Day: June 25, 2021

Adding a certain compound to certain chemical reactions, such as: 1151814-36-6, name is 1-Cyclopropyl-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 1151814-36-6, category: pyrazoles-derivatives

To a solution of crude 1 -cyclopropyl- lH-pyrazole (108 mg, 1.00 mmol) in CEtaCI3 (4 mL) at room temperature was added Br2 (51 uL, 1.0 mmol) via syringe. The orange solution was stirred for 1 h. The reaction was diluted with saturated aqueous Na2S2O3 (3 mL) and saturated aqueous NaHCO3 (3 mL). The mixture was extracted with CH2Cl2 (3 x 5 mL). The combined organic layers were dried over Na2Stheta4 and concentrated on a rotary evaporator without heating the sample to give 4-bromo-l -cyclopropyl- lH-pyrazole as a volatile, light yellow liquid that was used without further purification, m/z 187.3 [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-Cyclopropyl-1H-pyrazole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; LEMIEUX, Rene, Marc; BRUNETTE, Steven, Richard; HORAN, Joshua, Courtney; KOWALSKI, Jennifer, A.; LAWLOR, Michael, David; MCKIBBEN, Bryan; MILLER, Craig, Andrew; BARBOSA, Antonio, J.M.; WO2010/141273; (2010); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Synthetic Route of 948570-75-0, 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. 948570-75-0, name is 1-(2-Methoxyethyl)-4-nitro-1H-pyrazole belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

Add 1- (2-methoxyethyl) -4-nitro-1H-pyrazole (5g), Pd / C (1g) and 50mL ethanol to a single-necked bottle, replace the air with a hydrogen balloon, and react at room temperature for about 24h . After the reaction, the celite was filtered under reduced pressure and dried under reduced pressure. Get product.

The synthetic route of 1-(2-Methoxyethyl)-4-nitro-1H-pyrazole has been constantly updated, and we look forward to future research findings.

Reference:
Patent; China Pharmaceutical University; Chinese Academy Of Medical Sciences Pharmaceutical Institute; Zhang Dayong; Zhang Tiantai; Yin Yuan; Chen Chengjuan; Yu Runan; Shu Lei; (38 pag.)CN110885331; (2020); A;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 5334-40-7, name is 4-Nitro-1H-pyrazole-3-carboxylic acid, 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 5334-40-7, Computed Properties of C4H3N3O4

Step 1. Synthesis of methyl 4-nitro-1 /-/-pyrazole-3-carboxylate (C29). Fuming sulfuric acid (4 mL) was added to a solution of 4-nitro-1 /-/-pyrazole-3-carboxylic acid (16.0 g, 102 mmol) in methanol (200 mL), and the reaction was stirred at RT for 24 hours. The reaction mixture was concentrated, and the resulting solid was partitioned between EtOAc and water. The aqueous layer was extracted twice with EtOAc, and the combined organic layers were dried over magnesium sulfate, filtered and concentrated in vacuo, providing C29 as a white solid. Yield: 17.1 g, 99.9 mmol, 98%. LCMS m/z 170.0 (M-1 ). H NMR (400 MHz, CDCI3) delta 4.05 (s, 3H), 8.40 (s, 1 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, 4-Nitro-1H-pyrazole-3-carboxylic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; PFIZER INC.; DOUNAY, Amy Beth; MCALLISTER, Laura Ann; PARIKH, Vinod D; RONG, Suobao; VERHOEST, Patrick Robert; WO2012/73143; (2012); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Application of 5203-77-0, A common heterocyclic compound, 5203-77-0, name is 1,3-Dimethyl-1H-pyrazol-5-ol, molecular formula is C5H8N2O, 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.

General procedure: Intermediate 7 (4mmol), dissolved in dry dichloromethane (60mL), and PCl5 (4.2mmol) were added and stirred at room temperature for 1h. The solvent was moved out under reduced pressure to afford acid chloride, the acid chloride was then dissolved in dry CH2Cl2 (60mL), Then 1-methyl-1H-pyrazol-5-ol (4mmol) and Et3N (4.8mmol) were added to the above solution, and stirred for a further 18-24hat room temperature. After adding dichloromethane (30mL), the resultant mixture was washed sequentially with 2N hydrochloric acid (100mL), saturated NaHCO3 and saturated NaCl and dried over Na2SO4. The rest of the solution was evaporated in vacuum and purified by silica gel column chromatography using gradient elution of ethyl acetate/hexane (V:V = 1:2) to obtain the desired intermediate 8 as a write powder (30%-70%). 4.1.10 1-methyl-1H-pyrazol-5-yl3-methyl-2-oxo-1-propyl-2,3-dihydro-1H-benzo[d] imidazole- 5-carboxylate Yield: 45%. m.p. 107-108C. 1H NMR (600MHz, CDCl3) delta 8.01 (dd, J=8.4, 1.2Hz, 1H), 7.77 (d, J=1.2Hz, 1H), 7.48 (d, J=1.8Hz, 1H), 7.10 (d, J=8.4Hz, 1H), 6.20 (d, J=1.8Hz, 1H), 3.92 (t, J=7.2Hz, 2H), 3.80 (s, 3H), 3.51 (s, 3H), 1.91-1.71 (m, 2H), 1.00 (t, J=7.8Hz, 3H). EI-MS (m/z): 314.18 (M)+.

The synthetic route of 5203-77-0 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Xu, Yu-Ling; Lin, Hong-Yan; Ruan, Xu; Yang, Sheng-Gang; Hao, Ge-Fei; Yang, Wen-Chao; Yang, Guang-Fu; European Journal of Medicinal Chemistry; vol. 92; (2015); p. 427 – 438;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Synthetic Route of 3524-32-1, A common heterocyclic compound, 3524-32-1, name is 5-Amino-1,3-dimethylpyrazole, molecular formula is C5H9N3, 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.

N-Bromosuccinimide (3.20 g, 18.0 mmol) was added to a solution of 5-amino-1,3- dimethylpyrazole (2.00 g, 18.0 mmol) in acetonitrile (25 mL), and the mixture was stirred at room temperature for 1 h. The reaction mixture was partitioned between aq. NaHCO3 and EtOAc. Theaqueous layer was extracted with EtOAc. The combined EtOAc layers were washed (aq.Na2S2O3), dried (MgSO4) and concentrated in vacuo to yield the title compound as a red oil(2.85 g, 83%). 1H NMR OH (500 MHz, ODd3) 3.66 (5, 3H), 3.58 (br 5, 2H), 2.16 (5, 3H). LCMS1.73 mm

The synthetic route of 3524-32-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; REDAG CROP PROTECTION LTD.; URCH, Christopher, John; JACKSON, Victoria, Elizabeth; JORDAN, Linda; BAETZNER, Effi; MCGAW, Oliver, James, Stephen; (154 pag.)WO2019/20981; (2019); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Related Products of 35691-93-1, 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. 35691-93-1 name is Ethyl 3,5-dimethyl-1H-pyrazole-4-carboxylate, 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.

4.2.1 Ethyl 2,5-dimethylpyrazolo[1,5-a]quinoline-3-carboxylate (5a) Condition A: A mixture of 2-fluoroacetophenone 3a (138 mg, 1.00 mmol), 1H-pyrazole 2a (202 mg, 1.20 mmol) and K2CO3 (420 mg, 3.00 mmol) in DMF (5.0 mL) was stirred at 120 C for 16 h. After monitoring the end of the reaction on TLC, the mixture was cooled to room temperature and diluted with water. The resulting mixture was extracted with ethyl acetate twice. The combined organic layers were washed with water twice, dried over MgSO4 and the solvent was removed in vacuo to afford a residue. The residue was purified by flash column chromatography (hexane:EtOAc=5:1) on silica gel to afford 5a (92.0 mg, 34% yield). Condition B: The reaction was carried out with Cs2CO3 instead of K2CO3 under the same conditions as that of Condition A to afford 5a (210 mg, 78% yield).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Ethyl 3,5-dimethyl-1H-pyrazole-4-carboxylate, and friends who are interested can also refer to it.

Reference:
Article; Kato, Jun-Ya; Ijuin, Ryosuke; Aoyama, Hiroshi; Yokomatsu, Tsutomu; Tetrahedron; vol. 70; 17; (2014); p. 2766 – 2775;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 25222-43-9, name is (1H-Pyrazol-4-yl)methanol, 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 25222-43-9, Safety of (1H-Pyrazol-4-yl)methanol

Step 1: 4-(tert-Butyl-dimethyl-silanyloxymethyl)-1H-pyrazole (1H-Pyrazol-4-yl)-methanol (368 mg, [CAS Reg. No. 25222-43-9]) was dissolved in DMF (15 mL) and cooled to 0° C. To this solution was added triethylamine (455 mg), 4-dimethylaminopyridine (46 mg) and tert-butyldimethylchlorsilane (678 mg). Stirring was continued for 2 hours at r.t. The reaction mixture was poured into ice and extracted with chloroform. The combined organic layers were washed with brine, dried over Na2SO4, filtered and the solvent was evaporated. The residue was purified by flash chromatography (silica gel, heptane:ethyl acetate=100:0 to 0:100, then ethylacetate_methanol=95:5) to give the title compound as a yellow oil (348 mg, 42percent). MS (m/e)=213.3 [MH+].

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

Reference:
Patent; Hunziker, Daniel; Lerner, Christian; Mueller, Werner; Sander, Ulrike Obst; Pflieger, Philippe; Waldmeier, Pius; US2010/249139; (2010); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Related Products of 92-43-3,Some common heterocyclic compound, 92-43-3, name is 1-Phenyl-3-pyrazolidinone, molecular formula is C9H10N2O, 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.

General procedure: A mixture of CH2Cl2 (10 mL), H2SO4 (0.01 mol), intermediates 2 (0.01 mol) and KI (0.01 mol) was stirred at room temperature. Then, 30% H2O2 (0.02 mol) was added dropwise. The mixture was stirred at room temperature for 2 h and the product 3 directly crystallised from the CH2Cl2. Then 5% NaHSO3 (5 mL) was added to the mixture. The suspension was filtered off and washed, and the products were purifiedby recrystallisation from methanol.

The synthetic route of 92-43-3 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Liu, Jingjing; Yang, Shanguang; Dong, Ruimei; Jin, Zhudan; Wang, Mingliang; Journal of Chemical Research; vol. 42; 1; (2018); p. 24 – 27;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Application of 400877-57-8,Some common heterocyclic compound, 400877-57-8, name is Methyl 1-methyl-4-nitro-1H-pyrazole-3-carboxylate, molecular formula is C6H7N3O4, 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.

A solution of methyl 1-methyl-4-nitro-1H-pyrazole-3-carboxylate (1.0 g, 5.41 mmol) and Pd/C (200 mg) in MeOH (60 mL) was stirred for 1 hour at 25C. Pd/C was filtered out and the filtrate was concentrated to give desired compound as a white solid (800 mg, 95%).

The synthetic route of 400877-57-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ENANTA PHARMACEUTICALS, INC.; SHOOK, Brian, C.; KIM, In, Jong; BLAISDELL, Thomas, P.; YU, Jianming; PANARESE, Joseph; OR, Yat, Sun; (434 pag.)WO2017/15449; (2017); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Electric Literature of 17635-44-8, 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. 17635-44-8, name is 3,4,5-Tribromopyrazole belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

EXAMPLE 34 Preparation of Ethyl 3,4,5-Tribromo-alpha-butylpyrazole-1-acetate A quantity (30.4 g., 0.1 mole) of 3,4,5-tribromopyrazole was dissolved in 500 ml. acetone and 27.6 g. (0.2 mole) solid anhydrous potassium carbonate was added. The mixture was heated at the reflux temperature with stirring for 10 minutes and after cooling 23.0 g. (0.11 mole) ethyl 2-bromohexanoate was added. This reaction mixture was heated at the reflux temperature for 11/2 hrs., cooled, and then filtered. The solids on the filter were washed with acetone and the combined acetone filtrate and acetone washes were evaporated to dryness under reduced pressure. Distillation of the residue yielded ethyl 3,4,5-tribromo-alpha-butylpyrazole-1-acetate, 41.0 g. (92% yield), having a boiling point at 138 to 140 C. at 0.15 mm. mercury pressure.

The synthetic route of 3,4,5-Tribromopyrazole has been constantly updated, and we look forward to future research findings.

Reference:
Patent; The Upjohn Company; US4084955; (1978); A;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics