Day: August 6, 2021

Related Products of 1145-01-3, 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. 1145-01-3 name is 3,5-Diphenyl-1H-pyrazole, 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.

A solution of ethyl 3,5-diphenyl-1-hydro-pyrazole (0.20 mmol ), alpha-diazo-1-phenyl-1,3-butanedione ( 0.25 mmol) was added in a 2 5 mL Schrocker tube at room temperature.[Cp * RhCl2] 2 (0·01 mmol), AgSbF6 (0.04 mmol) and tetrahydrofuran (2.00 mL) were added and argon was bubbled through argon for 2 minutes. Stir at 60 C for 24 hours. The reaction was stopped and concentrated under reduced pressure to give a crude product. Finally, rinsed with a mixture of petroleum ether and ethyl acetate, and the column chromatography was rapidly subjected to column chromatography to give the corresponding nitrogen-containing fused heterocyclic compound (83 mg in white, 92% yield).

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

Reference:
Patent; Shenyang Normal University; Yang Xiaobo; Wu Songxiao; Jie Jiyang; Li Haoyi; (18 pag.)CN106946877; (2017); A;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Electric Literature of 118430-73-2, 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. 118430-73-2, name is 3-(tert-Butyl)-1-methyl-1H-pyrazol-5-amine belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

Example 70 Synthesis of N-(3-tert-Butyl-1-methyl-1H-pyrazol-5-yl)-7-(3,5-dimethylisoxazol-4-yl)-6-methoxy-2-methyl-9H-pyrimido[4,5-b]indol-4-amine (Cpd. No. 120) Pd2(dba)3 (27 mg, 0.03 mmol) and BINAP (37 mg, 0.06 mmol) were mixed in anhydrous toluene (5 mL). The mixture was heated at reflux for 3-4 minutes. This clear, orange-red color solution was transferred into a round-bottom flask containing S13 (102 mg, 0.3 mmol), 3-tert-butyl-1-methyl-1H-pyrazol-5-amine (100 mg, 0.6 mmol), K3PO4 (212 mg, 1.0 mmol), and anhydrous toluene (4 mL). The mixture was heated at reflux for overnight before quenching with methanol. The reaction mixture was filtered through a pad of Celite and the organic layer was collected, concentrated, and purified by HPLC to yield Cpd. No. 120 as a CF3CO2H salt in 49 mg. 1H NMR (300 MHz, MeOD-d4): 7.45 (s, 1H), 6.26 (s, 1H), 3.88 (s, 3H), 3.82 (s, 3H), 2.71 (s, 3H), 2.31 (s, 3H), 2.14 (s, 3H), 1.32 (s, 9H). ESI-MS calculated for C25H30N7O2 [M+H]+=460.25, Observed: 460.33.

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-(tert-Butyl)-1-methyl-1H-pyrazol-5-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; THE REGENTS OF THE UNIVERSITY OF MICHIGAN; Wang, Shaomeng; Zhao, Yujun; Zhou, Bing; Aguilar, Angelo; Liu, Liu; Bai, Longchuan; McEachern, Donna; Sun, Duxin; Wen, Bo; Luo, Ruijuan; Zhao, Ting; Chinnaiyan, Arul; Asangani, Irfan A.; Stuckey, Jeanne; Meagher, Jennifer Lynn; Ran, Xu; US2015/246923; (2015); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Reference of 155377-19-8, The chemical industry reduces the impact on the environment during synthesis 155377-19-8, name is Ethyl 3-(trifluoromethyl)pyrazole-4-carboxylate, I believe this compound will play a more active role in future production and life.

Example 54; 2-(2-(4-(dimethylamino)methyl)-3-(trifluoromethyl)pyrazol-1-yl)acetamido)-4, 5,6,7- tetrahydrobenzof/?1thiophene-3-carboxamidea) (3-(trifluoromethyl)-7H-pyrazol-4-yl)methanolEthyl 3-(trifluoromethyl)-1 H-pyrazole-4-carboxylate (5.00 g, 24 mmol) was dissolved in dry THF (5OmL). LiAIH4 (912 mg, 24.4 mmol) was added portionwise with care. The reaction mixture was stirred at RT for 3 h. MeOH (50 mL) was added dropwise and stirring continued for 30 min before concentrating in vacuo to give an off white solid. EtOAc (50 mL) was added and the solid was stirred for 30 min before filtering. The filtrate was concentrated and this procedure was repeated 4 times before the filtrates, after concentration in vacuo, were combined and purified by flash column chromatography (silica gel; eluent EtOAc: heptane, 4:1) to give the desired product (2.1 g, 12.6 mmol, 53%).1 H NMR (400MHz, CD3OD): delta 4.65 (s, 2H), 7.63 (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, Ethyl 3-(trifluoromethyl)pyrazole-4-carboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; N.V. ORGANON; WO2008/3452; (2008); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Synthetic Route of 14884-01-6, These common heterocyclic compound, 14884-01-6, name is 4-Methoxy-1H-pyrazole, 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.

To a solution of ethyl 1 -(6-(2-(4-(3-bromopropoxy)-2-methylphenethyl)-5-fluorophenyl)pyridin-2-yl)-5-(trifl uoromethyl)- 1 H-pyrazole-4-carboxylate (see Intermediate12 for prep) (200 mg, 0.315 mmol) in N,N-dimethylformamide (3 mL) was added cesiumcarbonate (154 mg, 0.473 mmol) and 4-methoxy-1H-pyrazole (46.4 mg, 0.473 mmol) and the reaction mixture was heated at 70 00 for 16 hours. The reaction mixture was cooled to room temperature, filtered through celite pad and the solid was washed with EtOAc (3X25 mL). The filtrate was concentrated under reduced pressure. The crude was purified by column chromatography eluting with 25-26% of EtOAc-hexane to afford ethyl 1-(6-(5-fluoro-2-(4-(3-(4-methoxy- 1 H-pyrazol- 1 -yl)propoxy)-2-methylphenethyl)phenyl)pyridin-2- yl)-5-(trifluoromethyl)-1H-pyrazole-4-carboxylate (60 mg, 0.069 mmol, 21.79% yield) as a gum. LC/MS: rt=4.29min, mlz=652.32 [M+H]

The synthetic route of 14884-01-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; GOODMAN, Krista B.; KRAUSS, Achim Hans-Peter; LE MONNIER DE GOUVILLE, Anne-Charlotte; DODIC, Nerina; WO2015/33307; (2015); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

92525-10-5, name is 3-Iodo-1-methyl-1H-pyrazole, 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. Safety of 3-Iodo-1-methyl-1H-pyrazole

A) A solution of 3-iodo-1-methyl-1H-pyrazole (200 mg), 3,3-dimethylpyrrolidin-2-one (109 mg), copper(I) iodide (73 mg), N1,N2-dimethylethane-1,2-diamine (0.083 mL) and tripotassium phosphate (408 mg) in cyclopentyl methyl ether (4 mL) was stirred overnight at 120 C. To the reaction mixture was added saturated aqueous ammonium chloride solution, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, and dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (170 mg). MS (ESI+): [M+H]+: 194.1

The synthetic route of 92525-10-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Takeda Pharmaceutical Company Limited; Yoshida, Masato; TAKAMI, Kazuaki; TOMINARI, Yusuke; SHIOKAWA, Zenyu; SHIBUYA, Akito; SASAKI, Yusuke; GIBSON, Tony; TAKAGI, Terufumi; US2015/133451; (2015); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Synthetic Route of 1120-82-7,Some common heterocyclic compound, 1120-82-7, name is (1H-Pyrazol-1-yl)methanol, molecular formula is C4H6N2O, 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.

The three compounds were prepared by the same procedure analogue for L1. L1 was prepared by a similar procedure asdescribed in the literature [21]. The CH2Cl2 solution (10.0 mL) ofpyrimidinamine (1.15 g, 12.09 mmol) was added to the CH2Cl2 solution(10.0 mL) of 1H-1-pyrazolyl-1-methanol (1.86 g,12.09 mmol). The reaction solution was dried over MgSO4 afterstirring at room temperature for 4 days. The filtrate solvent, underreduced pressure, produced a transparent oil andwas recrystallizedusing a mixture of methanol with a few drops of ether. The whitecrystals obtained after 3 days were filtered and washed withmethanol (2 50 mL), followed by washing with Et2O (2 50 mL)to yield the final product (L1). 2.2.1.1. The N-((1H-pyrazol-1-yl) methyl) pyrimidin-2-amine (L1).White cristal. Yield (1.8 g, 85.3%). mp 418 K. FT-IR, cm1: 1077(CeN), 3080 (CeH, HeC]CeH), 1333 (C]N), 1380 (N]N), 1582(C]C), 3234 (NeH). UVevis (l 298 nm). 1H NMR(300 MHz,DMSO): dH 5.37 (d, 2H, CH2), 6.27 (t, 1H, CHPyr), 6.54 (t,1H, CHAr), 6.71 (t, 1H, NH), 7.47 (d, 1H, CHPy), 7.78 (d, 1H, CHPyr), 8.20(d, 1H, CHAr), 8.21 (d, 1H, CHAr). 13C NMR (75 MHz, CDCl3):dC 73.70 (CH2), 106.15 (CHPy), 110.55 (CHAr), 112.30 (CHPy), 129.85(CHPy), 139.74 (CHAr), 158.45 (CHAr), 164.02 (C).

The synthetic route of 1120-82-7 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Titi, Abderrahim; Messali, Mouslim; Alqurashy, Bakhet A.; Touzani, Rachid; Shiga, Takuya; Oshio, Hiroki; Fettouhi, Mohammed; Rajabi, Mehdi; Almalki, Faisal A.; Ben Hadda, Taibi; Journal of Molecular Structure; vol. 1205; (2020);,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Related Products of 5932-27-4, The chemical industry reduces the impact on the environment during synthesis 5932-27-4, name is Ethyl 1H-pyrazole-3-carboxylate, I believe this compound will play a more active role in future production and life.

To a suspension of Cs2CO3 (2100 g, 6.44 mol) in DMF (12 L) was added ethyl 1H-pyrazole-3-carboxylate (750 g, 5.36 mol), followed by 2-chloroacetonitrile (450 g,5.96 mol) and the mixture was stirred at about 25° C. for about 16 hrs. The reaction was poured into water (12 L) and extracted with EtOAc (5×5 L). The combined EtOAc extracts were washed with brine (2×5 L), dried (Na2SO4) and concentrated to afford a residue which was purified by chromatography to afford ethyl 1-(cyanomethyl)-1H-pyra- zole-3-carboxylate (398 g, 39percent) as a yellow oil and ethyl 1 -(cyanomethyl)- 1 H-pyrazole-5-carboxylate (680 g). The ethyl 1 -(cyanomethyl)- 1 H-pyrazole-5-carboxylate was dissolved in MTI3E (15 L) and washed with brine (3×5 L), dried (Na2SO4) and concentrated to afford the compound as a yellow oil (489 g, 5 1percent). ?H NMR (400 MHz, CDCl3) delta: 7.49 (s, 1H), 6.82 (s, 1H), 5.45 (s, 2H), 4.29 (q, 2H), 1.29 (t, 3H)10138] LCMS mlz=180.1 [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, Ethyl 1H-pyrazole-3-carboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Pfizer Inc.; BROWN, Matthew Frank; DERMENCI, Alpay; FENSOME, Andrew; GERSTENBERGER, Brian Stephen; HAYWARD, Matthew Merrill; OWEN, Dafydd Rhys; WRIGHT, Stephen Wayne; XING, Li Huang; YANG, Xiaojing; (67 pag.)US2017/240552; (2017); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Related Products of 5071-61-4, The chemical industry reduces the impact on the environment during synthesis 5071-61-4, name is 5-Phenyl-1H-pyrazole-3-carboxylic acid, I believe this compound will play a more active role in future production and life.

A solution of acid 4 (0.09 g, 0.47 mmol) in dry DMF (2 mL) treated sequentially with amine (5a-i, 6a-e and 7a-h; 0.517 mmol)and triethylamine (0.94 mmol) was stirred under a N2 atmosphere for 15 min, later TBTU (0.56 mmol) was added and reaction mixture refluxed for 4-10 h. The reaction mixture was quenched with aq satd NH4Cl solution (10 mL). After 10 min, it was diluted withCHCl3 (2 10 mL) and washed with water (10 mL), NaHCO3 solution(10 mL) and brine (10 mL). The organic layers were dried over anhydrous sodium sulfate, evaporated and the residue purified by column chromatography using 30% ethyl acetate in pet. ether to afford corresponding amides 8a-i, 9a-e and 10a-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, 5-Phenyl-1H-pyrazole-3-carboxylic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Doma, Anuradha; Kulkarni, Ravindra; Palakodety, Radhakrishna; Sastry, G. Narahari; Sridhara, Janardhan; Garlapati, Achaiah; Bioorganic and Medicinal Chemistry; vol. 22; 21; (2014); p. 6209 – 6219;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 5203-77-0, name is 1,3-Dimethyl-1H-pyrazol-5-ol, 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 5203-77-0, Recommanded Product: 1,3-Dimethyl-1H-pyrazol-5-ol

Step 7: Synthesis of 1,3-dimethyl-5-(2-methyl-3-(methylthio)-4-(pentafluoroethyl)benzoyloxy)pyrazole360 mg (1.20 mmol) of 2-methyl-3-(methylthio)-4-(pentafluoroethyl)benzoic acid were introduced into 20 ml of dry dichloromethane and admixed in succession with 198 mg (1.56 mmol) of oxalyl dichloride and also with two drops of N,N-dimethyl-formamide. After the end of evolution of gas, the mixture was heated under reflux for 10 minutes. When a check on the reaction by thin-layer chromatography had indicated complete conversion, the contents were freed from the solvent, and the residue was then taken up in 20 ml of dry dichloromethane. The mixture was admixed with 161 mg (1.44 mmol) of 5-hydroxy-1,3-dimethylpyrazole, and then 243 mg (2.40 mmol) of triethylamine were added dropwise. The contents were stirred at RT for 16 hours. For working up, 3 ml of 1M hydrochloric acid were added, and, following phase separation, the organic phase was freed from the solvent. The residue, finally, was purified by chromatography, giving 410 mg of clean product.

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, 1,3-Dimethyl-1H-pyrazol-5-ol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BAYER CROPSCIENCE AG; US2012/21903; (2012); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Reference of 578008-32-9,Some common heterocyclic compound, 578008-32-9, name is tert-Butyl 3-amino-5-methyl-1H-pyrazole-1-carboxylate, molecular formula is C9H15N3O2, 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.

Step C: To 4-chloro-2-(difluoro(5-fluoropyridin-2-yl)methyl)-7-methoxyquinazoline (355 mg, 0.91 mmol) in DMF (5.0 mL) at rt were added tert-butyl 3-amino-5-methyl-1H-pyrazole-1-carboxylate (0.448 g, 2.27 mmol) and DIEA (0.40 mL, 2.3 mmol), and the mixture was stirred at rt for 3 h. The mixture was purified by preparative reverse-phase HPLC using TFA as a modifier, and the fractions containing the desired product were neutralized with saturated aq NaHCO3 and extracted with EtOAc (100 mL). The organic layer was separated, washed with brine (2×10 mL), dried over MgSO4, filtered, and concentrated under reduced pressure to afford tert-butyl 3-(2-(difluoro(5-fluoropyridin-2-yl)methyl)-7-methoxyquinazolin-4-ylamino)-5-methyl-1H-pyrazole-1-carboxylate as a clear oil (104 mg).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route tert-Butyl 3-amino-5-methyl-1H-pyrazole-1-carboxylate, its application will become more common.

Reference:
Patent; Hadd, Michael J.; Holladay, Mark W.; Rowbottom, Martin; US2012/53174; (2012); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics