Tag: M.W:200-300

Reference of 23579-79-5, 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. 23579-79-5, name is 3,5-Dibromo-1-methyl-1H-1,2,4-triazole, This compound has unique chemical properties. The synthetic route is as follows.

A solution of 24.0 g (0.1 mol) of triazole 2a and 8.5 g (0.13 mol) of sodium azide in 125 mL of DMF was stirred for 8.5 h at 95-100 C. The mixture was cooled, poured into 600 mL of water, and extracted with ethyl acetate (5 × 125 mL). The combined extracts were washed with water (2 × 20 mL) and dried over magnesium sulfate, the solvent was distilled off, and the residue was recrystallized from hexane. Yield18.2 g (90 %).

The chemical industry reduces the impact on the environment during synthesis 3,5-Dibromo-1-methyl-1H-1,2,4-triazole. I believe this compound will play a more active role in future production and life.

Reference:
Article; Tolstyakov; Russian Journal of Organic Chemistry; vol. 54; 10; (2018); p. 1537 – 1547; Zh. Org. Khim.; vol. 54; 10; (2018); p. 1525 – 1534,10;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Electric Literature of 7411-23-6, 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 7411-23-6 as follows.

In a 250 mL round bottomed flask sodium hydride (60% dispersion in mineral oil) (132 mg, 3.31 mmol) was added to a colorless solution of 3,5-dibromo-1H-1,2,4-triazole (Int-1, 500 mg, 2.2 mmol) in DMF (10 ml). The resulting suspension was stirred at room temp during 30 min and trideuterio(iodo)methane (319 mg, 2.2 mmol) was added and the reaction was stirred at 40C over night.The reaction mixture was poured into 50 mL H20 and extracted with EtOAc (3 x 50 mL). The organic layers were washed with sat NaCl (3 x 50 mL), dried over MgSO4 and concentrated in vacuo. The title compound was isolated as an off-white solid (456 mg, 84.8 % yield). MS (ES+) m/z: 244.9 [(M+H)+].

According to the analysis of related databases, 7411-23-6, 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.; 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 1186050-58-7, The chemical industry reduces the impact on the environment during synthesis 1186050-58-7, name is 2-Fluoro-6-(2H-1,2,3-triazol-2-yl)benzoic acid, I believe this compound will play a more active role in future production and life.

General procedure: Exarm}le 69: 2-Fluoro-N-[(/5,25)-2-[(6-fluoro-l,3-benzotliiazol-2- yl)amino]cyclopentyl]-6-(2H-l,2,3-triazol-2-yl)benzamide To a solution of (iS,2S)-l-N-(6-fluoro-l,3-benzothiazol-2-yl)cyclopentane-l,2-diamine hydrochloride (Intermediate 16a, 50 mg, 0.174 mmol) in dry DCM (2 ml) was added 2- fluoro-6-(2H-l,2,3-triazol-2-yl)benzoic acid (Intermediate 21, 54.0 mg, 0.261 mmol), triethylamine (0.073 ml, 0.521 mmol) and HATU (99 mg, 0.261 mmol). The reaction was stirred at room temperature for 18 hours then diluted with DCM, washed with water, filtered through a hydrophobic frit and concentrated in vacuo. The crude product was purified by reverse phase preparative HPLC (acetonitrile / water with 0.1% ammonia) to afford the title compound.1H NMR (400 MHz, MeOD -d4) : delta ppm 1.56 – 1.72 (m, 2 H), 1.75 – 1.89 (m, 2 H), 2.16 – 2.32 (m, 2 H), 4.09 – 4.18 (m, 1 H), 4.22 – 4.31 (m, 1 H), 6.93 – 7.02 (m, 1 H), 7.19 – 7.30 (m, 2 H), 7.33 – 7.40 (m, 1 H), 7.53- 7.62 (m, 1 H), 7.74 (s, 2 H), 7.76 – 7.80 (m, 1 H) MS ES+: 441

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, 2-Fluoro-6-(2H-1,2,3-triazol-2-yl)benzoic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; TAKEDA CAMBRIDGE LIMITED; TAKEDA PHARMACEUTICAL COMPANY LIMITED; FIELDHOUSE, Charlotte; GLEN, Angela; ROBINSON, John Stephen; FUJIMOTO, Tatsuhiko; WO2015/55994; (2015); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Synthetic Route of 23579-79-5, 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. 23579-79-5 name is 3,5-Dibromo-1-methyl-1H-1,2,4-triazole, 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 lithium diisopropylamide (1.43 mL, 2.86 mmol) in THF (10.60 mL) under a nitrogen atmosphere was cooled to -10C.3- methyl-1-tetrahydropyran-2-yl-indazol-5-amine (265 mg, 1.15 mmol) in THF (5.34 mL) was added and the reaction was stirred for 15 min and 3,5-dibromo-1-methyl-1H-1,2,4-triazole (331 mg, 1.37 mmol) in THF (5.34 mL) was added. The reaction was warmed to r.t. and stirred for 16 h. The reaction was quenched with sat. aq. NH4Cl and extracted with EtOAc (3x 20 mL). The combined organics were dried with a phase separator and concentrated in vacuo. The crude product was purified by flash chromatography eluting with 20-75% EtOAc in Heptane to give N-(5-bromo-2-methyl-1,2,4-triazol-3-yl)-1-tetrahydropyran-2-yl-indazol-5-amine (98 mg, 0.26 mmol, 23% yield). UPLC-MS (ES+, Method A): 1.63 min, m/z no mass ion observed [M+H]+

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3,5-Dibromo-1-methyl-1H-1,2,4-triazole, and friends who are interested can also refer to it.

Reference:
Patent; REDX PHARMA PLC; JONES, Clifford, D.; BUNYARD, Peter; PITT, Gary; BYRNE, Liam; PESNOT, Thomas; GUISOT, Nicolas, E.S.; (318 pag.)WO2019/145729; (2019); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Electric Literature of 423165-07-5,Some common heterocyclic compound, 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, 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 an aqueous solution of active hydrogen containing amide, few drops of aqueous ammonia solution (1 eq.) and secondary amine (1 eq.) were added in drops in an ice-cold solution under constant stirring for dissolution. Aromatic aldehydes dissolved in methanol, added dropwise to the above mixture and stirring was continued for 2 h. The formation of compounds were observed within 30 min. Reaction was monitored by TLC, after completion of reaction, the product was filtered and washed with distilled water and dried at 45-50 C. N?-{2-Chlorophenyl)-[3-(3-isopropyl-5-methyl-[1,2,4]-triazol-4-yl)-8-azabicyclo[3.2.1]oct-8-yl]methyl}hydrazinecarboxamide (4a): White solid, yield: 75.85 %, m.p. 230-232 C. IR (KBr, numax, cm-1): 3464, 3242, 3151, 3060, 2987,1722, 1654, 1591, 1510, 1415, 1344, 1278, 1219, 1157, 1093,1051, 1033, 918, 852, 736, 627. 1H NMR (DMSO-d6, 400 MHz):delta10.49 (s, 2H, -NH2, D2O exchangeable), 8.26 (s, 1H, chiralproton), 8.15-8.18 (m, 1H, Ar-H, J1= 6.023 Hz, J2= 3.51 Hz),7.47-7.49 (m, 1H, Ar-H, J1= 5.27 Hz, J2= 3.26 Hz, J= 7.027Hz),7.368-7.397 (m, 2H, Ar-H, J2= 3.514Hz, J2= 6.023 Hz),6.589 (br, s, 2H, -2NH), 3.789 (s, 3H,-CH3), 3.46 (m, 1H, Ha),3.31-3.36 (1H, m, J= 9.53 Hz), 2.668-2.677 (m, 2H, J= 1.757Hz), 2.326-2.335 (m, 2H, J= 1.757 Hz), 1.88-1.97 (m, 4H, J1= 1.225 Hz, J2= 2.008 Hz), 1.253-1.236 (d, 6H, 2 × CH3, J=7.027 Hz); 13C NMR: 8.1 (CH3), 24.4 (2 × CH3), 28.4 (2 ×CH2), 26.3 (1CH)-isopropyl), 31.8 (1CH), 36.6 (2 × CH2), 52.7(2 × CH), 65.2 (1CH, adjacent to arom. ring), 126.3, 128.4,128.6, 130.4, 136.7, 137.3 (6C-arom. ring), 158.8 (-C=O,amide), 163.7 (2C, imine (C=N)). Mass: m/z: 429 (M-2), 391((M-2)-isopropyl), 414 ((M-2)-NH3), 301, 309, 279.

The synthetic route of 423165-07-5 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Viveka, T. Lakshmi; Sharada, L. Nalanda; Asian Journal of Chemistry; vol. 30; 9; (2018); p. 2029 – 2034;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Related Products of 118863-62-0, These common heterocyclic compound, 118863-62-0, name is 3-(4-Bromophenyl)-1H-[1,2,4]triazole, 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.

Step 1: 3-(4-Bromophenyl)-1-(4-methoxybenzyl)-1H-1,2,4-triazole A mixture of 3-(4-bromophenyl)-1H-1,2,4-triazole (5 g, 22.3 mmol), 1-(chloromethyl)-4-methoxybenzene (4.19 g, 26.8 mmol) and cesium carbonate (14.6 g, 44.9 mmol) in DMF (100 mL) was stirred at room temperature for 16 h. The resulting solution was diluted with water and extracted with ethyl acetate. The organic layers were combined and concentrated in vacuo. The crude product was purified via flash chromatography on silica gel (solvent gradient, 0-5% ethyl acetate in petroleum ether) to yield 6 g (78%) of the title compound as a white solid. LCMS (ESI): [M+H]+=344/346.

Statistics shows that 3-(4-Bromophenyl)-1H-[1,2,4]triazole is playing an increasingly important role. we look forward to future research findings about 118863-62-0.

Reference:
Patent; Genentech, Inc.; Braun, Marie-Gabrielle; Garland, Keira; Hanan, Emily; Purkey, Hans; Staben, Steven T.; Heald, Robert Andrew; Knight, Jamie; Macleod, Calum; Lu, Aijun; Wu, Guosheng; Yeap, Siew Kuen; (183 pag.)US2018/65983; (2018); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – 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. 15294-81-2, name is 4,5-Dibromo-1H-1,2,3-triazole, This compound has unique chemical properties. The synthetic route is as follows., HPLC of Formula: C2HBr2N3

Step 1 : A mixture of A-21.1 (2.00 g, 1 1 .0 mmol), A-21.2 (3.88 g, 17.1 mmol), Cul (0.13 g, 0.68 mmol), A-21.3 (0.15 mL, 1 .03 mmol) and K2C03 (2.36 g, 17.1 mmol) in dry DMF (10 mL) is heated to 120°C by microwave for 40 min. The mixture is poured into water and extracted with Et20. The aq. phase is acidified with HCI (4M aq. solution) and extracted with EA. The combined organic phases are dried and concentrated to give the crude product which is purified by flash column chromatography on silica gel (using a solvent gradient from 100percent EA to EA/MeOH = 9/1 ) to provide 3.6 g of A-21.4. APCI+/-: 365 [M+H]+; HPLC (Rt): 1.10 min (method (0304) N).

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 15294-81-2.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; RIETHER, Doris; FERRARA, Marco; HEINE, Niklas; LESSEL, Uta; NICHOLSON, Janet Rachel; PEKCEC, Anton; SCHEUERER, Stefan; (69 pag.)WO2017/178341; (2017); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Synthetic Route of 23579-79-5, 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. 23579-79-5 name is 3,5-Dibromo-1-methyl-1H-1,2,4-triazole, 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.

Bis(triphenylphosphine)palladium (II) chloride (2.487 mg, 3.54 .mol) was added to astirred mixture of 3-(tributylstannyl)-7-(triisopropylsilyl)-[1,2,3]triazolo[1,5-a]pyridine(10, 100 mg, 0.18 mmol) and 3,5-dibromo-1-methyl-1H-1,2,4-triazole (42.7 mg, 0.18mmol) and lithium chloride (22.53 mg, 0.53 mmol) dissolved in DME (1 mL) anddegased and purged with argon. The resulting mixture was heated at 130 C for 35minutes in the microwave. The mixture was evaporated under reduce pressure and theresidue was purified by preparative HPLC using a Waters X-Bridge reverse-phasecolumn (C-18, 5 microns silica, 19 mm diameter, 100 mm length, flow rate of 40 ml /minute) and decreasingly polar mixtures of water (containing 0.2% ammoniumcarbonate) and acetonitrile as eluent. The fractions containing the desired compound wereevaporated to dryness to afford 3-(3-bromo-1-methyl-1H-1,2,4-triazol-5-yl)-7-(triisopropylsilyl)-[1,2,3]triazolo[1,5-a]pyridine (42.4 mg, 55%) as a white solid.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3,5-Dibromo-1-methyl-1H-1,2,4-triazole, and friends who are interested can also refer to it.

Reference:
Article; Germain, Herve; Harris, Craig S.; Lebraud, Honorine; Tetrahedron Letters; vol. 52; 48; (2011); p. 6376 – 6378;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Electric Literature of 7411-23-6, 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. 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.

To a solution of 3,5-dibromo-1H-1,2,4-triazole (750 mg, 3.31 mmol) in DMF (12 mL) was added sodium hydride (172 mg, 4.30 mmol). This was stirred at 40 C for 30 min. Upon formation of the sodium salt, 2-iodopropane (0.40 mL, 3.97 mmol) was added. The reaction mixture was diluted with water (120 mL) and extracted with diethyl ether. The aqueous was extracted with twice further diethyl ether and the combined organic layers dried over MgSO4. The solvents were then removed in vacuo to yield 3,5-dibromo-1-isopropyl-1,2,4-triazole (631 mg, 2.23 mmol, 67% yield).1H NMR (400 MHz, DMSO-d6) delta 4.68 (hept, J = 6.6 Hz, 1H), 1.39 (d, J = 6.6 Hz, 6H).

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, 3,5-Dibromo-1H-1,2,4-triazole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; REDX PHARMA PLC; JONES, Clifford, D.; BUNYARD, Peter; PITT, Gary; BYRNE, Liam; PESNOT, Thomas; GUISOT, Nicolas, E.S.; (318 pag.)WO2019/145729; (2019); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Electric Literature of 7411-23-6, The chemical industry reduces the impact on the environment during synthesis 7411-23-6, name is 3,5-Dibromo-1H-1,2,4-triazole, I believe this compound will play a more active role in future production and life.

3,5-dibromo-iH-1,2,4-triazole (48.1 mg, 0.212 mmol) and BF3OEt2 (53 mul, 0.418 mmol) were added to a stirred solution of Intermediate 6 (25.4 mg, 0.042 mmol) in 1,2- dichloroethane (0.42 ml). The reaction mixture was a yellow solution that was heated to 50C. After 1.5 hr, the reaction mixture had become an orange suspension. LCMS and 1H NMR showed complete consumption of Intermediate 6. The reaction mixture was cooled to room temperature, the solvent was evaporated, and the resulting residue was placed under high vacuum. The residue was dissolved in methanol and purified using a single HPLC run on a 19 x 150 mm Sunfire Prep C 18 OBD 10 mum column by eluting with acetonitrile/water + 0.1% TFA. The HPLC fractions of the faster eluting regioisomer were combined, the solvent was evaporated under reduced pressure, and the residue was lyophilized from ethanol and benzene to give EXAMPLE 33 A (2.1 mg) as a white solid. The HPLC fractions of the slower eluting regioisomer were combined, the solvent was evaporated under reduced pressure, and the residue was lyophilized from ethanol and benzene to give EXAMPLE 33B (25.9 mg) as a white solid.EXAMPLE 33A:1H NMR (CD3OD, 600 MHz, ppm) delta 0.76 (s, 3H, Me), 0.76 (d, 3H, Me), 0.82 (d, 3H, Me), 0.84 (d, 3H, Me), 0.85 (d, 3H, Me), 0.89 (d, 3H, Me), 0.90 (s, 3H, Me), 1.03 (s, 3H, Me), 1.16 (s, 3H, Me), 1.20 (s, 3H, Me), 1.22-1.35 (m), 1.40-1.44 (m), 1.46-1.52 (m), 1.55-1.65 (m), 1.75-1.97 (m), 2.12-2.22 (m), 2.25-2.31 (m), 2.38 (dd, 1H, H13), 2.84 (s, 1H, H7), 2.85 (d, 1H), 3.49 (d, 1H), 3.56 (dd, 1H), 3.56 (d, 1H), 3.61 (d, 1H), 3.96 (d, 1H), 4.19 (d, 1H), 5.53 (dd, 1H, H5), 5.92-5.98 (m, 1H, H14).Mass Spectrum: (ESI) m/z = 795.22 (797.22) (M+H).EXAMPLE 33B:1H NMR (CD3OD, 600 MHz, ppm) delta 0.76 (s, 3H, Me), 0.76 (d, 3H, Me), 0.84 (d, 3H, Me), 0.85 (d, 3H, Me), 0.87 (d, 3H, Me), 0.88 (s, 3H, Me), 0.89 (d, 3H, Me), 0.93 (s, 3H, Me), 1.15 (s, 3H, Me), 1.20 (s, 3H, Me), 1.22-1.34 (m), 1.39-1.43 (m), 1.47-1.65 (m), 1.75-1.96 (m), 2.10-2.22 (m), 2.34 (dd, 1H, H13), 2.84 (s, 1H, H7), 2.96 (d, 1H), 3.48 (d, 1H), 3.54 (dd, 1H), 3.54 (d, 1H), 3.58 (d, 1H), 3.84 (d, 1H), 3.93 (d, 1H), 5.49 (dd, 1H, H5), 5.71-5.77 (m, 1H, H14).Mass Spectrum: (ESI) m/z = 795.21 (797.19) (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, 3,5-Dibromo-1H-1,2,4-triazole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MERCK SHARP & DOHME CORP.; SCYNEXIS, INC.; GREENLEE, Mark, L.; WILKENING, Robert; APGAR, James; SPERBECK, Donald; WILDONGER, Kenneth, James; MENG, Dongfang; PARKER, Dann, L.; PACOFSKY, Gregory, James; HEASLEY, Brian, Haid; MAMAI, Ahmed; NELSON, Kingsley; WO2010/19204; (2010); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics