspension was extracted with CHCl3 (3 ¡Á 20 mL), dried over MgSO4, and the solvent was removed. The crude product was purified by column chromatography.

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 3273-44-7.

Reference:
Article; Koch, Niklas; Seichter, Wilhelm; Mazik, Monika; Synthesis; vol. 48; 17; (2016); p. 2757 – 2767;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics