Month: May 2021

Synthetic Route of 368870-03-5, A common heterocyclic compound, 368870-03-5, name is (4-(1H-Pyrazol-1-yl)phenyl)methanamine, molecular formula is C10H11N3, 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.

Example 212-[4-((E)-2-Cyano-ethenesulfonyl)-phenyl]-N-(4-pyrazol- l-yl-benzyl)-isobutyramide 2-[4-((E)-2-Cyano-ethenesulfonyl)-phenyl]-2-methyl-propionic acid (75.0 mg, 0.268 mmol), 4-Pyrazol-l-yl-benzylamine (46.5 mg, 0.268 mmol), N-(3-dimethylaminopropyl)- N’-ethylcarbodiimide hydrochloride (51.5 mg, 0.268 mmol) and 1-hydroxybenzotriazole (18.1 mg, 0.134 mmol) were dissolved in methylene chloride (7.50 mL) and the reaction mixture was allowed to stir overnight at room temperature. The reaction was concentrated under reduced pressure and the residue was taken up in 1.2 mL of acetonitrile. Purification by mass-directed HPLC using a gradient of 25-75% MeCN/water both containing 0.1% TFA as the eluting solvent to afford 2-[4-((E)-2-Cyano-ethenesulfonyl)-phenyl]-N-(4- pyrazol- l-yl-benzyl)-isobutyramide trifluoroacetic acid salt as a pale -yellow solid (33 mg,28%), mp = 47-53 C. MS: 435 (M+H); 1H-NMR (CDC13, 400 MHz) delta 7.92-7.83 (m, 3H), 7.80-7.76 (m, 1H), 7.64-7.57 (m, 4H), 7.30-7.25 (m, 2H), 7.21 (d, 1H, J = 15.6 Hz), 6.55 (d, 1H, J = 15.6 Hz), 6.52-6.47 (m, 1H), 5.73-5.63 (m, 1H), 4.44 (d, 2H, J = 5.7 Hz), 1.64 (s, 6H).

The synthetic route of 368870-03-5 has been constantly updated, and we look forward to future research findings.

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. 1190380-49-4, name is 1-(Tetrahydro-2H-pyran-4-yl)-1H-pyrazol-4-amine, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 1-(Tetrahydro-2H-pyran-4-yl)-1H-pyrazol-4-amine

General procedure: [00495] A mixture of 2-chloro-N-(( 1 r,4r)-4-morpholinocyclohexyl)-5 -phenyl-7-tosyl-7H-pyrrolo [2,3 – djpyrimidin-4-amine (79 mg, 0.14 mmol, 1.0 eq), 1-(tetrahydro-2H-pyran-4-yl)-1H-pyrazol-4-amine 9 (49mg, 0.30 mmol, 2.3 eq), and trifluoroacetic acid (0.20 mL, 2.6 mmol, 19 eq) in 2.0 mL of isopropanol was heated at 120 C in a capped vial for 4 hr. The reaction mixture was cooled to room temperature and purified on reverse phase HPLC giving N4-(( 1 r,4r)-4-morpholinocyclohexyl)-5 -phenyl-N2-( 1 -(tetrahydro-2H-pyran- 4-yl)-1H-pyrazol-4-yl)-7H-pyrrolo[2,3-djpyrimidine-2,4-diamine as a white powder after lyophilization (1.9 mg, 2% yield). LC-MS: M+H=543.3. Also isolated 30 mg of beige solid as N4-((lr,4r)-4- morpholinocyclohexyl)-5 -phenyl-N2-(1 -(tetrahydro-2H-pyran-4-yl)- 1H-pyrazol-4-yl)-7-tosyl-7H- pyrrolo [2,3 -djpyrimidine-2,4-diamine (31% yield).

According to the analysis of related databases, 1190380-49-4, the application of this compound in the production field has become more and more popular.

Some common heterocyclic compound, 1207961-59-8, name is 2-(4-Fluoro-1H-pyrazol-1-yl)ethanol, molecular formula is C5H7FN2O, 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. Formula: C5H7FN2O

Methanesulfonyl chloride (16.8 g, 11.4 mL, 147 mmol) was added to a solution of compound 6a (13.4 g, 98 mmol), diisopropylamine (34.3 mL, 196 mmol), and 4-(dimethylamino)-pyridine (1.2 g, 9.78 mmol) in dichloromethane (245 mL) in an ice bath. The reaction was warm to room temperature and stirred at room temperature for 2 h. Water (50 mL) was added to quench the reaction. The organic layer was dried, filtered, and concentrated to get a brown oil. This oil residue was purified by silica gel chromatography (0?60% EtOAc in hexane) to give compound 6b (19.5 g, 96% yield) as a yellowish oil. 1H NMR (400 MHz, CDCl3-d) delta ppm 2.89 (s, 3H), 4.33-4.38 (m, 2H), 4.53-4.59 (m, 2H), 7.38 (d, J=1.52 Hz, 1H), 7.40 (d, J=1.01 Hz, 1H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1207961-59-8, its application will become more common.

Application of 13808-64-5, These common heterocyclic compound, 13808-64-5, name is 4-Bromo-3-methylpyrazole, 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 4-bromo-3-methyl-1H-pyrazole 1a (500 mg, 3.13 mmol), Cs2CO3 (2.04 g, 6.25 mmol) and 1-chloropropan-2-one (862 mg, 9.38 mmol) in DMF (3 mL) was stirred at 90 C under MW for 1.5 h. The reaction mixturewas cooled to room temperature and water (15 mL) was added. It was extracted with DCM (30 mL*3), and the organiclayers were combined and washed with water (15 mL*2) and brine (15 mL * 2), dried over Na2SO4, filtrated and evaporated.The residue was purified by column to give 1-(4-bromo-3-methyl-1H-pyrazol-1-yl)propan-2-one 1b (700 mg, crude) asa yellow oil.1H NMR (400 MHz, CDCl3) delta 7.50 (d, 1H), 4.86 (d, 2H), 2.31-2.15 (m, 6H)

Statistics shows that 4-Bromo-3-methylpyrazole is playing an increasingly important role. we look forward to future research findings about 13808-64-5.

Related Products of 3469-69-0, These common heterocyclic compound, 3469-69-0, name is 4-Iodopyrazole, 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.

General procedure: To a solution of pyrazole 1-13 (1 equiv.) and trifluoroacetic acid (0.01 equiv.) in dichloromethane(for 1 mol of pyrazole – 1 L of dichloromethane were used) ethyl vinyl ether (1.27 equiv.) wasadded dropwise, keeping the temperature between 28-32 C (exothermic reaction) and left to stir atroom temperature for 12-78 hours. Dichloromethane was washed with saturated NaHCO3 solution(1 × 250 mL – for 1 L of dichloromethane) then with deionized H2O (1 × 250 mL). Organic layerwas dried with anhydrous Na2SO4, and evaporated under reduced pressure. Products were purifiedby distillation or recrystallization.

Statistics shows that 4-Iodopyrazole is playing an increasingly important role. we look forward to future research findings about 3469-69-0.

Synthetic Route of 3524-32-1, 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. 3524-32-1 name is 5-Amino-1,3-dimethylpyrazole, 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 16The appropriate pyrazole amine (0.36 mmol), palladium(II) acetate (5.43 mg, 0.02 mmol), 9,9-dimethyl-4,5-bis(diphenylphosphino)xanthene (28.0 mg, 0.05 mmol) and cesium carbonate (118 mg, 0.36 mmol) were weighed out in a microwave vial and sealed. 2-[[2-chloro-5-(trifluoromethyl)-4-pyridyl]amino]-5-fluoro-N-methoxybenzamide (110 mg, 0.30 mmol) dissolved in dioxane (4 mL) was added and argon was bubbled through the mixture for 5 minutes. The resulting mixture was stirred at 95 0C. The reaction mixture was allowed to cool to room temperature, silica gel was added and the mixture was concentrated to afford the crude product, was purified by flash chromatography on silica gel eluting with 0 to 5% MeOH in EtOAc/DCM (1 :1). The solvent was evaporated to dryness, the resulting gummy residue was triturated in a specified solvent, collected by filtration and dried to afford the desired compound as a solid. Example 16.012- [ [2- [(2,5-dimethylpyr azol-3-yl)aminol -5-(trifluoromethyl)-4-pyridyll aminol -5- fluoro-N-methoxy-benzamide This compound was prepared using l,3-dimethylpyrazole-5-amine. Heating time:2 hours; triturated in tBuOMe/pentane (1 :1); 55 mg, 39%; NMR Spectrum: (DMSOd6) 2.07 (s, 3H), 3.53 (s, 3H), 3.58 (s, 3H), 5.98 (s, IH), 5.49 (s, IH), 7.42 (dd. IH), 7.46 (dd, IH), 7.60 (dd, IH), 8.22 (s, IH), 8.96 (s, IH), 9.20 (bs, IH), 11.94 (bs, zlH); Mass spectrum: MH+ 439

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 5-Amino-1,3-dimethylpyrazole, and friends who are interested can also refer to it.

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. 64517-88-0, name is 1,3-Dimethyl-1H-pyrazol-4-amine, This compound has unique chemical properties. The synthetic route is as follows., category: pyrazoles-derivatives

Example 4.128- [ [2- [(1 ,3-Dimethylpyrazol-4-yl)aminol -5-fluor o-4-pyridyll aminol -2-methyl-3,4- dihydroisog uinolin- 1-one A mixture of 8-[(2-chloro-5-fluoropyridin-4-yl)amino]-2-methyl-3,4- dihydroisoquinolin- 1-one (100 mg, 0.33 mmol), l,3-dimethylpyrazol-4-amine (48 mg, 0.43 mmol), sodium tert-butoxide (51.5 mg, 0.54 mmol) and 9,9-dimethyl-4,5- bis(diphenylphosphino)xanthene (41.4 mg, 0.07 mmol) in anhydrous dioxane (3 mL) was degassed with nitrogen and then bis(dibenzylideneacetone)palladium (32.7 mg, 0.057 mmol) was added. The mixture was heated at 15O0C for 30 minutes in a microwave reactor. MeOH was added and the mixture loaded onto an SCX column. The product was 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 4.12 (50.1 mg, 40% yield); 1H NMR spectrum (300 MHz, DMSO): delta 2.09 (3H, s), 2.95 (2H, t), 3.05 (3H, s), 3.55 (2H, t), 3.70 (3H, s), 6.83 – 6.85 (2H, m), 7.38 – 7.43 (2H, m), 7.85 (IH, s), 7.89 (2H, t), 11.24 (IH, s); Mass spectrum: m/z (ESI+) (M+H)+ = 381.56.

According to the analysis of related databases, 64517-88-0, the application of this compound in the production field has become more and more popular.

Electric Literature of 6825-71-4, 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. 6825-71-4, name is Ethyl 3,5-diamino-1H-pyrazole-4-carboxylate, This compound has unique chemical properties. The synthetic route is as follows.

Example 123 Compound 142 was prepared in 3 steps from ethyl 3,5-diamino-1H-pyrazole-4-carboxylate in the following manner: Ethyl 3,5-diamino-1H-pyrazole-4-carboxylate (1.0 eq, 2.8 mmol) was dissolved in 6 mL N,N-dimethylformamide. 4,4-Dimethyoxy-2-butanone (2.0 eq) was added and the reaction was heated to 110 C. for 1 h, after which acetic acid (1.0 eq) was added and the reaction was heated for an additional 2 h. The mixture was allowed to cool and was neutralized with saturated sodium bicarbonate, transferred to a separatory funnel and extracted with 1* ethyl acetate and 2* methylene chloride. The organic layers were combined, dried over MgSO4 and concentrated until there was <20 mL of solvent remaining. Excess hexanes were added until a solid crashed out. The resulting solid was collected via vacuum filtration to provide the desired pyrazolopyrimidine. This solid (0.59 mmol, 1.0 eq) was then dissolved in ethanol/water (10 mL, 1:1 v/v). The chemical industry reduces the impact on the environment during synthesis Ethyl 3,5-diamino-1H-pyrazole-4-carboxylate. I believe this compound will play a more active role in future production and life.

Electric Literature of 139756-02-8, 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. 139756-02-8, name is 4-Amino-1-methyl-3-N-propyl-1H-pyrazole-5-carboxamide belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

In a typical procedure, a solution of aromatic aldehyde i.e. 2,4,5-trimethoxybenzaldehyde (0.196g, 1eq.) and 4-amino-1-methyl-3-propyl-1H-pyrazole-5-carboxamide (0.191g, 1.05eq) in DMSO:H2O (1:1) add K2S2O8 (0.810 g, 3 eq.) was taken in a sealed reaction tube and the reaction mixture was irradiated under microwave conditions for 3min with a power of 350 Watts at 100C. After completion, the reaction mass was diluted with EtOAc (20mL) and added water (30mL). Separated the organic layer and extracted with EtOAc (2×10 mL). The combined organic layer was then washed with brine solution, concentrated under vacuum and purified on silica-gel (100-200 mesh) column chromatography, affording white solid 1-methyl-3-propyl-5-(2,4,5-trimethoxyphenyl)-1H-pyrazolo[4,3-d]pyrimidin-7(6H)-one i.e.compound 3j in (0.351g) 98% yield.

The synthetic route of 4-Amino-1-methyl-3-N-propyl-1H-pyrazole-5-carboxamide has been constantly updated, and we look forward to future research findings.

Reference of 112758-40-4, 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. 112758-40-4 name is 3-Methyl-1H-pyrazole-4-carbaldehyde, 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 screw-cap test tube containing molecular sieves (4A) and a solution of 3- methyl-lH-pyrazole-4-carbaldehyde (100 mg, 0.91 mmol), 2,6-dimethylphenylboronic acid (150 mg, 1 mmol), copper(II) acetate (247 mg, 1.36 mmol) and pyridine (147 mu, 1.8 mmol) in dry dichloromethane (4.5 mL) is shaked at room temperature for 48 hr. The mixture is filtered over celite, washed with methanol and the solvent evaporated in vacuo. Resulting product is purified by silica gel using normal phase Isco chromatography eluting with hexane: acetone (gradient from 5 to 30% in acetone) to give 67 mg of the title compound. MS (m/z): 215 (M+l)

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