Tag: M.W:100-200

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;,
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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;,
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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;,
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Application of 4149-06-8, 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. 4149-06-8, name is 3-Amino-1-phenyl-1H-pyrazol-5(4H)-one belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

General procedure: The mixture of alpha,beta-unsaturated ketone 1, or 4 (1.0 mmol), 3-amino-1-phenyl-1H-pyrazol-5(4H)-one 2 (1.0 mmol), p-TSAxH2O (0.3mmol), MeCN (4mL), H2O (4mL) was put in a reaction flask under 80 C about 1-3 h (monitored by TLC). After completion, the reaction mixture was cooled to room temperature and the products would be precipitated out at same time. Then, it was filtered, washed thoroughly with MeCN. The products were recrystallized from DMF.

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-Amino-1-phenyl-1H-pyrazol-5(4H)-one, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Xu, Shuangshuang; Wang, Zhansheng; Li, Xiuling; Rong, Liangce; Tu, Shu-Jiang; Tetrahedron; vol. 72; 38; (2016); p. 5754 – 5761;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Some common heterocyclic compound, 42098-25-9, name is 5-Chloro-1-methyl-4-nitro-1H-pyrazole, molecular formula is C4H4ClN3O2, 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. Application In Synthesis of 5-Chloro-1-methyl-4-nitro-1H-pyrazole

Intermediate 43 RRN No.580,582N-(1-(4-Amino-1-methyl-1H-pyrazol-5-yl)-5-hydroxyazepan-4-yl)-2,2,2-trifluoroacetamide A solution of benzyl 4-hydroxy-5-(2,2,2-trifluoroacetamido)azepane-1-carboxylate (935 mg, 3.0 mmol) in MeOH (100 mL) was passed through the H-Cube (full H2, 50 C., flow rate: 1 mL/min, 30 mm 10% Pd/C cartridge). The solvent was removed under reduced pressure to give 4-hydroxy-5-(2,2,2-trifluoroacetamido)azepane as a pale yellow solid (514 mg). To a solution of this (500 mg, 2.21 mmol) in dry DMSO (10 mL) was added 5-chloro-1-methyl-4-nitro-1H-pyrazole from Example 1 (150 mg, 0.93 mmol) and potassium fluoride (513 mg, 8.85 mmol). The reaction mixture was heated at 65 C. for 16 hr. The mixture was poured into water (200 mL) and extracted with EtOAc (5×50 mL). The combined organic layers were dried over MgSO4 and concentrated under reduced pressure. Purification of the residue by silica gel column chromatography (70% EtOAc/isohexane) gave 2,2,2-trifluoro-N-(5-hydroxy-1-(1-methyl-4-nitro-1H-pyrazol-5-yl)azepan-4-yl)acetamide as a yellow solid (640 mg). A portion of this solid (200 mg, 0.57 mmol) was dissolved in MeOH (25 mL) and passed through the H-Cube (full H2, 50 C., flow rate: 1 mL/min, 30 mm 10% Pd/C cartridge). The solvent was removed under reduced pressure to give N-(1-(4-amino-1-methyl-1H-pyrazol-5-yl)-5-hydroxyazepan-4-yl)-2,2,2-trifluoroacetamide as an orange foam (172 mg, 68% over 3 steps). 1H NMR (400 MHz, DMSO) delta 9.22 (d, J=8.1 Hz, 1H), 6.83 (s, 1H), 4.84 (d, J=5.0 Hz, 1H), 3.91-3.73 (m, 2H), 3.32 (s, 3H), 3.28-2.96 (m, 4H), 2.00-1.75 (m, 4H). Exchangeable NH2 not observed.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 42098-25-9, its application will become more common.

Reference:
Patent; GENENTECH, INC.; Hodges, Alastair James; Matteucci, Mizio; Sharpe, Andrew; Sun, Minghua; Wang, Xiaojing; Tsui, Vickie H.; US2013/79321; (2013); A1;,
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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. 578008-32-9, name is tert-Butyl 3-amino-5-methyl-1H-pyrazole-1-carboxylate, A new synthetic method of this compound is introduced below., Product Details of 578008-32-9

Nitrogen was bubbled through a mixture of (S) -2,6- dichloro-4- (3-fluororhoyrrolidin-1-yl) pyridine (600 mg, 2.6 mmol) , tert-butyl S-amino-S-methyl-lH-pyrazole-l-carboxylate(510 mg, 2.6 mmol), Pd2dba3 (119 mg) , xantphos (150 mg) , and sodium carbonate (382 mg, 3.6 mmol) in dioxane (10 mL) . The mixture was heated to 140 0C for 45 minutes and then to 170 0C for 15 minutes in the microwave. After filtration through Celite and a dioxane rinse, the solvents were removed under reduced pressure. The residue was purified by column chromatography (SiO2 (75 mL) , CH2C12/2.5-7% 2-propanol; TLC: CH2C12/5% 2-propanol, Rf=O.3) to yield 230 mg of the desired product as an off-white solid (HPLC: Rf=7.341 minutes) .

The synthetic route of 578008-32-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; VERTEX PHARMACEUTICALS INCORPORATED; WO2008/147626; (2008); A2;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 400755-44-4, name is 1-Ethylpyrazole-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 400755-44-4, Computed Properties of C6H8N2O2

To a solution of 1 -ethyl- 7/-/-pyrazole-3-carboxylic acid (1 1 1 mg, 0.793 mmol) and diisopropylethylamine (307 mg, 2.379 mmol) in tetrahydrofuran (4.0 ml_) at 20 C was added 1 -[b/s(dimethylamino)methylene]- 7/-/-1 ,2,3-triazolo[4,5-b]pyridinium 3-oxid hexafluorophosphate (452 mg, 1 .19 mmol). The reaction mixture was stirred for 20 minutes before a solution of 5-(3-fluorobenzyl)pyridin-2-amine (160 mg, 0.793 mmol) in tetrahydrofuran (1 .0 ml_) was added. The solution mixture was stirred at 20 C for 16 h. The volatiles were removed under reduced pressure and the residue was added to a mixture of dichloromethane (50 ml_) and water (50 ml_). The combined organic layers were collected, dried over sodium sulfate, filtered and concentrated. The crude sample was dissolved in minimal A/,A/-dimethylformamide and purified via prep-HPLC (Boston C18 21 *250 mm 10 pm column; acetonitrile/0.01 % aqueous trifluoroacetic acid) to give 1 -ethyl-A/-(5-(3-fluorobenzyl)pyridin-2-yl)- 7/-/-pyrazole-3-carboxamide (43.0 mg, 0.132 mmol, 16.7%) as a white solid. 1 H NMR (400 MHz, Dimethylsulfoxide-c/6) d 9.51 (s, 1 H), 8.27 (d, J = 2.0 Hz, 1 H), 8.08 (d, J = 8.5 Hz, 1 H), 7.92 (d, J = 2.3 Hz, 1 H), 7.71 – 7.70 (dd, J = 8.5, 2.2 Hz, 1 H), 7.33 – 7.30 (dd, J = 14.3, 8.0 Hz, 1 H), 7.10 – 7.08 (t, J = 7.0 Hz, 2H), 7.02 – 7.01 (dd, J = 1 1 .9, 5.3 Hz, 1 H), 6.82 (d, J = 2.3 Hz, 1 H), 4.23 – 4.21 (q, J = 7.3 Hz, 2H), 3.95 (s, 2H), 1 .41 – 1 .40 (t, J = 7.3 Hz, 3H).; LCMS (ESI) m/z: 325.1 [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, 1-Ethylpyrazole-3-carboxylic Acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; YUMANITY THERAPEUTICS, INC.; LE BOURDONNEC, Bertrand; LUCAS, Matthew; OZBOYA, Kerem; PANDYA, Bhaumik; TARDIFF, Daniel; TIVITMAHAISOON, Parcharee; WRONA, Iwona; (475 pag.)WO2019/183587; (2019); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Reference of 153912-60-8, These common heterocyclic compound, 153912-60-8, name is 1,5-Dimethyl-1H-pyrazol-3-yl-methanol, 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.

[5-Cyano-7-(1,5-dimethyl-1H-pyrazol-3-ylmethoxy)-8-methyl-1-propyl-1,3,4,9-tetrahydro pyrano[3,4-b]indol-1-yl]-acetic acid To a solution of 5-cyano-7-hydroxy-8-methyl-1-propyl-1,3,4,9-tetrahydro-pyrano[3,4-b]indol-1-yl)-acetic acid methyl ester (50 mg, 0.15 mmoles) in DCM (1 mL) was added (1,5-dimethyl-1H-pyrazol-3-yl)-methanol (20 mg, 0.17 mmoles) and triphenylphosphine (95 mg, 0.37 mmol). To this was added 1,1′-(azodicarbonyl)dipiperidine (ADDP, 92 mg, 0.37 mmoles). The reaction was stirred for 1.5 hours, diluted with EtOAc and washed twice with H2O and brine. The EtOAc layer was dried (MgSO4) and concentrated. Flash chromatography on SiO2 eluding with 1:1 hexane/EtOAc yielded 53 mg (80%) of a yellow oil that crystallized upon standing.

Statistics shows that 1,5-Dimethyl-1H-pyrazol-3-yl-methanol is playing an increasingly important role. we look forward to future research findings about 153912-60-8.

Reference:
Patent; Condon, Stephen M.; Jackson, Randy William; Laporte, Matthew G.; Burns, Christopher J.; Herbertz, Torsten; Gaboury, Janet A.; US2007/219212; (2007); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Related Products of 852443-61-9, 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 852443-61-9 as follows.

A solution of 3-(trifluorometliyl)-lH-pyrazol-5-amine (1 equic.) in 1,4-dioxane (0.2 M) was treated with 1,3-dibromopropane (1.2 equiv.) and triethylamine (5 equiv.) at 0 C and the reaction mixture was heated to 100 C for 12 h. After completion, reaction mixture was cooled to room temperature, filtered under reduced pressure and concentrated to afford crude product. The crude product was purified by flash chromatography to afford the product. 1H NMR (400 MHz, DMSO-d6): 12.25 (brs, IH), 6.40 (s, IH), 5.52 (s, IH), 4.03-4.00 (t, 2H), 3.58 (s, IH), 3.18-3.15 (m, 2H), 2.05-1.97 (m, 2H). LC-MS: MS m/z 192 [M+H]+.

According to the analysis of related databases, 852443-61-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; AGENCY FOR SCIENCE, TECHNOLOGY AND RESEARCH; ALAM, Jenefer; HO, Soo Yei; WANG, Wei Ling; DURAISWAMY, Athisayamani Jeyaraj; WO2015/94119; (2015); 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. 3994-50-1, name is 1-Methyl-4-nitro-1H-pyrazole, A new synthetic method of this compound is introduced below., Quality Control of 1-Methyl-4-nitro-1H-pyrazole

General procedure: To a 8 mL glass vial equipped with a magnetic stirbar were sequentially added K2CO3 (207 mg, 1.5 mmol), the nitroazole substrate (0.50 mmol), aryl halide (0.50 mmol oras indicated), toluene (0.50 M or 1.0 M), Pd(OAc)2 (5.60mg, 0.025 mmol) and [PCy3H]BF4 (18.4 mg, 0.050 mmol).The reaction mixture was purged with nitrogen through aTeflon-lined cap. Then the cap was replaced with a newTeflon-lined solid cap. The reaction vial was moved to a preheatedreaction block. After stirring for 18 h at the indicatedtemperature, the reaction mixture was cooled to 25 C and concentrated. The residue was purified by flash column chromatography to provide the desired arylated product.

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:
Article; Jung, Haeun; Bae, Seri; Jang, Ha-Lim; Joo, Jung Min; Bulletin of the Korean Chemical Society; vol. 35; 10; (2014); p. 3009 – 3014;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics