Day: April 25, 2021

151521-49-2, name is 4-Isopropyl-1H-pyrazol-5-amine, belongs to pyrazoles-derivatives compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Application In Synthesis of 4-Isopropyl-1H-pyrazol-5-amine

Sodium (1.58 g, 68.7 mmol) was dissolved in EtOH (250 mL) and to this solution was added 4-isopropyl-lH-pyrazol-5 -amine (7.17 g, 57 mmol) and diethyl malonate (10.2 mL, 63 mmol). The solution was heated under reflux for 16 h, cooled to rt and concentrated in vacuo. The residue was dissolved in water (60 mL) and acidified to pEta = 3 with 2 M HCl and the formed precipitate collected by filtration. 3-Isopropyl-5,7-dihydroxypyrazolo[l,5- cphiyrimidine was obtained as an off-white solid (8.10 g, 35% over three steps). M.p. 242- 2430C (ethanol).

The synthetic route of 151521-49-2 has been constantly updated, and we look forward to future research findings.

Reference of 25016-12-0, 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 25016-12-0 as follows.

A mixture of 1,3-dimethyl-1H-pyrazole-4-carbaldehyde (142 mg, 1.145 mmol), 2-amino-5-bromopyrazine (200 mg, 1.149 mmol), borane trimethylamine complex (126 mg, 1.73 mmol) and glacial acetic acid (137 mg, 2.29 mmol) in anhydrous methonol (3 ml) was stirred at room temperature overnight. The reaction mixture was then diluted with ethyl acetate, washed with water, dried over MgSO4 and filtered. The filtrate was concentrated to give 300 mg of (5-bromo-pyrazin-2-yl)-(1,3-dimethyl-1H-pyrazol-4-ylmethyl)amine as crude product, which was used for next step reaction without further purification. Crude yield: 93%. The (5-bromo-pyrazin-2-yl)-(1,3-dimethyl-1H-pyrazol-4-ylmethyl)amine (40 mg, 0.142 mmol) was used in the Suzuki coupling reaction described above to afford 19 mg of of the title compound. Yield: 36.5%. 1H NMR (CD3OD) delta 8.48 (s, 1H), 8.05 (s, 1H), 7.87 (d, 2H), 7.39 (d, 2H), 6.10 (s, 1H), 4.81 (s, 2H), 4.30 (m, 1H), 3.83 (s, 3H), 3.11-3.38 (m, 2H), 2.10 (s, 3H). M+1=367.

According to the analysis of related databases, 25016-12-0, the application of this compound in the production field has become more and more popular.

Electric Literature of 360056-45-7, These common heterocyclic compound, 360056-45-7, name is Methyl 4-amino-1H-pyrazole-3-carboxylate, 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.

Stage 3: Preparation of 4-f2,6-dichlorobenzoylamino)-l//-pyrazole-3-carboxylic acid methyl ester EPO C12H9CI2N3O3 FW: 314.13A solution of 4-amino-l//-pyrazole-3-carboxylic acid methyl ester (0.634 Kg, 4.49 mol, 1 wt) in 1,4-dioxane (8.90 L, 9 vol) under nitrogen was treated with triethylamine (0.761 L, 5.46 mol, 1.2 vol) followed by 2,6-dichlorobenzoyl chloride (0.710 L, 4.96 mol, 0.72 vol) such that the internal temperature was maintained in the range 20 to 25 0C. Residual 2,6-dichlorobenzoyl chloride was washed in with a line rinse of 1 ,4-dioxane (0.990 L, 1 vol) and the reaction mixture stirred at 18 to 25 C until complete (16 hours) by TLC analysis (eluent: ethyl acetate: heptanes 3:1; Rf amine 0.25, Rf product 0.65). The reaction mixture was filtered, the filter-cake washed with 1,4-dioxane (2x 0.990 L, 2x 1 vol) and the combined filtrates (red) progressed to Stage 4 without further isolation.

Statistics shows that Methyl 4-amino-1H-pyrazole-3-carboxylate is playing an increasingly important role. we look forward to future research findings about 360056-45-7.

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. 402-61-9, name is 5-Methyl-1H-pyrazole-3-carboxylic acid belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. COA of Formula: C5H6N2O2

General procedure: To a solution of 5-methyl-1H-pyrazole-3-carboxylic acid (19; 1.1-3.3 equiv) in DMF (5 mL) were added EDCI·HCl (1.1-3.3 equiv), HOBt·H2O (1.1-3.3 equiv) and DIPEA (1.1-3.3 equiv) at 0 C and the resulting mixture was stirred at this temperature for 30 min. The corresponding derivative bearing one to three amino groups (17, 25-28 or 36; 1 equiv), dissolved in DMF (1 mL), was added and the reaction mixture was stirred for 48 h at r.t. After this time, the reaction mixture was poured into ice-water (30 mL) and the formed precipitate was filtered off and washed thoroughly with small amounts of distilled H2O to free it from DMF. After drying in a dessicator, the desired products were obtained as white solids.

The synthetic route of 402-61-9 has been constantly updated, and we look forward to future research findings.

Electric Literature of 70500-80-0,Some common heterocyclic compound, 70500-80-0, name is Ethyl 5-amino-1-methyl-1H-pyrazole-3-carboxylate, molecular formula is C7H11N3O2, 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 mixture of 6-chloro-N-cyclopropyl-8-((4-methoxybenzyl)(methyl) amino)imidazo [1 ,2-bjpyridazine-3 -carboxamide (id) (125 mg, 0.324 mmol), ethyl 5-amino-i-methyl- 1H-pyrazole-3 -carboxylate [Free based (sodium bicarbonate solutionlEtOAc) from HC1 salt purchased from Acorn Pharma. Tech.j (88 mg, 0.5 18 mmol), Pd2(dba)3 (29.7 mg, 0.032 mmol), XANTPHOS (37.5 mg, 0.065 mmol) and Cs2CO3 (422 mg, 1.296 mmol) in DMA (2 mL) was degassed by bubbling N2 through the mixture for 5 minutes. The reaction vessel was sealed and heated to 125 C for 2 hr. After cooling to rt, the reaxtion mixture was partitioned between EtOAc (50 ml) and water (50 ml). The organic layer was washed with 10%LiC1 solution (2 x 50 ml) and brine (50 ml). After drying (Na2SO4) and filtration the organic layer was concentrated toafford a tan solid that was chromatographed on a 12 gm ISCO silica gel cartridge, eluting with a 0-1 OO%EtOAc/Hex gradient. The pure fractions were concentrated to afford ethyl 5 -((3-(cyclopropylcarbamoyl)-8-((4-methoxybenzyl)(methyl)amino)imidazo [1,2- bjpyridazin-6-yl)amino)- 1-methyl-i H-pyrazole-3 -carboxylate (39a) (126 mg, 0.243 mmol, 75 % yield) as atan solid. LC retention time 2.77 mm [Cj. MS (E+) m/z: 519(MHj.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Ethyl 5-amino-1-methyl-1H-pyrazole-3-carboxylate, its application will become more common.

Adding a certain compound to certain chemical reactions, such as: 35691-93-1, name is Ethyl 3,5-dimethyl-1H-pyrazole-4-carboxylate, 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 35691-93-1, HPLC of Formula: C8H12N2O2

General procedure: 4.3.1. Ethyl 5-amino-2-methylpyrazolo[1,5-a]quinoline-3-carboxylate (7a). Condition C: A mixture of 2-fluorobenzonitrile6a (121 mg, 1.00 mmol), 1H-pyrazole 4 (202 mg, 1.20 mmol) andCs2CO3 (980 mg, 3.00 mmol) in DMF (5.0 mL) was stirred at 120 Cfor 16 h. After monitoring the end of the reaction on TLC, themixture was cooled to room temperature and diluted with water.The resulting mixture was extracted with ethyl acetate twice. Thecombined organic layers werewashed with water twice, dried overMgSO4 and the solvent was removed in vacuo to afford a residue.The residue was purified by flash column chromatography(hexane:EtOAc1:1) on silica gel to afford 7a (124 mg, 46% yield).Condition D: The reaction was carried out in DMSO instead of DMFunder the same conditions as that of condition C to afford 7a (175 mg, 65% yield).

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, Ethyl 3,5-dimethyl-1H-pyrazole-4-carboxylate, other downstream synthetic routes, hurry up and to see.

Adding a certain compound to certain chemical reactions, such as: 20154-03-4, name is 3-(Trifluoromethyl)-1H-pyrazole, 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 20154-03-4, Formula: C4H3F3N2

Step E: Preparation of 8-chloro-7-methoxy-4-(4-methoxy-benzyloxy)-2-(3-trifluoromethyl-1H-pyrazol-1-yl)-quinoline 234a. To a stirred solution of compound 233a (821 mg, 1.1 eq.) in anhydrous DMF (20 mL) at 0° C. was added NaH (241 mg, 1.1 eq.) portionwise. After the reaction mixture was stirred for 1 hr at room temperature, compound 221d (2 g, 1 eq.) was added and the mixture was stirred at 90° C. for 16 hrs. After the reaction mixture was cooled to room temperature, EtOAc was added. The organic phase was washed with HCl (2.5 N), dried over Na2SO4, filtered, and concentrated under reduced pressure. The crude material was purified by chromatography on silica gel (petroleum ether/DCM, 50/50) to give compound 234a as a white solid in 51percent yield. MS (ESI, EI-) m/z=461.9 (MH-). 7-Methoxy-4-(4-methoxy-benzyloxy)-8-methyl-2-(3-trifluoromethyl-1H-pyrazol-1-yl)-quinoline 234c was synthesised from compounds 221b and 233a, following the procedure as described for compound 234a, as a white solid in 19percent yield. 1H NMR (CDCl3, 400 MHz) delta (ppm) 2.64 (s, 3H), 3.86 (s, 3H), 3.99 (s, 3H), 5.33 (s, 2H), 6.75 (d, J=2.58 Hz, 1H), 6.98 (d, J=8.78 Hz, 2H), 7.20 (d, J=9.22 Hz, 1H), 7.48 (d, J=8.78 Hz, 2H), 7.57 (s, 1H), 8.07 (d, J=9.08 Hz, 1H), 8.88 (s, 1H).

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

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. 4058-91-7, name is 5-Amino-1-methyl-1H-pyrazole-4-carboxylic acid belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. HPLC of Formula: C5H7N3O2

As shown in Scheme 1, 3-substituted phenyl-5-methylisoxazole-4-carboxylic acid (0.02mol) was added to distillated SOCl2 (50 mL) and reacted at 80 C for 5 h to obtainintermediate 2. Then, intermediate 2 (0.02 mol) was added dropwise to a stirred solution of5-amino-1-methyl-1H-pyrazole-4-carboxylic acid (0.02 mol) in anhydrous tetrahydrofuran (THF,100 mL) and trimethylamine, the reaction mixture was stirred at room temperature for 2.0 h.The reaction mixture was poured into cold 5.0% dilute HCl solution (200 mL). The solid obtainedwas filtered, washed several times with water, dried to give the crude product which was furtherrecrystallized and dried to give intermediate 3. A mixture of intermediate 3 (0.02 mol) and aceticanhydride (0.2 mol) was heated under reflux for 4.0 h. The solvent was removed under reducedpressure. The residue was washed with water. The separated solid was collected by filtration,washed with water, dried, and recrystallized and dried to give intermediate 4. To a solution ofintermediate 4 (10 mmol) in THF (50 mL), 6 mL of 80% hydrazine hydrate was added slowly atroom temperature. Then, the mixture was further reacted at room temperature for 2 h. The solventwas removed under reduced pressure, and the residue was washed with water and anhydrousethanol to give the crude product, then recrystallized by ethanol and dried under vacuum to give thekey intermediate 3-(2-chlorophenyl)-N-(4-(hydrazinecarbonyl)-1-methyl-1H-pyrazol-5-yl)-5-methylisoxazole-4-carboxamide 5.

The synthetic route of 4058-91-7 has been constantly updated, and we look forward to future research findings.

Reference of 3994-50-1,Some common heterocyclic compound, 3994-50-1, name is 1-Methyl-4-nitro-1H-pyrazole, molecular formula is C4H5N3O2, 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 mixture of a portion (0.7 g) of the material so obtained, platinum oxide (0.05 g), ethyl acetate (5 ml) and ethanol (15 ml) was stirred under 3 atmospheres pressure of hydrogen for 2 hours. The catalyst was removed by filtration and the filtrate was evaporated. There was thus obtained the required starting material (0.6 g); 1H NMR: (DMSOd6) 3.64 (s, 3H), 6.86 (s, IH), 6.97 (s, IH).

The synthetic route of 3994-50-1 has been constantly updated, and we look forward to future research findings.

Adding a certain compound to certain chemical reactions, such as: 1280210-79-8, name is tert-Butyl 4,6-dihydropyrrolo[3,4-c]pyrazole-5(2H)-carboxylate, 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 1280210-79-8, HPLC of Formula: C10H15N3O2

under nitrogen protection, Intermediate 2(1000 mg, 4.78mmol) is dissolved in N, N – dimethyl formamide(15ml), lowering the temperature to -15 C, sodium bis(trimethylsilyl)amide (4.78 ml, 2 mol/L, 9.56mmol), was added stirring 30 minutes, will S – tetrahydrofuran -3 – sulfonyl chloride (1.39g, 8.13mmol) is added in the reaction solution, to maintain this temperature reaction is 16 hours. The end of the reaction, raising the temperature to 0 C, adding water to the reaction solution (20 ml) quenching the reaction, ethyl acetate (20mL × 2) extraction, the combined organic layer, drying with anhydrous sodium sulfate, concentrated, re-dissolved in tetrahydrofuran (20 ml) in, cooling to -10 C to 0 C. Adding 3rd butanol potassium (85 mg, 0.76mmol), this temperature is kept under 24 hours reaction. The end of the reaction, by adding saturated ammonium chloride solution (10 ml), water (10 ml), ethyl acetate (20mL × 3) extraction, the combined organic layer, drying with anhydrous sodium sulfate, concentrated. Silica gel column chromatography separation and purification of the residue (petroleum ether/ethyl acetate (v/v)=5:1), to obtain white solid5a(810 mg, 62.3% yield).

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.