Category: 49607-51-4

Related Products of 49607-51-4, 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. 49607-51-4, name is 1-Methyl-1H-1,2,4-triazol-3-amine, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: To a solution of 9 (88 mg, 0.5 mmol) in DMF (10 mL) was added Cs2CO3 (179 mg, 0.55 mmol) and 1-(chloromethyl)-3-iodobenzene (151 mg, 0.52 mmol). The resulting reaction mixture was stirred at 40-50 C for 3 h, and then the solvent was removed under reduced pressure. The residue was dissolved in EtOAc (30 mL). The organic layer was washed with brine (10 mL 3) and then dried over anhydrous Na2SO4 and concentrated in vacuo. The residue was purified by using column chromatography to afford the corresponding product 10a in 75percent yield. To a solution of 10a (102 mg, 0.26 mmol), the corresponding amines (0.31 mmol) in 1, 4-dioxane (15 mL) was added Pd2(dba)3 (7.3 mg, 0.008 mmol), Xantphos (5 mg, 0.008 mmol) and Cs2CO3(101 mg, 0.31 mmol) under nitrogen atmosphere. The reaction mixture was heated to 90 C with stirring overnight. The solution was concentrated under reduced pressure, and then the residue was purified by column chromatography on silica gel to afford compounds .4.3.1. 2-(3-((1-Methyl-1H-1,2,4-triazol-3-yl)amino)benzyl)-6-(1-methyl-1H-pyrazol-4-yl)pyridazin-3(2H)-one (14)white solid (76percent). 1HNMR (300 MHz, DMSO-d6) d 9.11 (s, 1H),8.20 (s, 1H), 8.12 (s, 1H), 7.91 (s, 1H), 7.78 (d, J 9.6 Hz, 1H), 7.48 (s,1H), 7.43 (d, J 8.1 Hz, 1H), 7.14 (t, J 7.8 Hz, 1H), 7.01 (d, J 9.6 Hz,1H), 6.71 (d, J 7.5 Hz, 1H), 5.16 (s, 2H), 3.85 (s, 3H), 3.70 (s, 3H).13CNMR (126 MHz, DMSO-d6) d 160.7, 159.0, 143.3, 142.7, 140.0, 137.7,137.1, 131.7, 130.5, 129.7, 129.2, 118.8, 118.5, 115.1, 54.77, 39.2, 36.0.MS (ESI) m/z 363.2 [MH].

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

Reference:
Article; Liu, Yang; Jin, Shiyu; Peng, Xia; Lu, Dong; Zeng, Limin; Sun, Yiming; Ai, Jing; Geng, Meiyu; Hu, Youhong; European Journal of Medicinal Chemistry; vol. 108; (2016); p. 322 – 333;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Application of 49607-51-4, A common heterocyclic compound, 49607-51-4, name is 1-Methyl-1H-1,2,4-triazol-3-amine, molecular formula is C3H6N4, 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.

3-Chloro-4-methylfuran-2,5-dione (625 mg, 4.27 mmol, 1.00 equiv) and 1-methyl-1H-1,2,4-triazole-3-amine (419 mg, 4.15 mmol, 1.00 equiv) were dissolved in toluene (10 ml), 4-toluenesulfonic acid monohydrate (12 mg, 0.06 mmol, 0.02 equiv.) was added and the mixture was stirred under microwave conditions at a temperature of 100 C. for 30 minutes. After cooling to room temperature, water and ethyl acetate were added and the reaction mixture was extracted. The aqueous phase was repeatedly re-extracted vigorously with ethyl acetate, and the combined organic phases were then dried over magnesium sulfate, filtered and concentrated. Final purification by column chromatography of the resulting crude product (gradient ethyl acetate/heptane) gave 3-chloro-4-methyl-1-(1-methyl-1H-1,2,4-triazol-3-yl)-1H-pyrrole-2,5-dione in the form of a colorless solid (110 mg, 11% of theory). 1H-NMR (400 MHz, d6-DMSO delta, ppm) 8.13 (s, 1H), 3.80 (s, 3H), 2.09 (s, 3H).

The synthetic route of 49607-51-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Bayer CropScience Aktiengesellschaft; Bayer Aktiengesellschaft; FRACKENPOHL, Jens; HELMKE, Hendrik; FRANKE, Jana; REINGRUBER, Anna Maria; MACHETTIRA, Anu Bheemaiah; GATZWEILER, Elmar; ROSINGER, Christopher Hugh; SCHMUTZLER, Dirk; DIETRICH, Hansjoerg; LUEMMEN, Peter; (96 pag.)US2019/330192; (2019); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

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. 49607-51-4, name is 1-Methyl-1H-1,2,4-triazol-3-amine belongs to Triazoles compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: 1-Methyl-1H-1,2,4-triazol-3-amine

(2S,3S)-2-(Fluoromethyl)-7-(methylcarbamoyl)-3-phenyl-2,3-d ihyd robenzofuran-5-carboxylic acid (80 mg, 0.24 minol) and HATU (111 mg, 0.292 minol) were dissolved in DMSO (0.85 mL), andthe resulting solution was treated with DIPEA (0.127 mL, 0.729 minol) and the reaction minxture wasleft to stir at rt for 5 min 1-Methyl-1H-1,2,4-triazol-3-amine (23.8 mg, 0.243 minol) was added andthe reaction was left to stir for 1 h at rt. Further HATU (111 mg, 0.292 minol) and DIPEA (0.127 mL,0.729 minol) were added and the reaction minxture was left to stir for 5 min then 1-methyl-1H-1,2,4-triazol-3-amine (23.8 mg, 0.243 minol) was added and reaction minxture stirred for 2 h at rt. FurtherHATU (111 mg, 0.292 minol) and DIPEA (0.127 mL, 0.729 minol) were added and the reaction minxturewas left to stir for 5 min then 1-methyl-1H-1,2,4-triazol-3-amine (23.8 mg, 0.243 minol) was addedand reaction minxture stirred for 2 h at rt and was then left to stand overnight. HATU (111 mg, 0.292minol) and DIPEA (0.127 mL, 0.729 minol) were again added and the reaction minxture was left to stirfor 5 min then 1-methyl-1H-1,2,4-triazol-3-amine (23.8 mg, 0.243 minol) was added and reaction minxture stirred for 3 h then left to stand over the weekend. The reaction minxture had separated and become solid and not all of the reactants seemed to have gone into solution therefore further DMSO (1 mL) was added to the reaction minxture and it was left to stir at rt for 3 h. 1-Methyl-1H-1,2,4-triazol- 3-amine (23.8 mg, 0.243 minol) was added and the reaction minxture was left to stir at rt for 1 h thenleft to stand overnight. Further HATU (iii mg, 0.292 minol), DIPEA (0.127 mL, 0.729 minol) and 1- methyl-1H-1,2,4-triazol-3-amine (23.8 mg, 0.243 minol) were added and the reaction left to stir at rt for 1 h. Further HATU (iii mg, 0.292 minol), DIPEA (0.127 mL, 0.729 minol) and 1-methyl-1H-1,2,4- triazol-3-amine (23.8 mg, 0.243 minol) were added and the reaction left to stir at rt for 1 h. The reaction minxture was then purified by MDAP (method high pH) to give (2S,3S)-2-(fluoromethyl)-N7-methyl-N5-( 1-methyl-i H-1,2,4-triazol-3-yl)-3-phenyl-2,3-d ihydrobenzofuran-5,7-dicarboxaminde (24.8 mg 25percent) as a white solid.LCMS (method forminc): Retention time 0.79 min [M+H] = 410

The synthetic route of 49607-51-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY (NO.2) LIMITED; ATKINSON, Stephen, John; DEMONT, Emmanuel, Hubert; HARRISON, Lee, Andrew; PRESTON, Alexander, G.; SEAL, Jonathan, Thomas; WALL, Ian, David; WATSON, Robert, J.; WOOLVEN, James, Michael; (214 pag.)WO2017/174620; (2017); 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. 49607-51-4, name is 1-Methyl-1H-1,2,4-triazol-3-amine, This compound has unique chemical properties. The synthetic route is as follows., Safety of 1-Methyl-1H-1,2,4-triazol-3-amine

Triphosgene (0.588 g, 1.982 mmol) was added to a stirred solution of (4S)-7-(2- methylpyridin-4-yl)-2,3,4,5-tetrahydro-l,4-methanopyrido[2,3-b][l,4]diazepine (0.5g, 1.982 mmol) in tetrahydrofuran (20 mL) at 0 C and stirred for 30min. Triethylamine (0.829 mL, 5.94 mmol) and 1 -methyl- lH-l,2,4-triazol-3 -amine (0.486 g, 4.95 mmol) was added at 0 C. The reaction mixture was stirred for 48h at 70 C. The reaction mixture was cooled to 28 C, and was partitioned between water (50 mL) and DCM (50 mL). The separated organic layer was washed with water and brine. The organic layer was dried over anhydrous Na2SC”4, filtered and filtrate was evaporated to afford crude yellow solid (TLC eluent: 10% MeOH in EtOAc: Rr0.3; UV active). The crude compound was purified by (100-200 mesh) silica gel and was eluting with 5% MeOH in ethyl acetate to afford (4S)-N-(1 -methyl- H- 1 ,2,4-triazol-3 -yl)-7-(2-methylpyridin-4-yl)-3,4-dihydro- 1 ,4- methanopyrido[2,3-6][l,4]diazepine-5(2H)-car-boxamide (0.215g, 0.563 mmol, 28.4 % yield) as light yellow solid, LCMS (m/z): 377.28 [M+H]+.1H NMR (400 MHz, DMSO-i): delta 13.44 (s, 1H), 8.55 (d, J = 5.2 Hz, 1H), 8.36 (s, 1H), 7.96 (s, 1H), 7.86 – 7.61 (m, 3H), 5.44 (dd, J = 5.8, 3.0 Hz, 1H), 3.83 (s, 3H), 3.27 (d, J = 30.5 Hz, 3H), 2.95 (dd, J= 12.0, 3.2 Hz, 1H), 2.59 (s, 3H), 2.23 (ddt, J= 16.9, 9.7, 4.4 Hz, 1H), 1.91 (dt, J= 14.7, 7.4 Hz, 1H).

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 49607-51-4.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY (NO.2) LIMITED; ELLIS, James Lamond; EVANS, Karen Anderson; FOX, Ryan Michael; MILLER, William Henry; SEEFELD, Mark Andrew; (766 pag.)WO2016/79709; (2016); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Related Products of 49607-51-4, 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 49607-51-4 as follows.

33). Synthesis of 4-[(3,5-bis-trifluoromethyl-benzoyl)-(1-methyl-1H-{1;2.4]triazol-3-y.)- amino]-2,6-diethyl-piperidine-1-carboxylic acid isopropyl ester; To a solution of 2,6-diethyl-4-oxo-piperidine-1-carboxylic acid isopropyl ester (1 mmol, 240 mg), 1-methyl-1H-[1 ,2,4]triazol-3-ylamine (2 mmol, 200 mg) and acetic acid (2 mmol, 114 uL) in dichloroethane (2 mL) is added sodium triacetoxyborohydride (2 mmol, 424 mg) at room temperature and stirred for 15 hours. The reaction is quenched by addition of saturated aq. sodium hydrogen carbonate. The mixture is extracted with dichloromethane and the combined organic layer is concentrated under reduced pressure. The obtained residue is purified by silica gel column chromatography (eluent: DCM / MeOH) to give 2,6- diethyl-4-(1 -methyl- 1H-[1 ,2,4}triazol-3-ylamino)-piperidine-1-carboxylic acid isopropyl ester (168 mg, 52percent); ESI-MS m/z: 324 [M+1]\ Retention time 2.06 min (condition A).

According to the analysis of related databases, 49607-51-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; NOVARTIS AG; NOVARTIS PHARMA GMBH; WO2008/9435; (2008); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Synthetic Route of 49607-51-4,Some common heterocyclic compound, 49607-51-4, name is 1-Methyl-1H-1,2,4-triazol-3-amine, molecular formula is C3H6N4, 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.

4-chloro-7-isothiocyanate-7-de (acetamide)colchicine (54 mg, 0.12 mmol) was dissolved in DMF (1 mL). 3-amino-1-methyl-1H-1,2,4-triazole (15 mg, 0.12×1.2mmol) was added, and stirred at 80 degrees C overnight. The solvent was distilled off after the reaction. Chloroform was added and washed with saturated sodium bicarbonate solution, dried with magnesium sulfate and the solvent was distilled off. The obtained residue was purified by silica gel column chromatography (Biotage Isolera One, SANP 25 g, chloroform/methanol) to obtain title compound (a yellow solid, 42 mg, 65.8percent) .

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-Methyl-1H-1,2,4-triazol-3-amine, its application will become more common.

Reference:
Patent; CHIBA UNIVERSITY; YAKULTHONSHA COMPANY LIMITED; TAKAYAMA, HIROMITSU; YASOBU, NAOKO; KITAJIMA, MARIKO; YAEGASHI, TAKASHI; MATSUZAKI, TAKESHI; NAGAOKA, MASATO; HASHIMOTO, SHUSUKE; NISHIYAMA, HIROYUKI; SUGIMOTO, TAKUYA; ONO, MASAHIRO; (176 pag.)JP5829520; (2015); B2;,
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. 49607-51-4, name is 1-Methyl-1H-1,2,4-triazol-3-amine, This compound has unique chemical properties. The synthetic route is as follows., Computed Properties of C3H6N4

3,4-Dimethylfuran-2,5-dione (550 mg, 4.36 mmol, 1.05 equiv) and 1-methyl-1H-1,2,4-triazole-3-amine (407 mg, 4.15 mmol, 1.00 equiv) were dissolved in concentrated acetic acid (15 ml) and stirred under reflux conditions for 7 h. After cooling to room temperature, water and ethyl acetate were added and the mixture was extracted. The aqueous phase was repeatedly re-extracted vigorously with ethyl acetate, and the combined organic phases were then dried over magnesium sulfate, filtered and concentrated. Final purification by column chromatography of the resulting crude product (gradient ethyl acetate/heptane) gave 3,4-dimethyl 1-(1-methyl-1H-1,2,4-triazol-3-yl)-1H-pyrrole-2,5-dione in the form of a colorless solid (90 mg, 10% of theory). 1H-NMR (400 MHz, d6-DMSO delta, ppm) 8.09 (s, 1H), 3.75 (s, 3H), 2.01 (s, 6H).

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 49607-51-4.

Reference:
Patent; Bayer CropScience Aktiengesellschaft; Bayer Aktiengesellschaft; FRACKENPOHL, Jens; HELMKE, Hendrik; FRANKE, Jana; REINGRUBER, Anna Maria; MACHETTIRA, Anu Bheemaiah; GATZWEILER, Elmar; ROSINGER, Christopher Hugh; SCHMUTZLER, Dirk; DIETRICH, Hansjoerg; LUEMMEN, Peter; (96 pag.)US2019/330192; (2019); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Electric Literature of 49607-51-4,Some common heterocyclic compound, 49607-51-4, name is 1-Methyl-1H-1,2,4-triazol-3-amine, molecular formula is C3H6N4, 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 ml of toluene were added to 100 mg (0.22 mmol) of 5-[4-chloro-3-(trifluoromethyl)phenoxy]-2-(methylsulphonyl)-6-(trifluoromethyl)pyrimidin-4(3H)-one (Example 40A) and 57 mg (0.67 mmol) of 4-amino-1H-pyrazole, and the mixture was then re-concentrated under reduced pressure. A drop of DMSO was added to the residue, and the mixture was then stirred at 150¡ã C. for 1 h. The mixture was then purified directly by preparative HPLC [column: Chromatorex C18 10 mum, 250¡Á30 mm; flow rate: 50 ml/min; run time: 45 min; detection: 210 nm; injection after 3 min of run time; mobile phase A: acetonitrile, mobile phase B: water; gradient: 10percent A (5.00 min)?95percent A (35.00-40.00 min)?10percent A (40.50-45.00 min)]. This gave 30 mg (31percent of theory) of the title compound.LC-MS (Method 1): Rt=1.03 min; MS (ESpos): m/z=440.0 (M+H)+1H-NMR (400 MHz, DMSO-d6): delta=7.37 (m, 1H), 7.48 (d, 1H), 7.64 (m, 2H), 7.92 (br. s, 1H), 9.10 (br. s, 1H), 11.98 (br. s, 1H), 12.66 (br. s, 1H). The Exemplary compounds below were prepared analogously to Example 104 from the appropriate 2-methylsulphonyl-substituted pyrimidinones and the respective amine components:

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-Methyl-1H-1,2,4-triazol-3-amine, its application will become more common.

Reference:
Patent; Bayer Pharma Aktiengesellschaft; STRAUB, Alexander; COLLIN, Marie-Pierre; KOCH, Michael; MEYER, Jutta; SCHLEMMER, Karl-Heinz; NISING, Carl Friedrich; BIBER, Nicole; ANLAUF, Sonja; GROMOV, Alexey; WITTWER, Matthias Beat; (185 pag.)US2016/237059; (2016); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Application of 49607-51-4, 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. 49607-51-4 name is 1-Methyl-1H-1,2,4-triazol-3-amine, 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.

Triphosgene (0.588 g, 1.982 mmol) was added to a stirred solution of (4S)-7-(2-methylpyridin-4-yl)-2,3,4,5-tetrahydro-1,4-methanopyrido[2,3-b][1,4]diazepine (0.5 g, 1.982 mmol) in tetrahydrofuran (20 mL) at 0¡ã C. and stirred for 30 min. Triethylamine (0.829 mL, 5.94 mmol) and 1-methyl-1H-1,2,4-triazol-3-amine (0.486 g, 4.95 mmol) was added at 0¡ã C. The reaction mixture was stirred for 48 h at 70¡ã C. The reaction mixture was cooled to 28¡ã C., and was partitioned between water (50 mL) and DCM (50 mL). The separated organic layer was washed with water and brine. The organic layer was dried over anhydrous Na2SO4, filtered and filtrate was evaporated to afford crude yellow solid (TLC eluent: 10percent MeOH in EtOAc: Rf-0.3; UV active). The crude compound was purified by (100-200 mesh) silica gel and was eluting with 5percent MeOH in ethyl acetate to afford (4S)?N-(1-methyl-1H-1,2,4-triazol-3-yl)-7-(2-methylpyridin-4-yl)-3,4-dihydro-1,4-methanopyrido[2,3-b][1,4]diazepine-5(2H)-car-boxamide (0.215 g, 0.563 mmol, 28.4percent yield) as light yellow solid, LCMS (m/z): 377.28 [M+H]+. 1H NMR (400 MHz, DMSO-d6): delta 13.44 (s, 1H), 8.55 (d, J=5.2 Hz, 1H), 8.36 (s, 1H), 7.96 (s, 1H), 7.86-7.61 (m, 3H), 5.44 (dd, J=5.8, 3.0 Hz, 1H), 3.83 (s, 3H), 3.27 (d, J=30.5 Hz, 3H), 2.95 (dd, J=12.0, 3.2 Hz, 1H), 2.59 (s, 3H), 2.23 (ddt, J=16.9, 9.7, 4.4 Hz, 1H), 1.91 (dt, J=14.7, 7.4 Hz, 1H).

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

Reference:
Patent; BLUM, Charles A.; Caldwell, Richard Dana; Casaubon, Rebecca; Disch, Jeremy S.; Fox, Ryan Michael; Koppetsch, Karsten; Miller, William Henry; NG, Pui Yee; Oalmann, Christopher; Perni, Robert B.; Szczepankiewicz, Bruce G.; White, Brian; US2015/152108; (2015); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics