Category: 69843-13-6

Electric Literature of 69843-13-6, 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. 69843-13-6, name is 1-Methyl-1H-pyrazol-4-amine, This compound has unique chemical properties. The synthetic route is as follows.

4- amine (52 g, 0.53 mol, prepared according to Procedure B) and cyanamide (29 g, 0.69 mol) in dioxane (50 mL) then the mixture was heated to 95C overnight. The reaction was cooled to room temperature and the solvent removed in vacuo. The residue was washed with ether (100 mL) to afford l-(l-methyl-lH-pyrazol-4-yl)guanidine hydrochloride (93 g , ~ 100%) as a yellow solid which was used in the next step without further purification.

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

Reference:
Patent; CELLZOME LIMITED; ELLARD, Katie; MAJOR, Jeremy; JONES, Alison; LYNCH, Rosemary; RAMSDEN, Nigel; WO2012/62704; (2012); 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. 69843-13-6, name is 1-Methyl-1H-pyrazol-4-amine, A new synthetic method of this compound is introduced below., Recommanded Product: 69843-13-6

Example 4.082- [ [5-Fluoro-2- [(l-methylpyrazol-4-yl)aminol -4-pyridyll amino I -N-methyl-benzamide A mixture of l-methylpyrazol-4-amine (41.7 mg, 0.43 mmol), 9,9-dimethyl-4,5- bis(diphenylphosphino)xanthene (41.4 mg, 0.07 mmol), bis(dibenzylideneacetone)palladium (32.7 mg, 0.057 mmol), sodium tert-butoxide (51.5 mg, 0.54 mmol), and 2-[(2-chloro-5-fluoropyridin-4-yl)amino]-N-methylbenzamide (100 mg, 0.36 mmol) was suspended in dioxane (3 mL). The mixture was heated at 150C for 30 minutes in a microwave reactor and then allowed to cool to room temperature. The mixture was loaded onto an SCX column and the product eluted first with MeOH and then with a 7M solution of NH3 in MeOH. Fractions containing product were combined and evaporated. The residue was purified by preparative HPLC and fractions containing product were combined and evaporated to afford example 4.08 (51.2 mg, 42% yield); 1H NMR spectrum: (300 MHz, DMSO) delta 2.78 (3H, d), 3.77 (3H, s), 6.66 – 6.68 (IH, m), 7.07 – 7.10 (IH, m), 7.31 (IH, s), 7.47 – 7.56 (2H, m), 7.69 – 7.72 (IH, m), 7.84 (IH, s), 7.91 – 7.92 (IH, m), 8.51 (IH, s), 8.64 (IH, q), 10.08 (IH, d); Mass spectrum: m/z (ESI+) (M+H)+ = 341.04.

The synthetic route of 69843-13-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2009/153589; (2009); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 69843-13-6, name is 1-Methyl-1H-pyrazol-4-amine, 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 69843-13-6, name: 1-Methyl-1H-pyrazol-4-amine

Step 4: Preparation of tert-butyl {3-[(5-cyano-2-[(1-methyl-1H-pyrazol-4-yl)amino]-7-{[2-(trimethylsilyl)ethoxy]methyl}-7H-pyrrolo[2,3-d]pyrimidin-4-yl)oxy]cyclobutyl}carbamate To a microwave reaction vial was added tert-butyl {3-[(2-chloro-5-cyano-7-{[2-(trimethylsilyl)ethoxy]methyl}-7H-pyrrolo[2,3-d]pyrimidin-4-yl)oxy]cyclobutyl}carbamate (508 mg, 1.0 mmol), 1-methyl-1H-pyrazol-4-amine (110 mg, 1.1 mmol), 1,4-dioxane (10 mL), Cs2CO3 (670 mg, 2.1 mmol, 2 mol eq), Xantphos (62 mg, 0.1 mmol) and Pd2(dba)3 (94 mg, 0.1 mmol). The reaction vial was flushed with nitrogen, capped, stirred and heated to 140 C. in a Biotage microwave reactor for 1 hr and 45 min. The reaction was diluted with EtOAc (120 mL) and water (20 mL). The organic layer was separated, washed with water (20 mL), brine (10 mL), and dried over Na2SO4. After concentrating the extract to dryness, the product was purified via flash chromatography eluting with a gradient of 0%-60% EtOAc in heptanes to afford the title compound (480 mg, 84 yield) as a light yellow solid. 1:1 cis:trans mixture: 1H NMR (400 MHz, DMSO-d6) delta ppm 9.42 (s, 1H) 8.11 (s, 1H) 7.96 (br. s., 1H) 7.49-7.60 (m, 1H) 7.20-7.46 (m, 1H) 5.53 (br. s., 2H) 4.11-5.13 (m, 1H) 3.82 (s, 3H) 3.56 (t, J=7.55 Hz, 2H) 2.83 (d, J=6.80 Hz, 1H) 2.39-2.48 (m, 2H) 2.02-2.16 (m, 1H) 1.39 (d, J=5.54 Hz, 9H) 0.84 (t, J=8.06 Hz, 2H) -0.12 (br. s., 9H). m/z (APCI+) for C26H38N8O4Si 555.1 (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-Methyl-1H-pyrazol-4-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; PFIZER INC.; Cheng, Hengmiao; Johnson, JR., Theodore Otto; Kath, John Charles; Liu, Kevin Kun-Chin; Lunney, Elizabeth Ann; Nagata, Asako; Nair, Sajiv Krishnan; Planken, Simon Paul; Sutton, Scott Channing; US2013/79324; (2013); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Synthetic Route of 69843-13-6, 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. 69843-13-6, name is 1-Methyl-1H-pyrazol-4-amine belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

Example 34 6-[3-(4-Chloro-phenyl)-5-methyl-isoxazol-4-ylmethoxy]-N-(l-methyl-lH-pyrazol-4-yl)- nicotinamide To a solution of 6-[3-(4-chloro-phenyl)-5-methyl-isoxazol-4-ylmethoxy]-nicotinic acid (224 mg, 0.65 mmol) and 1 -methyl- lH-pyrazol-4-ylamine (0.65 mmol) in THF (6 mL) at 0 C were added 1-hydroxybenzotriazole hydrate ( 100.8 mg, 0.65 mmol), N-ethyldiisopropylamine (281.7 mu?, 1.613 mmol) and N-(3-dimethylaminopropy)-N -ethylcarbodiimidazole hydrochloride (126.2 mg, 0.65 mmol). The resulting reaction mixture was stirred overnight at room temperature. Concentration and purification by chromatography (Si02, heptane:ethyl acetate = 3: 1 to 1:4) afforded the title compound (201 mg, 73%) which was obtained as a white solid. MS: m/e = 424.2 [M+H]+.

The synthetic route of 1-Methyl-1H-pyrazol-4-amine has been constantly updated, and we look forward to future research findings.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; DOTT, Pascal; HANLON, Steven Paul; HILDBRAND, Stefan; IDING, Hans; THOMAS, Andrew; WALDMEIER, Pius; WO2013/57123; (2013); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 69843-13-6, name is 1-Methyl-1H-pyrazol-4-amine, 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 69843-13-6, Product Details of 69843-13-6

Step 4: Preparation of tert-butyl {3-[(5-cyano-2-[(1-methyl-1H-pyrazol-4-yl)amino]-7-{[2-(trimethylsilyl)ethoxy]methyl}-7H-pyrrolo[2,3-d]pyrimidin-4-yl)oxy]cyclobutyl}carbamate To a microwave reaction vial was added tert-butyl {3-[(2-chloro-5-cyano-7-{[2-(trimethylsilyl)ethoxy]methyl}-7H-pyrrolo[2,3-d]pyrimidin-4-yl)oxy]cyclobutyl}carbamate (508 mg, 1.0 mmol), 1-methyl-1H-pyrazol-4-amine (110 mg, 1.1 mmol), 1,4-dioxane (10 mL), Cs2CO3 (670 mg, 2.1 mmol, 2 mol eq), Xantphos (62 mg, 0.1 mmol) and Pd2(dba)3 (94 mg, 0.1 mmol). The reaction vial was flushed with nitrogen, capped, stirred and heated to 140 C. in a Biotage microwave reactor for 1 hr and 45 min. The reaction was diluted with EtOAc (120 mL) and water (20 mL). The organic layer was separated, washed with water (20 mL), brine (10 mL), and dried over Na2SO4. After concentrating the extract to dryness, the product was purified via flash chromatography eluting with a gradient of 0%-60% EtOAc in heptanes to afford the title compound (480 mg, 84 yield) as a light yellow solid. 1:1 cis:trans mixture: 1H NMR (400 MHz, DMSO-d6) delta ppm 9.42 (s, 1H) 8.11 (s, 1H) 7.96 (br. s., 1H) 7.49-7.60 (m, 1H) 7.20-7.46 (m, 1H) 5.53 (br. s., 2H) 4.11-5.13 (m, 1H) 3.82 (s, 3H) 3.56 (t, J=7.55 Hz, 2H) 2.83 (d, J=6.80 Hz, 1H) 2.39-2.48 (m, 2H) 2.02-2.16 (m, 1H) 1.39 (d, J=5.54 Hz, 9H) 0.84 (t, J=8.06 Hz, 2H) -0.12 (br. s., 9H). m/z (APCI+) for C26H38N8O4Si 555.1 (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-Methyl-1H-pyrazol-4-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; PFIZER INC.; Cheng, Hengmiao; Johnson, JR., Theodore Otto; Kath, John Charles; Liu, Kevin Kun-Chin; Lunney, Elizabeth Ann; Nagata, Asako; Nair, Sajiv Krishnan; Planken, Simon Paul; Sutton, Scott Channing; US2013/79324; (2013); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Synthetic Route of 69843-13-6, 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. 69843-13-6, name is 1-Methyl-1H-pyrazol-4-amine, This compound has unique chemical properties. The synthetic route is as follows.

4- amine (52 g, 0.53 mol, prepared according to Procedure B) and cyanamide (29 g, 0.69 mol) in dioxane (50 mL) then the mixture was heated to 95C overnight. The reaction was cooled to room temperature and the solvent removed in vacuo. The residue was washed with ether (100 mL) to afford l-(l-methyl-lH-pyrazol-4-yl)guanidine hydrochloride (93 g , ~ 100%) as a yellow solid which was used in the next step without further purification.

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

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. 69843-13-6, name is 1-Methyl-1H-pyrazol-4-amine, A new synthetic method of this compound is introduced below., name: 1-Methyl-1H-pyrazol-4-amine

Example 4.082- [ [5-Fluoro-2- [(l-methylpyrazol-4-yl)aminol -4-pyridyll amino I -N-methyl-benzamide A mixture of l-methylpyrazol-4-amine (41.7 mg, 0.43 mmol), 9,9-dimethyl-4,5- bis(diphenylphosphino)xanthene (41.4 mg, 0.07 mmol), bis(dibenzylideneacetone)palladium (32.7 mg, 0.057 mmol), sodium tert-butoxide (51.5 mg, 0.54 mmol), and 2-[(2-chloro-5-fluoropyridin-4-yl)amino]-N-methylbenzamide (100 mg, 0.36 mmol) was suspended in dioxane (3 mL). The mixture was heated at 150C for 30 minutes in a microwave reactor and then allowed to cool to room temperature. The mixture was loaded onto an SCX column and the product eluted first with MeOH and then with a 7M solution of NH3 in MeOH. Fractions containing product were combined and evaporated. The residue was purified by preparative HPLC and fractions containing product were combined and evaporated to afford example 4.08 (51.2 mg, 42% yield); 1H NMR spectrum: (300 MHz, DMSO) delta 2.78 (3H, d), 3.77 (3H, s), 6.66 – 6.68 (IH, m), 7.07 – 7.10 (IH, m), 7.31 (IH, s), 7.47 – 7.56 (2H, m), 7.69 – 7.72 (IH, m), 7.84 (IH, s), 7.91 – 7.92 (IH, m), 8.51 (IH, s), 8.64 (IH, q), 10.08 (IH, d); Mass spectrum: m/z (ESI+) (M+H)+ = 341.04.

The synthetic route of 69843-13-6 has been constantly updated, and we look forward to future research findings.

Adding some certain compound to certain chemical reactions, such as: 69843-13-6, name is 1-Methyl-1H-pyrazol-4-amine, 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 69843-13-6. 69843-13-6

To a solution of 1-methyl-1H-pyrazol-4-amine (500 mg, 5 mmol, 1.0 eq) in dioxane (10 mL) was added cyanamide (273 g, 6.5 mmol, 1.3 eq) and conc. HCl (1 mL). The reaction was stirred at 100 oC for 12 h. The solvent was removed under reduced pressure. The residue was recrystallized from the co-solvent of MeOH and Et2O. 1-(1-methyl-1H-pyrazol-4-yl)guanidine hydrochloride (600 mg, yield: 55%) was obtained as a yellow solid. ESI-MS (M+H)+: 140.1. 1H NMR (400 MHz, CD3OD) delta: 7.78 (s, 1H), 7.48 (s, 1H), 3.91 (s, 3H).

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 1-Methyl-1H-pyrazol-4-amine.

69843-13-6, 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. 69843-13-6 name is 1-Methyl-1H-pyrazol-4-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.

Example 246-[3-(4-Chloro-phenyl)-5-hydroxymethyl-isoxazol-4-ylmethoxy]-N-(1-methyl-1H-pyrazol-4-yl)-nicotinamide; To a solution of 6-[3-(4-chloro-phenyl)-5-hydroxymethyl-isoxazol-4-ylmethoxy]-nicotinic acid (100 mg, 0.28 mmol) and 1-methyl-1H-pyrazol-4-ylamine (26.9 mg, 0.28 mmol) in THF (10 mL) were added at 0 C., 1-hydroxybenzotriazole hydrate (43.3 mg, 0.28 mmol), N-ethyldiisopropylamine (121 muL, 0.69 mmol) and N-(3-dimethylaminopropyl)-N’-ethylcarbodiimide hydrochloride (54.2 mg, 0.28 mmol). The reaction mixture was stirred at room temperature overnight. The solvent was removed by distillation. The remaining material was purified by chromatography (silica, dichloromethane_methanol=99:1 to 95:5) to afford the title compound (101 mg, 83%) as a white solid. MS: m/e=440.2 [M+H]+.

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