Tag: M.W:200-300

Reference of 138624-97-2, 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. 138624-97-2 name is 1-Benzyl-1H-1,2,4-triazole-3-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.

A mixture of (3R)-3-amino- 1, 8-dimethyl-4,5-dihydro-3H-pyrido [3,4-b] azepine-2,7-dione (15 mg, 0.07 mmol), 1-hydroxybenzotriazole (11 mg, 0.08 mmol), 1-(3-dimethylaminopropyl)-3-ethylcarbodiimidehydrochloride (16 mg, 0.08 mmol) and 1 -benzyl1,2,4-triazole-3-carboxylic acid (17 mg, 0.08 mmol) in N,N-dimethylformamide (3 mL) was stirred at 25 C for 2 h. The mixture was concentrated under reduced pressure and the residue was purified by RP-HPLC (acetonitrile 20-50% / 0.05% ammonium hydroxide in water)afford arbitrarily assigned (R)- 1 -benzyl-N-( 1, 8-dimethyl-2,7-dioxo-2,3 ,4,5 ,7 ,8-hexahydro-1 H-pyrido [3,4-b] azepin-3-yl)- 1 H-i ,2,4-triazole-3-carboxamide (21.2 mg, 76%) as a white solid. ?H NMR (400 MHz, CD3OD) 8.56 (s, 1H), 7.87 (s, 1H), 7.37 – 7.33 (m, 5H), 6.49 (s, 1H), 5.47 (s, 2H), 4.71 – 4.65 (m, 1H), 3.59 (s, 3H), 3.33 (s, 3H), 2.74 – 2.69 (m, 2H), 2.45 – 2.38 (m, 1H), 2.13 – 2.08 (m, 1H). LCMS RT = 0.702mi m/z = 407.1 [M + H]. LCMS (5 to 95% acetonitrile in water + 0.1% formic acid over1.5 mins) retention time 0.702 mi ESI+ found [M+H] = 407.1.

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

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; GENENTECH, INC.; PATEL, Snahel; (105 pag.)WO2018/73193; (2018); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Related Products of 7411-23-6, These common heterocyclic compound, 7411-23-6, name is 3,5-Dibromo-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.

A solution of 3,5-dibromo-1H-1,2,4-triazole (250 mg, 1.1 mmol), 2-bromoethyl methyl ether (0.17 mL, 2.2 mmol) and triethylamine (0.46 mL, 3.3 mmol) in DMA (5 mL) was stirred at 55 C for 18 h. The reaction mixture was filtered and the solvent removed in vacuo. The product was purified via silica column chromatography eluting with 0-100% EtOAc in Pet. Ether to yield 3,5-dibromo-1-(2-methoxyethyl)-1,2,4-triazole (260 mg, 0.91 mmol, 83% yield) as a colourless oil. UPLC-MS (ES+, Method A), 1.34 min, m/z 285.9 [M+H]+.

The synthetic route of 7411-23-6 has been constantly updated, and we look forward to future research findings.

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

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. 956317-36-5, name is 5-Methyl-2-(2H-1,2,3-triazol-2-yl)benzoic acid, A new synthetic method of this compound is introduced below., category: Triazoles

5-methyl-2-(2H-1,2,3-triazol-2-yl)benzoic acid (11.94 gm, 0.058 moles) and DCM (15 ml) were charged in round bottom flask at room temperature. The reaction mixture was cooled to 0-5 C. and oxalyl chloride (5.07 mL, 0.058 moles) was added under inert atmosphere followed by the addition of DMF (1.18 mL, 0.0152 moles). The temperature of reaction mixture was raised to RT and stirred for 2 h. (R)-1-benzyl-5-methyl-1,4-diazepane (12 g, 0.058 moles, formula VII. DBT salt was neutralized with NaOH to obtain free base), triethyl amine (16.57 mL, 0.1176 moles) and DCM (500 mL) were taken in another RBF at 0-5 C. and stirred at room temperature for 2 h. The resulting mixture was slowly added to mixture containing triazole at 0-5 C. and stirred. The progress of the reaction was monitored by TLC. After completion of the reaction, the reaction mixture was diluted with water and extracted with DCM (2*7.5 mL). The combined organic layer was dried over Na2SO4 and concentrated under reduced pressure to give crude material. The obtained crude material was purified by column chromatography using silica gel (60-120 mesh), 2% MeOH-DCM as an eluent to give (R)-(4-benzyl-7-methyl-1,4-diazepan-1-yl)(5-methyl-2-(2H-1,2,3-triazol-2-yl)phenyl)methanone (Formula IX, 18 g) as a brown color liquid. The obtained crude compound was used for the next step without any further purification.

The synthetic route of 956317-36-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; DR. REDDY’S LABORATORIES LIMTED; IQBAL, Javed; DAHANUKAR, Vilas Hareshwar; ORUGANTI, Srinivas; KANDAGATLA, Bhaskar; (23 pag.)US2016/168138; (2016); 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. 423165-07-5, name is exo-3-(3-Isopropyl-5-methyl-4H-1,2,4-triazol-4-yl)-8-azabicyclo[3.2.1]octane, This compound has unique chemical properties. The synthetic route is as follows., Product Details of 423165-07-5

General procedure: 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.

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 423165-07-5.

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 7411-23-6, These common heterocyclic compound, 7411-23-6, name is 3,5-Dibromo-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.

In a 50 mL round bottomed flask sodium hydride (60% dispersion in mineral oil) (204 mg, 5.09 mmol) was added to a colorless solution of 3,5-dibromo-1H-1,2,4-triazole (lnt-1, 770 mg, 3.39 mmol) in DMF (15 ml). The resulting suspension was stirred at room temp during 30 min and (3,3-difluorocyclobutyl)methyl trifluoromethanesulfonate (591 mg, 2.2 mmol) was added and the reaction was stirred at RT 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 a orange liquid (1 g, 89 % yield). MS (ES+) m/z: 333.9 [(M+H)+].

Statistics shows that 3,5-Dibromo-1H-1,2,4-triazole is playing an increasingly important role. we look forward to future research findings 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

Application 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.

To a stirred solution of 3,5-dibromo-l-methyl-lH-l,2,4-triazole (CAS 23579-79-5; 1 g, 4.15 mmol) at r.t. in DMF (15 ml) under an argon atmosphere was added pyrrolidine (310 mg, 360 mu, 4.36 mmol). The mixture was heated to 125C for 1 day. The mixture was cooled to r.t., diluted with EtOAc and washed with H20. The aqueous phase was back extracted with EtOAc. The combined organics were washed with H20 and brine, dried over MgS04, filtered and con- centrated. The crude product was purified by silica gel chromatography using a CH2Cl2/MeOH 9: 1 as eluent, providing the title compound (451 mg, 44%) as brown oil. MS: M = 231.1 (M+H)+

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:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; FLOHR, Alexander; GROEBKE ZBINDEN, Katrin; LERNER, Christian; WO2014/72261; (2014); 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. 1157938-97-0, name is 1-(2,5-Difluorophenyl)-2-(1H-1,2,4-triazol-1-yl)ethanone, This compound has unique chemical properties. The synthetic route is as follows., SDS of cas: 1157938-97-0

To a solution of diisopropylamine (11 g) in dry THF (100 ml) 1.6 M solution of butyllithium in hexane (63 ml) was slowly added at -78 C. under nitrogen atmosphere. The mixture was allowed to warm up to -30 C., then re-cooled to -78 C. before propionitrile (5.4 g) was slowly added (exothermic reaction, cooling). The mixture was stirred at this temperature for ca. 15 min, 1-(2,5-difluorophenyl)-2-(1H-1,2,4-triazol-1-yl)ethanone (10 g) was added, the reaction mixture warmed up to -20 C. within ca. 1 hr and finally poured on aqueous solution of phosphate buffer (pH 7). The aqueous phase was extracted 3 times with ethylacetate (300 ml) and the combined organic phase was twice with water, dried with sodium carbonate, filtered and evaporated under reduced pressure providing the title compound: 9 g. The analytical data were identical with published in U.S. Pat. No. 6,300,353 and WO99/45008 for (2S,3R)-enantiomer.

According to the analysis of related databases, 1157938-97-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Carbo-Design LLC; US2011/87030; (2011); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Related Products of 25537-64-8,Some common heterocyclic compound, 25537-64-8, name is 4,5-Dibromo-1-methyl-1,2,3-triazole, molecular formula is C3H3Br2N3, 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.

Butyl lithium 1.6M in hexanes (3.89 mL, 6.23 mmol) was added dropwise over 5min to a solution of 4,5-dibromo-l-methyl-lH-l,2,3-triazole (1 g, 4.15 mmol) in THF (20 mL) at – 75 C, maintaining the temperature <-70C. The resulting mixture was then stirred for 1 hr at - 78C. DMF (1.607 mL, 20.76 mmol) was then added and the mixture stirred for 30 min before being allowed to warm to room temperature. The reaction was quenched with 1M HCl (10 mL) and extracted with ether (3x50 mL). The combined organics were washed with brine (20 mL), dried over sodium sulphate, filtered and concentrated in vacuo. Purification was by silica gel chromatography (eluted with 0-50% ethyl acetate/isohexane) to give 4-bromo-l -methyl- 1H- l,2,3-triazole-5-carbaldehyde as a white solid (M+H30 207.9; LCMS method 2). These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4,5-Dibromo-1-methyl-1,2,3-triazole, its application will become more common. Reference:
Patent; IRM LLC; NOVARTIS AG; TELLEW, John Edward; WANG, Xia; WAN, Yongqin; XIE, Yun Feng; PAN, Shifeng; JIANG, Jiqing; XIE, Yongping; HUNT, Thomas Anthony; EDWARDS, Lee; BEATTIE, David; HEALY, Mark Patrick; WEST, Ryan; LISTER, Andrew Stuart; WO2012/138648; (2012); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Related Products of 15294-81-2, 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 15294-81-2 as follows.

Iodomethane (1.819 mL, 29.1 mmol) was added cautiously to a suspension of 4,5- dibromo-lH-l,2,3-triazole (4.4 g, 19.40 mmol) and potassium carbonate (5.36 g, 38.8 mmol) in THF (20 mL) at room temperature. The resulting mixture was stirred overnight. The reaction was poured into water (50 mL) and extracted with ethyl acetate (3×100 mL). The combined organics were washed with brine (50 mL), dried over sodium sulphate, filtered and concentrated in vacuo. Purification was by silica gel chromatography (eluted with a 0-50percent ethyl acetate/isohexane) to give 4,5-dibromo-l-methyl-lH-l,2,3-triazole as a white solid (M+H 239.7; LCMS method 2).

According to the analysis of related databases, 15294-81-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; IRM LLC; NOVARTIS AG; TELLEW, John Edward; WANG, Xia; WAN, Yongqin; XIE, Yun Feng; PAN, Shifeng; JIANG, Jiqing; XIE, Yongping; HUNT, Thomas Anthony; EDWARDS, Lee; BEATTIE, David; HEALY, Mark Patrick; WEST, Ryan; LISTER, Andrew Stuart; WO2012/138648; (2012); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Application of 342617-08-7, These common heterocyclic compound, 342617-08-7, name is 3-(3-Bromophenyl)-4H-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 2: [3-(3-Bromophenyl)-1H-1,2,4-triazol-1-yl]methyl 2,2-dimethyipropanoate A slurry of 3-(3-bromophenyl)-1H-1,2,4-triazole (58.5 g; 261 mmol; Step 1 above), anhydrous K2CO3 (43.2 g; 313 mmol), and chloromethylpivalate (45 mL; 313 mmol) in dry MeCN (250 mL) was heated to 80 C. (Note 1) for 1 hour. The mixture was cooled, solid was collected by filtration and the filtrate was concentrated in vacuo. Residue from the filtaret was combined with the filtered solid and the whole was stirred with water approximately 20 minutes. Solid was collected by filtration, washed with water (*3) and recrystallized from MeOH/water, affording the title compound as a colorless solid. LC/MS (method E) tR 0.88 min, m/z 338, 340 (M+H, Br isotopes). The following were prepared from the appropriate benzamides by a procedure similar to Example IV-25.

The synthetic route of 342617-08-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; IGNAR, DIANE MICHELE; US2010/113512; (2010); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics