Day: September 24, 2021

Related Products of 25016-20-0, The chemical industry reduces the impact on the environment during synthesis 25016-20-0, name is 1-Methyl-1H-pyrazole-3-carboxylic acid, I believe this compound will play a more active role in future production and life.

Acid R2a (9.3 mg, 0.074 mmol) is dissolved in DCM (2 mL), then TEA (41 mu, 0.295 mmol) is added followed by TBTU (21.7 mg, 0.068 mmol). This solution is stirred for 15 mins, after which the amine hydrochloride Ce (50 mg, 0.059 mmol) is added. The resulting solution is stirred at RT for 16 h and then concentrated. The residual is dissolved in DMSO. The resulting solution is filtered through a Millex filter and purified by prep HPLC (Ammonium formate/MeOH). The pure fractions are combined, concentrated redissolved in MeCN and water, frozen and lyophilized to provide compound 1015.FIA M.S.(electrospray) : 804.5 (M-H)” Retention time (min): 5.2 min1H NMR (400 MHz,DMSO-d6): delta 9.57 (s, 1 H) , 7.76 (d, 1 H, J = 2.4 Hz), 7.67 (bs, 1 H). 7.64 (d, 1 H, J = 9 Hz), 6.88 (d, 1 H, J = 9 Hz), 6.59 (d, 1 H, J = 2.1 Hz), 6.24 (s, 1 H), 5.47 (S, 1 H, J = 6.1 Hz), 5.41-5.31 (m, 3H) 4.81-4.73 (m, 1 H), 4.46 (dd, 1 H, J = 7.8, 7.6 Hz), 4.30-4.13 (m, 2H) 3.90 (s, 3H), 2.46-2.41 (m, 2H), 2.38 (s, 3H), 2.01- 1.69 (m, 4H), 1.59-1.53 (m, 3H), 1.48-1.33 (m, 15H), 1.24-1.12 (m, 4H), 0.64- 0.60(m, 2H)

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-pyrazole-3-carboxylic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; LLINAS-BRUNET, Montse; BORDELEAU , Josee; GODBOUT, Cedrickx; LEBLANC, Melissa; MOREAU, Benoit; O’MEARA, Jeffrey; WO2011/63501; (2011); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 10250-64-3, name is 1-Methyl-3-phenyl-1H-pyrazole-5-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 10250-64-3, Recommanded Product: 10250-64-3

(R) -1,1,1-trifluoro-2-((S) -5-methyl-5,6,7,8-tetrahydro [1,2,4] triazolo [4] obtained in the previous step , 3-a] pyrazin-3-yl) propan-2-ol dihydrochloride (39 mg) and 1-methyl-3-phenyl-1H-pyrazole-5-carboxylic acid (29.1 mg) were added to dimethylformamide (0. 6mL). below freezing,To this mixture was added diisopropylethylamine (83 muL) and HATU (55 mg),Stir at room temperature overnight.Under ice-cooling, a saturated aqueous sodium hydrogen carbonate solution and water were added to the reaction mixture, and the mixture was extracted with ethyl acetate.Organic layer with saturated aqueous sodium bicarbonate solution,Washed sequentially with water and saturated aqueous sodium chloride solution. The organic layer was dried with sodium sulfate.Sodium sulfate was removed by filtration, and the filtrate was concentrated under reduced pressure.The obtained residue was purified by silica gel column chromatography (hexane: ethyl acetate = 2: 1 to chloroform: methanol = 20: 1).Add ethyl acetate and hexane to the resulting solid,Stir at room temperature for 1 hour.By filtering the solid,The title compound (41.7 mg) was obtained.

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-3-phenyl-1H-pyrazole-5-carboxylic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; japan Tobacco Inc.; Maeba, Takaki; Sazawa, Koichi; Kotoku, Masayuki; Masuo, Ritsuki; Motoda, Dai; Yamaoka, Nobutaka; (126 pag.)JP2019/131544; (2019); A;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

35344-95-7, name is 1H-Pyrazole-4-carbaldehyde, 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. HPLC of Formula: C4H4N2O

To a 50-mL round-bottom flask was placed a solution of [( 1 s,3s)-3-(3-pheny 1- 1 ,2-oxazole-5-amido)cyclobuty l]methy 1 4-methylbenzene- 1 -sulfonate ( 1 g, 2.34 mmol, 1.00 equiv) in DMF (15 mL) then Cs2C03 (1.5 g, 4.60 mmol, 2.00 equiv) and lH-pyrazole-4-carbaldehyde (338 mg, 3.52 mmol, 1.50 equiv) were added. The resulting solution was stirred for 3 h at 100°C then the solids were removed by filtration. The crude product was purified by Flash-Prep-HPLC (CombiFlash-1 : Column, C18 silica gel; mobile phase, X: H20 (0.5percent NFUHCC ), Y: ACN, X/Y=90/10 increasing to X/Y=5/95 within 40 min; Detector, UV 254 nm) affording 460 mg (56percent) of 3-phenyl-N-[(l s,3s)-3-[(4-formyl-lH- pyrazol-l-yl)methyl]cyclobutyl]-l,2-oxazole-5-carboxamide as a yellow solid. LCMS (ES, m/z): [M+H]+ = 351.1.

The synthetic route of 35344-95-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PROTEOSTASIS THERAPEUTICS, INC.; BASTOS, Cecilia, M.; MUNOZ, Benito; TAIT, Bradley; (194 pag.)WO2016/105485; (2016); A2;,
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. 368870-03-5, name is (4-(1H-Pyrazol-1-yl)phenyl)methanamine, This compound has unique chemical properties. The synthetic route is as follows., SDS of cas: 368870-03-5

8 mmol of compound III was dissolved in 30 mL of THF, followed by 30 mmol of triethylamine. 7 mmol of intermediate IIc was added thereto under ice-cooling. After the addition is complete, continue to stir in the ice bath for 10 hours. The reaction was stopped, and the solvent was removed under reduced pressure. The obtained crude product was separated by column chromatography to obtain the target compound Ic.

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 368870-03-5.

Reference:
Patent; Nantong University; Dai Hong; Liang Kai; Ni Yadan; Li Jinfeng; Shi Yujun; Gao Lei; Sui Ying; Zhou Huanyu; Zhou Qian; Yan Ruijian; (7 pag.)CN110713460; (2020); A;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

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. 1280210-79-8, name is tert-Butyl 4,6-dihydropyrrolo[3,4-c]pyrazole-5(2H)-carboxylate belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. HPLC of Formula: C10H15N3O2

2D (3.5 g, 16.7 mmol) was dissolved in tetrahydrofuran (35 mL)Cooled to 0 C,60% sodium hydride (1.0 g, 25.4 mmol) was added,After reaction for 30 minutes, methylsulfonyl chloride (2.9 g, 25.4 mmol) was added and reacted for 1 hour.The reaction mixture was quenched with water (10 mL) and extracted with ethyl acetate (50 mL x 2). The organic layers were combined and the organic layer was dried over anhydrous sodium sulfate and concentrated. The residue was purified by silica gel column chromatography (petroleum ether / Ethyl acetate (v / v) = 1: 1) to give 2E as a white solid (2.1 g, yield 44%).

The synthetic route of 1280210-79-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SICHUAN HAISCO PHARMACEUTICAL CO., LTD; ZHANG, CHEN; FAN, JIANG; LEI, MING; WEI, YONG-GANG; (61 pag.)TW2017/8223; (2017); A;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Related Products of 176969-34-9, 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. 176969-34-9 name is 3-(Difluoromethyl)-1-methyl-1H-pyrazole-4-carboxylic acid, 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.

General procedure: Under nitrogen atmosphere, carboxylic acid II (3mmol), EDCI (3.3 mmol), HOBT (3.3 mmol)and Et3N (1.8 mmol) were placed in a three-necked flask with 40 mL CH2Cl2, and stirred for 2 hat 0 C; then, compound I (2.4 mmol) was added to the flask and allowed to react for 3 h at 0 C.The reaction was monitored by thin-layer chromatography (TLC) (all reactions could be completed in3 h) and, on completion of the reaction, the mixture was washed with saturated NaHCO3 solutionand water, respectively. Then, it was dried over anhydrous Na2SO4, filtered and evaporated onrotavapor in vacuum. Subsequently, crude products III-1-III-18 were purified by silica gel columnchromatography [V (CH2Cl2): V (EA) = 3:1] and crude products III-19-III-36 were purified by silicagel column chromatography [V (PE): V (EA) = 3:1]. Finally, products were recrystallized with thedichloromethane/petroleum ether to obtain pure target compounds.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3-(Difluoromethyl)-1-methyl-1H-pyrazole-4-carboxylic acid, and friends who are interested can also refer to it.

Reference:
Article; Zhang, Shen; Meng, Siqi; Xie, Yong; Yang, Yonggui; Zhang, Yumeng; He, Lu; Wang, Kai; Qi, Zhiqiu; Ji, Mingshan; Qin, Peiwen; Li, Xinghai; Molecules; vol. 24; 14; (2019);,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Related Products of 5744-80-9, A common heterocyclic compound, 5744-80-9, name is 3-Bromo-1,5-dimethyl-1H-pyrazole, molecular formula is C5H7BrN2, 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.

Example 173 3-amino-5-(dicyclopropylmethyl)-7-(1,5-dimethyl-1H-pyrazol-3-yl)-1,5-dihydro-4H-pyrazolo[4,3-c]pyridin-4-one (0879) A mixture of 3-amino-7-bromo-5-(dicyclopropylmethyl)-1,5-dihydro-4H-pyrazolo[4,3-c]pyridin-4-one (300 mg) obtained in Example 78, Step C, 4,4,4′,4′,5,5,5′,5′-octamethyl-2,2′-bi-1,3,2-dioxaborolane (283 mg), tetrakis(triphenylphosphine)palladium(0) (107 mg), potassium acetate (182 mg) and N,N-dimethylacetamide (4 mL) was stirred under an argon atmosphere at 110C for 4 hr. The reaction mixture was cooled to room temperature, 3-bromo-1,5-dimethyl-1H-pyrazole (195 mg), aqueous sodium carbonate solution (2 M, 0.928 mL) and tetrakis(triphenylphosphine)palladium(0) (107 mg) were added. Under an argon atmosphere, the reaction mixture was stirred at 130C for 5 hr. The reaction mixture was cooled to room temperature, water was added, and the mixture was extracted with ethyl acetate. The extract was washed with water and saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure and the residue was purified by silica gel chromatography (hexane/ethyl acetate) and further purified by silica gel chromatography (diol silica gel, hexane/ethyl acetate). The obtained solid was crystallized from ethyl acetate/diisopropyl ether to give the title compound (104 mg).

The synthetic route of 5744-80-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Takeda Pharmaceutical Company Limited; YOSHIDA, Masato; NAGAMIYA, Hiroyuki; OHBA, Yusuke; SETO, Masaki; YOGO, Takatoshi; SASAKI, Satoshi; TOKUNAGA, Norihito; ASO, Kazuyoshi; (298 pag.)EP2980089; (2016); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Related Products of 139756-02-8, 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 139756-02-8 as follows.

To a 250 ml three-mouth bottle by adding 2 – ethoxy -3 – pyridine formaldehyde 8.20 g, 1 – methyl -3 – propyl -4 – amino pyrazole -5 – carboxamide 9.6 g and isopropyl alcohol 150 ml, stir at room temperature 3 hours; adding 8.56 g anhydrous ferric trichloride, stirring which separate the reaction system access oxygen, 60 C reaction 3 hours; boil off isopropanol about 100 ml, adding 180 ml purified water, filtered, drying to obtain the solid 15.7 g. Yield: 95.1%.

According to the analysis of related databases, 139756-02-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Guangzhou Tongjuan Pharmaceutical Technology Co., Ltd.; Zheng Qingquan; Huang Shifu; Cao Xutao; Li Yongjian; (10 pag.)CN104804003; (2017); B;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Some common heterocyclic compound, 2075-46-9, name is 4-Nitro-1H-pyrazole, molecular formula is C3H3N3O2, 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: 4-Nitro-1H-pyrazole

Compound Ia (15.0 g, 133 mmol) was added to a suspension of palladium on carbon 10% (7.0 g, 6.65 mmol) in ethanol (100 mL). The mixture was shaken for 3 hours under hydrogen pressure (40 psi) at room temperature. The catalyst was removed by filtration through a pad of Celite and the solvent was evaporated. Compound Ib was obtained as a burgundy oil (10.5 g, 126 mmol, 95%) which was used in the following step without purification; GC/MS: m/z = 83 (100%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2075-46-9, its application will become more common.

Reference:
Patent; SB PHARMCO PUERTO RICO INC.; NEUROCRINE BIOSCIENCES INC.; WO2006/44821; (2006); 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 5334-40-7 as follows. Product Details of 5334-40-7

Step 12-(4-Nitro- 1 H-pvrazo 1-3 -yl)-benzothiazoleTo a solution of4-nitro-1H-pyrazole-3-carboxylic acid (5 g, 31.8 mmol) in THF (40 mL) was added DMF (0.25 mL, 3.19 mmol) and oxalyl chloride (4.1 mL, 47.8 mmol). The mixture wasstirred at room temperature for 1 h and then concentrated under reduced pressure. The crude material was redissolved in NMP (40 mL) and 2-amino-beiizenethiol (4.0 mL, 31.8 mmol) was added. This mixture was heated at 100 °C for 1 h, at which point water (100 mL) was added and the aqueous phase extracted with ethyl acetate (3 x 25 mL). The combined organic layers were 42dried (Na2SO4), concentrated under reduced pressure, and purified by chromatography (silica, EtOAc / hexanes) to give 2-(4-nitro- 1 H-pyrazol-3 -yl)-benzothiazo le as a light yellow solid (4.8 g, 61 percent). MS (El/Cl) m/z: 245.0 [M – H].

According to the analysis of related databases, 5334-40-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; BHAGIRATH, Niala; DOMINIQUE, Romyr; KENNEDY-SMITH, Joshua; LUCAS, Matthew C.; PADILLA, Fernando; WO2014/64134; (2014); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics