Tag: M.W:200-300

Reference of 956317-36-5, New discoveries in chemical research and development in 2021. We’ll be discussing some of the latest developments in chemical about CAS: 956317-36-5, name is 5-Methyl-2-(2H-1,2,3-triazol-2-yl)benzoic acid, 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 B5-Fluoro-2-{r(3R,6R)-l-(2-iodo-5-methylben2oyl)-6-methylpiperidin-3-yllmethoxy}pyridine (B- To a solution of A£7 (325 mg, 1.5 mmol) in CH2CI2 (50 ml) at 0C was added diisopropylethylamine (506 mL, 2.9 mmol) followed by C-I (447 mg, 1.6 mmol, generated from A-8 by treatment with SOCI2 and catalytic DMF in CH2CI2). After warming to room temperature and stirring for 2 h, the reaction was partitioned between CH2CI2 and saturated aqueous NaHC03. The layers were separated, the aqueous was extracted again with CH2CI2, the combined organics were washed with water, dried over Na2SO4, filtered and concentrated. The crude material was purified by gradient elution on silica gel (0 to 100% EtOAc in Hex) to yield 530 mg of B1^aS a white solid. Data for B1^: LRMS m/z (M+H): 469.1.

The potential utility of systematic synthetic strategy will be applicable to efficient generations of chemical libraries of compounds to find ‘hit’ molecules.Read on for other articles about 5-Methyl-2-(2H-1,2,3-triazol-2-yl)benzoic acid, hurry up and to see.

Reference:
Patent; MERCK & CO., INC.; WO2008/147518; (2008); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Related Products of 956317-36-5, New Advances in Chemical Research in 2021. The transformation of simple hydrocarbons into more complex and valuable products via catalytic C–H bond functionalisation has revolutionised modern synthetic chemistry. 956317-36-5, name is 5-Methyl-2-(2H-1,2,3-triazol-2-yl)benzoic acid, molecular formula is C10H9N3O2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, below Introduce a new synthetic route.

General procedure: TEA (1.20 mL, 8.63 mmol) was added to a solution of N-ethyl-2[3-(5-fluoro-pyridin-2-yl)-1H-pyrazol-l-yl] ethanamine dihydrochloride(0.50 g, 1.63 mmol) in CHC13 (5 mL) at room temperature.5-methyl-2-(2H-1,2,3-triazol-2-yl)benzoic acid (0.36 g, 1.79 mmol)and propylphosphonic acid anhydride (cyclic trimer) (50% solutionin DMF [approximately 1.6 mol/L], 1.32 mL, 2.12 mmol) wereadded to the reaction solution under cooling in ice water. Theresultant mixture was stirred at 50 C for 5 h. After standing untilcooled to room temperature, water was added thereto, followedby extraction with CHCl3. The organic layer was washed with brine.Then, the organic layer was dried over MgSO4 and the desiccantwas filtered off. Then, the solvent was distilled off under reducedpressure. The obtained residue was purified by column chromatography(20-80% EtOAc in hexanes) and washed with Et2O to yieldthe title compound 4a as a colorless powder (0.51 g, 75%).

The potential utility of systematic synthetic strategy will be applicable to efficient generations of chemical libraries of compounds to find ‘hit’ molecules.Read on for other articles about 5-Methyl-2-(2H-1,2,3-triazol-2-yl)benzoic acid, hurry up and to see.

Reference:
Article; Suzuki, Ryo; Nozawa, Dai; Futamura, Aya; Nishikawa-Shimono, Rie; Abe, Masahito; Hattori, Nobutaka; Ohta, Hiroshi; Araki, Yuko; Kambe, Daiji; Ohmichi, Mari; Tokura, Seiken; Aoki, Takeshi; Ohtake, Norikazu; Kawamoto, Hiroshi; Bioorganic and Medicinal Chemistry; vol. 23; 6; (2015); p. 1260 – 1275;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Synthetic Route of 138624-97-2, New Advances in Chemical Research in 2021.In classical electrochemical theory, both the electron transfer rate and the adsorption of reactants at the electrode control the electrochemical reaction. 138624-97-2, name is 1-Benzyl-1H-1,2,4-triazole-3-carboxylic acid, molecular formula is C10H9N3O2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, below Introduce a new synthetic route.

A mixture of 1-benzyl-1,2,4-triazole-3-carboxylic acid (16 mg, 0.08 mmol), (6S)-6-amino-2,4-dimethyl-7,8-dihydro-6H-pyrazolo[4,3-b]azepin-5-one (15 mg, 0.08 mmol), 1-(3-dimethylaminopropyl)-3-ethylcarbodiimidehydrochloride (15 mg, 0.08 mmol) and 1-hydroxybenzotriazole (10 mg, 0.08 mmol) in N,N-dimethylformamide (5 mL) was stirred at 30 C. for 2 h. The mixture was concentrated under reduce pressure. The residue was purified by RP-HPLC (acetonitrile 22-50%/0.05% hydrochloride acid in water) to afford 1-benzyl-N-[(6S)-2,4-dimethyl-5-oxo-7,8-dihydro-6H-pyrazolo[4,3-b]azepin-6-yl]-1,2,4-triazole-3-carboxamide (16.3 mg, 56%) as a white solid. 1H NMR (400 MHz, CD3OD) delta 8.81 (s, 1H), 7.84 (s, 1H), 7.38-7.33 (m, 5H), 5.51 (s, 2H), 4.73-4.68 (m, 1H), 3.93 (s, 3H), 3.31 (s, 3H), 3.00-2.90 (m, 2H), 2.50-2.45 (m, 1H), 2.27-2.22 (m, 1H). LCMS RT=1.088 min, m/z=380.2 [M+H]+. LCMS (5 to 95% acetonitrile in water+0.03% trifluoroacetic acid over 1.5 mins) retention time 1.088 min, ESI+ found [M+H]=380.2.

I am very proud of our efforts over the past few months and hope to 1-Benzyl-1H-1,2,4-triazole-3-carboxylic acid help many people in the next few years.

Reference:
Patent; Genentech, Inc.; Patel, Snahel; Hamilton, Gregory; (73 pag.)US2018/170927; (2018); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Research speed reading in 2021. The dynamic chemical diversity of the numerous elements, ions and molecules that constitute the basis of life provides wide challenges and opportunities for research. 7411-23-6, name is 3,5-Dibromo-1H-1,2,4-triazole belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below. COA of Formula: C2HBr2N3

In a 50 mL round bottomed flask, 3,5-dibromo-1H-1,2,4-triazole (Int-1, 1.50 g, 6.61 mmol) was dissolved in DMF (15 mL) and the solution was cooled to 0-5 C (ice bath). Sodium hydride (55% dispersion in mineral oil, 317 mg, 7.93 mmol) was added in portions and the resulting mixture was stirred for 30 min at 0-5 C and for 15 min at room temperature. After that, 1- fluoro-2-iodoethane (1.15 g, 537 mu, 6.61 mmol) was added dropwise at room temperature. The resulting mixture was stirred for 18 h at room temperature. After that, it was concentrated in vacuo, the residue was purified by column chromatography (silica gel, 70 g, eluting with ethyl acetate / n-heptane, gradient 0: 100 to 40:60 v/v) to yield the title compound as yellow oil (1.51 g, 84%). 1H NMR (CDCl3, 300 MHz): delta 4.46 (td, J = 4.7, 24.2 Hz, 2 H), 4.80 (td, J = 4.7, 46.3 Hz, 2 H). MS (ES+) m/z 271.9, 273.9, 275.9 [M+H, 2 Br isotopes].

The catalyzed pathway has a lower Ea, but the net change in energy that results from the reaction is not affected by the presence of a catalyst. In my other articles, you can also check out more blogs about 7411-23-6

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; BARTELS, Bjoern; BERCHTOLD, Stefan; GALLEY, Guido; GOERGLER, Annick; JAKOB-ROETNE, Roland; KRUMMENACHER, Daniela; LIMBERG, Anja; NEIDHART, Werner; RATNI, Hasane; REUTLINGER, Michael; RODRIGUEZ SARMIENTO, Rosa Maria; SCHNIDER, Christian; (309 pag.)WO2018/87018; (2018); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Electric Literature of 956317-36-5, New Advances in Chemical Research in 2021. Redox catalysis has been broadly utilized in electrochemical synthesis due to its kinetic advantages over direct electrolysis. 956317-36-5, name is 5-Methyl-2-(2H-1,2,3-triazol-2-yl)benzoic acid, molecular formula is C10H9N3O2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, below Introduce a new synthetic route.

To a solution of 2-(2H-l,2,3-triazol-2-yl)-5-methylbenzoic acid (15, 3.56 g, 17.52 mmol) in DCM (150 mL) cooled to 0 C was added oxalyl chloride (1.90 mL, 21.9 mmol) and DMF (68 ??, 0.89 mmol). The solution was slowly warmed to ambient temperature and stirred overnight. The mixture was concentrated in vacuo and the resulting solid was azeotroped with DCM and concentrated in vacuo to provide 5-methyl-2-(2H-l,2,3-triazol-2-yl)benzoyl chloride (3) as a yellow solid

I am very proud of our efforts over the past few months and hope to 5-Methyl-2-(2H-1,2,3-triazol-2-yl)benzoic acid help many people in the next few years.

Reference:
Patent; MERCK SHARP & DOHME CORP.; KUDUK, Scott, D.; DI MARCO, Christina; WO2013/59163; (2013); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Electric Literature of 118863-62-0, New Advances in Chemical Research in 2021.Reactions catalyzed within inorganic and organic materials and at electrochemical interfaces commonly occur at high coverage and in condensed media, 118863-62-0, name is 3-(4-Bromophenyl)-1H-[1,2,4]triazole, molecular formula is C8H6BrN3, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, below Introduce a new synthetic route.

1.5 g of 3-(4-bromophenyl)-l77-l, 2, 4-triazole prepared in Step 2 was dissolved in (0678) 5.0 mL of N. N-d i m e th y 1 fo rm am i dc . and the resulting reaction mixture was cooled to 0 C. To the reaction mixture, 0.32 g of sodium hydride was added, and then the reaction mixture was stirred for 30 minutes. 1.67 g of (2-(chloromethoxy)ethyl)trimethylsilane was added thereto and the reaction mixture was then stirred at 0C for 15 minutes and additionally stirred at room temperature for 2 hours further. After addition of distilled water, the reaction mixture was extracted with dichloromethane. The extract was dried over anhydrous magnesium sulfate and then concentrated under reduced pressure to give a residue as a yellow liquid. The residue was purified with silica gel column chromatography (developing solvent: n- hexane/ethyl acetate= 2/1) to give 1.1 g of the title compound as a white solid (yield: (0679) 46.4 %). -NMR (CDCb, 400MHz) d 8.20(s, 1H), 7.8 l-7.79(m, 1H), 7.76-7.74(m, 1H), 7T4(d, 1H), 6.97(d, 1H), 3.96(s, 3H), 3.83(d, 2H), 2T5-2. lO(m, 1H), l.06(d, 6H)

I am very proud of our efforts over the past few months and hope to 3-(4-Bromophenyl)-1H-[1,2,4]triazole help many people in the next few years.

Reference:
Patent; YUHAN CORPORATION; HAN, Tae Dong; TAK, Hee Jae; KIM, Eun Kyung; CHOI, Su Bin; PARK, Sol; KIM, Dong Hoon; KIM, So Young; CHOI, Hyun Ho; KIM, Tae Wang; JU, Mi Kyeong; HA, Na Ry; LEE, Eui Chul; (247 pag.)WO2019/180646; (2019); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Reference of 423165-07-5, New Advances in Chemical Research in 2021.Reactions catalyzed within inorganic and organic materials and at electrochemical interfaces commonly occur at high coverage and in condensed media, 423165-07-5, name is exo-3-(3-Isopropyl-5-methyl-4H-1,2,4-triazol-4-yl)-8-azabicyclo[3.2.1]octane, molecular formula is C13H22N4, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, below Introduce a new synthetic route.

Step 14 (S)-d2-{3-[3-(3-Isopropyl-5-methyl-[1,2,4]triazol-4-yl)-8-aza-bicyclo[3.2.1]oct-8-yl]-1-phenyl-propyl}-carbamic acid tert-butyl ester: A suspension of d1-sodium triacetoxyborodeuteride in toluene (prepared according to step 13) was added to a solution of 3-(3-isopropyl-5-methyl-[1,2,4]triazol-4-yl)-8-aza-bicyclo[3.2.1]octane (330 mg, 1.41 mmol), (S)-d1-(3-oxo-1-phenyl-propyl)-carbamic acid tert-butyl ester (415 mg, 1.65 mmol), d1-acetic acid (0.28 mL, 3.61 mmol) and dichloromethane (10 mL), at 0 C. The reaction mixture was allowed to warm to ambient temperature and stirred for 2 hours. The pH was adjusted to 11-12 with 10% aqueous potassium carbonate (10 mL) and the mixture was extracted with dichloromethane. The combined organic extracts were dried and concentrated to give a crude residue which was purified by flash chromatography to give the title compound. Yield 310 mg (47%). 1H-NMR (CDCl3.) delta: 1.37 (s, 9H), 1.39 (d, J=6.9 Hz, 6H), 1.62-2.20 (m, 8H), 2.28 (m, 2H), 2.57 (s, 3H), 2.99 (m, 1H), 3.39 (m, 2H), 4.29 (m, 1H), 4.81 (m, 1H), 6.30 (d, J=6.6 Hz, 1H), 7.20-7.40 (m, 5H). MS: m/z 470.3 (M++1).

I am very proud of our efforts over the past few months and hope to exo-3-(3-Isopropyl-5-methyl-4H-1,2,4-triazol-4-yl)-8-azabicyclo[3.2.1]octane help many people in the next few years.

Reference:
Patent; Auspex Pharmaceuticals, Inc.; US2008/146605; (2008); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

New discoveries in chemical research and development in 2021. Chemo-enzymatic cascade processes are invaluable due to their ability to rapidly construct high-value products from available feedstock chemicals in a one-pot relay manner. 138624-97-2, name is 1-Benzyl-1H-1,2,4-triazole-3-carboxylic acid belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below. COA of Formula: C10H9N3O2

M-30 (25 mg) was dissolved in 2 mL of dichloromethane and 1 mL of trifluoroacetic acid, and after 1 hour of reaction, the solvent was spin-dried to obtain the intermediate amine. Subsequently, the intermediate was dissolved in DMSO (1 mL), and 35 mg of acid-6 was added (the acid was purchased commercially, or the preparation of the acid please refer to: CN 105121432 A, J. Med. Chem. 2017, 60, 1247 ), HATU (56mg), DIPEA (60 mg), the reaction was overnight, added water and ethyl acetate extraction, the organic layer was collected, dried over anhydrous sodium sulfate, vacuum rotary evaporation to remove the solvent, HPLC separation to obtain compound ZB-R-24.

If you are hungry for even more, make sure to check my other article about 138624-97-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Chinese Academy Of Sciences Shanghai Pharmaceutical Institute; Zhou Bing; Tang Wei; Yang Xiangbo; Lu Huimin; Gao Mengying; Yang Yaxi; Feng Huijin; (69 pag.)CN111138448; (2020); A;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

New discoveries in chemical research and development in 2021. As an important bridge between the micro and macro material world, chemistry is one of the main methods and means for humans to understand and transform the material world.956317-36-5, name is 5-Methyl-2-(2H-1,2,3-triazol-2-yl)benzoic acid belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below. 956317-36-5

A mixture of compound 4a (100 mg, 0.49 mmol),compound 12 (100 mg, 0.47 mmol), HATU (268 mg, 0.71 mmol) and DIEA (182 mg,1.41 mmol) in DMF (10 mL) was stirred at r.t. for 3 h. The reaction mixture wasdiluted with water and extracted with EtOAc. The organic layers was concentratedand purified by flash column to give compound 5a (130 mg, yield: 69%). MS (ESI):m/z 398.3 [M + H]+

We’ll also look at important developments in the pharmaceutical industry because understanding organic chemistry is important in understanding health, medicine, the role of 5-Methyl-2-(2H-1,2,3-triazol-2-yl)benzoic acid ,and how the biochemistry of the body works.

Reference:
Article; Wu, Songliang; Sun, Yu; Hu, Yi; Zhang, Hongmei; Hou, Lijuan; Liu, Xing; Li, Yufeng; He, Haiying; Luo, Zhi; Chen, Yuan; Wang, Yuhe; Shi, Weihua; Shen, Liang; Cao, Changqing; Liang, Wei; Xu, Qing; Lv, Qiang; Lan, Jiong; Li, Jian; Chen, Shuhui; Bioorganic and Medicinal Chemistry Letters; vol. 27; 6; (2017); p. 1458 – 1462;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Research speed reading in 2021. The dynamic chemical diversity of the numerous elements, ions and molecules that constitute the basis of life provides wide challenges and opportunities for research. 1533519-84-4, name is 4-(4-Cyclopropylnaphthalen-1-yl)-1H-1,2,4-triazole-5(4H)-thione belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below. Formula: C15H13N3S

[0254] Charge dimethylformamide (2.63 kg ± 5% <> 2.8 L ± 5%) to a reactor. Heat the dimethylformamide to a temperature between 27C and 35C. Charge Compound 5 (1.0 kg ± 1%) to the same reactor in portions whilst maintaining the temperature between 27C and 35C. Add methyl bromoacetate (0.6008 / M x 100 kg ± 1% <> 0.3620 / M x 100 L ± 1%) to the reaction mixture whilst maintaining the temperature between 27C and 35C, e.g., between 28C and 33C, where M is the purity of the methyl bromoacetate by GC in % area. The methyl bromoacetate addition is slightly exothermic. [0255] Stir the mixture for at least 10 minutes and not more than 20 minutes, at a temperature between 27C and 35C, e.g., between 28C and 33C. [0256] Add to the reaction mixture sodium bicarbonate (0.314 kg ± 1%) in portions whilst maintaining the temperature between 27C and 35C, over a period of at least 30 minutes and not more than 70 minutes. During the portion additions of sodium bicarbonate gaseous carbon dioxide is released. [0257] Stir the mixture for at least 1 hour and not more than 4 hours, at a temperature between 27C and 35C, e.g., between 28C and 33C. Cool the reaction mixture to a temperature between 5C and 10C, and then sample for HPLC analysis. [0258] The reaction is considered complete if the content of Compound 5 is below 0.50% area by HPLC, preferentially below 0.20% area by HPLC. If reaction completion is not achieved after the second sample, heat the reaction mixture to a temperature between 27C and 35C. Add methyl bromoacetate (0.0172 / M x 100 kg ± 1% <> 0.0103 / M x 100 L ± 1%) to the reaction mixture whilst maintaining the temperature between 27C and 35C, e.g., between 28C and 33C. Stir the mixture for at least 30 minutes and not more than 2 hours, at a temperature between 27C and 35C, e.g., between 28C and 33C, then sample for HPLC analysis. [0259] If reaction is complete, add to the reaction mixture over at least 15 minutes, while maintaining the temperature between 5C and 20C, ozonated deionised water (9.0 L ± 5%). During the addition the gaseous carbon dioxide can be released. The ozonated deionised water addition is slightly exothermic. Stir the mixture for at least 30 minutes while maintaining the temperature between 5C and 10C. [0260] Add to the mixture, over at least 10 minutes, while maintaining the temperature between 5C and 20C, a solution previously prepared by dissolution of sodium bicarbonate (0.105 kg ± 1%) in ozonated deionised water (1.47 L ± 5%), until a pH of the mixture between 6.7 and 8.0, e.g., between 6.9 and 7.3. Stir the suspension for at least 60 minutes while maintaining the temperature between 5C and 10C. Filter the suspension. Wash the wet cake with ozonated deionised water (2.0 L ± 5%) previously cooled to a temperature between 5C and 10C, twice. [0261] Wash the wet cake with a mixture of ethyl acetate (0.09 kg ± 5% <> 0.1 L ± 5%) and isopropyl alcohol (0.79 kg ± 5% <> 1.0 L ± 5%) previously cooled to a temperature between 0C and 5C, twice. [0262] Dry the wet cake under vacuum at a temperature below 45C, until the water content (by Karl Fischer analysis) is lower than, or equal to, 0.5% w/w, preferentially lower than, or equal to, 0.1%) w/w, the content of ethyl acetate by GC is lower than, or equal to, 200 ppm, the content of isopropyl alcohol by GC is lower than, or equal to, 600 ppm and the content of dimethylformamide by GC is lower than, or equal to, 10000 ppm.

The catalyzed pathway has a lower Ea, but the net change in energy that results from the reaction is not affected by the presence of a catalyst. In my other articles, you can also check out more blogs about 1533519-84-4

Reference:
Patent; ARDEA BIOSCIENCES, INC.; GUNIC, Esmir; GALVIN, Gabriel; WO2014/8295; (2014); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics