Continuously updated synthesis method about 1H-Pyrazole-3,5-diamine

The synthetic route of 16082-33-0 has been constantly updated, and we look forward to future research findings.

Reference of 16082-33-0, A common heterocyclic compound, 16082-33-0, name is 1H-Pyrazole-3,5-diamine, 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.

To a solution of 1H-pyrazole-3,5-diamine (70 mg, 0.54 mmol) prepared by the procedure described in the literature (US82902, 2007) and pyridine (2.0 mL) was added III (100 mg, 0.20 mmol). The mixture was stirred at room temperature overnight. The reaction mixture was concentrated to dryness under reduced pressure. The residue was purified by column chromatography (silica, 0-40% CMA in CH2Cl2) followed by preparative HPLC to afford the title compound (25 mg, 25%) as an off-white solid. [0527] Rf0.20 (180:18:2 Methylene Chloride/Methanol/concentrated Ammonium Hydroxide). 1H NMR (300 MHz, DMSO-d6) delta 0.83 (s, 3H), 0.92 (s, 3H), 0.95 (s, 3H), 1.0 (s, 3H), 1.25 (s, 6H), 1.30 (s, 3H), 1.30-1.90 (m, 23H), 2.06 (m, 3H), 2.25 (m, 1H), 2.44 (d, J = 15.0 Hz, 1H), 2.62 (m, 1H), 5.35 (s, 1H). mp >300C. APCI MS (Positive Mode) m/z 574 [C34H51N7O + H]+

The synthetic route of 16082-33-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Sequoia Sciences, Inc.; Eldridge, Gary R.; Buckle, Ronald Neil; Ellis, Michael; Huang, Zhongping; Reilly, John Edward; EP2712863; (2014); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Some tips on 16082-33-0

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, 1H-Pyrazole-3,5-diamine, other downstream synthetic routes, hurry up and to see.

Application of 16082-33-0, 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. 16082-33-0, name is 1H-Pyrazole-3,5-diamine belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

Example 36 N-{5-f2-(2,3-Difluoro-phenyl)-ethvn-7-hvdroxy-pyrazolori,5-a1pyrimidin-2-yl) acetamide; 1 0 g of 1 H-Pyrazole-3,5-diotaamiotane {Intermediate G) is dissolved in 15 ml of AcOH 3 0 g of 5- (2,3-diotafluoro-phenyl)-3-oxo-pentanoiotac acid ethyl ester (Intermediate A4) added and the solution is heated at 100 for 18 hours The reaction is then cooled to 0 and the solids collected by suction filtration and washed well with AcOH and diethyl ether and then dried under vacuum to yield the title compound 1H NMR (400 MHz, DMSO-d6) 12 10 (1 H1 br), 10 88 (1 H, s), 7 28 (1 H, m), 7 12 (2H, m), 6 41 (1 H, s), 5 52 (1 H, s), 3 05 (2H, t), 2 85 (2H, t) 2 02 (3H, s)

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, 1H-Pyrazole-3,5-diamine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; NOVARTIS AG; WO2009/106539; (2009); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Introduction of a new synthetic route about 1H-Pyrazole-3,5-diamine

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, 1H-Pyrazole-3,5-diamine, other downstream synthetic routes, hurry up and to see.

Adding a certain compound to certain chemical reactions, such as: 16082-33-0, name is 1H-Pyrazole-3,5-diamine, 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 16082-33-0, Application In Synthesis of 1H-Pyrazole-3,5-diamine

(i) Preparation of 69: (4aS,6aS,6bR,13aR)-12-amino-N-(3-amino-1H-pyrazol-5-yl)-2,2,6a,6b,9,9,13a-heptamethyl-2,3,4,4a,5,6,6a,6b,7,8,8a,9,11,13,13a,13b,14,15b-octadecahydro-1H-chryseno[1,2-f]indazole-4-a-carboxamide To a solution of 1H-pyrazole-3,5-diamine (70 mg, 0.54 mmol) prepared by the procedure described in the literature (US82902, 2007) and pyridine (2.0 mL) was added III (100 mg, 0.20 mmol).

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, 1H-Pyrazole-3,5-diamine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Sequoia Sciences, Inc.; US8324264; (2012); B1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Analyzing the synthesis route of C3H6N4

The synthetic route of 1H-Pyrazole-3,5-diamine has been constantly updated, and we look forward to future research findings.

Reference of 16082-33-0, 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. 16082-33-0, name is 1H-Pyrazole-3,5-diamine belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

Preparative Example 2 A mixture of the product from Preparative Example 1 (980 mg, 10.0 mmol) and ethyl benzoylacetate (2.20 g, 11.5 mmol) in AcOH (15 mL) was stirred and refluxed under N2 for 5 hr. The mixture was cooled to 25 C., the solid was filtered off, washed on filter with AcOH (20 mL), Et2O (40 mL), and dried in a vacuum. Cream-colored solid (930, 35%) was obtained. Mp>300 C. LC-MS: 269 [M+H].

The synthetic route of 1H-Pyrazole-3,5-diamine has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Schering Corporation; US2007/82902; (2007); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Simple exploration of 1-Methyl-1H-pyrazol-5-amine

The synthetic route of 1192-21-8 has been constantly updated, and we look forward to future research findings.

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. 1192-21-8, name is 1-Methyl-1H-pyrazol-5-amine belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. Application In Synthesis of 1-Methyl-1H-pyrazol-5-amine

O-iodobenzoic acid(II)(5.00g, 20.00mmol),1-methyl-1-H-5-aminopyrazole (III) (1.90 g,20.00 mmol), potassium carbonate (5.50 g, 40.00 mmol) and CuI (0.76 g, 4.00 mmol) dissolved in DMF (20.00 ml), temperature controlStir at 100 to 105 C for 8 h.TLC (petroleum ether: ethyl acetate = 1:1) was used to detect the reaction of the starting material II, the heating was stopped, and the mixture was cooled to room temperature.The reaction solution was poured into water (60.00 ml).After stirring for 20 min, the pH of the reaction system was adjusted with 1.00 mol/L HCl, and the pH was 5-6.Precipitating a brown solid, suction filtration, drying,Obtained a brown solid 3.10g,Yield 70%,

The synthetic route of 1192-21-8 has been constantly updated, and we look forward to future research findings.

The important role of 1-Methyl-1H-pyrazol-5-amine

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-Methyl-1H-pyrazol-5-amine, and friends who are interested can also refer to it.

Adding a certain compound to certain chemical reactions, such as: 1192-21-8, name is 1-Methyl-1H-pyrazol-5-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 1192-21-8, Computed Properties of C4H7N3

Step ()N-(2-(5-chloro-2-(l -methyl- lH-pyrazol-5-ylamino)pyrimidin-4-ylamino)-5- methoxyphenyl)methanesulfonamideA mixture of N-(2-(2,5-dichloropyrimidin-4-ylamino)-5-methoxyphenyl) methane sulfonamide (2 g, 5.5 mmol, see Example 1 steps (i) and (ii)), l-methyl-lH-pyrazol-5-amine (536 mg, 5.5 mmol), palladium acetate (61 mg, 2.8 mmol), Xantphos (159 mg, 2.7 mmol) and cesium carbonate (1.79 g, 5.5 mmol) in 1,4-dioxane (40 mL) was stirred at 1600C for 2 h in a microwave reactor then concentrated in vacuo. The residue was partitioned between DCM and water and the aqueous layer was extracted three times with DCM. The combined organic layer was washed with brine (5 mL), dried (MgSO4), concentrated in vacuo and purified by flash chromatography (silica gel, 0-5% methanol-DCM with 0.1% triethylamine) to afford the title compound (504 mg, 22%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-Methyl-1H-pyrazol-5-amine, and friends who are interested can also refer to it.

Share a compound : 1H-Pyrazole-4-carbaldehyde

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

Reference of 35344-95-7, 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. 35344-95-7, name is 1H-Pyrazole-4-carbaldehyde belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

To the stirred solution of tert-butyl 2, 6-dimethyl -4-methylsulfonyloxy-piperi dine- 1 – carboxylate 24-2 (400.0 mg, 1.30 mmol) in DMF (3.5 mL) was added cesium carbonate (847.92 mg, 2.60 mmol) and lH-pyrazole-4-carbaldehyde 3 (125.03 mg, 1.30 mmol). The reaction mixture was heated at 70C for 16 hours. The reaction mixture was diluted with ethyl acetate, water and brine solution. The organic fraction was separated, dried over anhydrous sodium sulphate and evaporated under reduced pressure to obtain the crude compound purified by flash chromatography using (0-30 % ethyl acetate-hexane) to afford tert-butyl 4-(4-formylpyrazol-l- yl)-2, 6-dimethyl-piperidine- 1 -carboxylate 24-4 (200.0 mg, 650.65 umol, 50.00% yield) as off white solid. LC MS: ES+ 308.3.

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

Some scientific research about 4-Fluoro-1H-pyrazole

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

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. 35277-02-2, name is 4-Fluoro-1H-pyrazole, A new synthetic method of this compound is introduced below., Recommanded Product: 4-Fluoro-1H-pyrazole

To a solution of 4-fluoro-pyrazole (0.10 g, 0.001162 mol) in anhydrous THF (10 mL) , which was cooled in an ice water bath under an argon atmosphere, was added sodium hydride (60% dispersion in oil, 0.14 g, 0.003486 mol). After addition, the resulting mixture was stirred for three hours. N-(4-Cyano-3-(trifluoromethyl)phenyl)-2-methyloxirane-2-carboxamide (1056) (0.31 g, 0.001162 mol) was added to above solution, and the resulting reaction mixture was allowed to stir overnight at room temperature under argon. The reaction was quenched by water, extracted with ethyl acetate. The organic layer was washed with brine, dried with MgSO4, filtered, and concentrated under vacuum.The product was purified by a silica gel column using hexanes and ethyl acetate (2:1 to 1:1) as eluent to afford 0.37 g (90%) of the titled compound as a yellowish solid.1H NMR (400 MHz, DMSO-d6) d 10.38 (s, 1H, NH), 8.47 (d, J = 2.0 Hz, 1H, ArH), 8.24 (dd, J = 8.8 Hz, J = 2.0 Hz, 1H, ArH), 8.10 (d, J = 8.8 Hz, 1H, ArH), 7.74 (d, J = 4.4 Hz, 1H, Pyrazole- H), 7.41 (d, J = 4.0 Hz, 1H, Pyrazole-H), 6.31 (s, 1H, OH), 4.39 (d, J = 14.0 Hz, 1H, CH), 4.21 (d, J = 14.4 Hz, 1H, CH), 1.34 (s, 3H, CH3).Mass (ESI, Negative): [M-H]-; (ESI, Positive): [M+Na]+.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Analyzing the synthesis route of 1-Methyl-1H-pyrazol-5-amine

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-Methyl-1H-pyrazol-5-amine, and friends who are interested can also refer to it.

Adding a certain compound to certain chemical reactions, such as: 1192-21-8, name is 1-Methyl-1H-pyrazol-5-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 1192-21-8, category: pyrazoles-derivatives

General procedure: To a mixture of corresponding 12 (0.14 mmol) and corresponding amine (0.14 mmol) in 1, 4-dioxane (3 mL) was added Pd(OAc)2 (3.00 mg, 0.01 mmol), XantPhos (35.00 mg, 0.06 mmol) and Cs2CO3 (68.00 mg, 0.21 mml). The mixture were heated to 100 oC for 12 h under N2 atmosphere. After completion, the mixture were cooled to room temperature and purification by column chromatography on silica gel to give the corresponding products.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-Methyl-1H-pyrazol-5-amine, and friends who are interested can also refer to it.

The important role of 1H-Pyrazole-4-carbonitrile

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

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. 31108-57-3, name is 1H-Pyrazole-4-carbonitrile, A new synthetic method of this compound is introduced below., Application In Synthesis of 1H-Pyrazole-4-carbonitrile

A solution of compound from Example 115 step b (100 mg, 0.19 mmol), 1H- pyrazole-4-carbonitrile (43 mg, 0.46 mmol), CuI (53 mg, 0.28 mmol), K2CO3 (102 mg, 0.74 mmol), (1S,2S)-1-N,2-N-dimethylcyclohexane-1,2-diamine (52.8 mg, 0.37 mmol) in DMF(3 mL) was stirred for 2 hrs at 100oC under N2. The crude product was purified by HPLC to give the desired compound (66 mg, 65%) as a white solid. ESI MS m/z = 549.2 [M+H]+.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.