Day: March 11, 2021

Application of 16034-46-1, These common heterocyclic compound, 16034-46-1, name is 1-Methyl-1H-pyrazole-5-carboxylic acid, 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 tert-butyl [2-(3-methoxybenzyl)-4-methyl-1,3-thiazol-5-yl]carbamate (1.0 g, 2.99 mmol) obtained in Example 219-D) in ethanol (9 mL) was added dropwise concentrated hydrochloric acid (2.3 mL) at room temperature, and the mixture was stirred at 50C for 1.5 hr. The reaction mixture was cooled to 0C, neutralized with 8M aqueous sodium hydroxide solution, adjusted to pH 10-11 with saturated aqueous sodium hydrogen carbonate solution, and extracted with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The obtained residue was dissolved in DMA (20 mL), and 1-methyl-1H-pyrazole-5-carboxylic acid (453 mg, 3.59 mmol), HATU (1.37 g, 3.59 mmol) and DIEA (0.247 mL, 1.50 mmol) were added at room temperature. The reaction mixture was stirred at 60C for 2 hr, water and 0.1N hydrochloric acid were added and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated aqueous sodium hydrogen carbonate solution and saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography [eluent: hexane-ethyl acetate (13:7-1:4)] and basic silica gel column chromatography [eluent: hexane-ethyl acetate (3:2-3:7)], and crystallized from ethyl acetate-hexane to give the title compound (545 mg) as colorless crystals (yield 53%). MS (ESI+): [M+H]+ 343. 1H NMR (300 MHz, DMSO-d6) delta 2.30 (3H, s), 3.74 (3H, s), 4.04 (3H, s), 4.17 (2H, s), 6.80-6.94 (3H, m), 7.06 (1H, d, J = 2.3 Hz), 7.22-7.30 (1H, m), 7.53 (1H, d, J = 2.3 Hz), 10.47 (1H, s).

Statistics shows that 1-Methyl-1H-pyrazole-5-carboxylic acid is playing an increasingly important role. we look forward to future research findings about 16034-46-1.

3920-50-1, name is Pyrazole-3-carboxaldehyde, 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. name: Pyrazole-3-carboxaldehyde

The compound (53.8 mg) obtained in Example 1-4 was dissolved in methanol (0.8 ml). Then, the solution was added with trimethyl orthoformate (50 mul), acetic acid (50 mul), and pyrazol-3-carboxaldehyde (manufactured by Merck, Inc.) (24.9 mg) and stirred at room temperature for 10 minutes. Subsequently, sodium cyanoborohydride (24.4 mg) was added, followed by stirring overnight at room temperature. The solvent was distilled off under reduced pressure and then the residue was dissolved in chloroform, followed by washing with 1 mol/l sodium hydroxide and saturated saline solution and drying with anhydrous sodium sulfate. After filtration, the solvent was distilled off under reduced pressure. Then, the residue was then purified through silica gel column chromatography (chloroform/methanol) and treated with hydrochloric acid, thereby obtaining hydrochloride (26.1 mg) of the subject compound as a white solid. MS(FAB,Pos.):m/z=466[M+H]+1H-NMR(500MHz,DMSO-d6) :delta=0.88(6H,t,J=7.3Hz),1.53-1.69(8H,m),2.95(4H,brs),3.05(2H,brs),3.25-3.40(2H,m),3.55(2H,s),3.58(2H,s),3.62(2H,s),6.27(1H,s),7.04( 2H,s),7.50(2H,d,J=8.2Hz),7.81(2H,d,J=8.2Hz),8.51(1H,t,J=5.5H z).

The synthetic route of 3920-50-1 has been constantly updated, and we look forward to future research findings.

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. 16461-94-2, name is 4-Bromo-1H-pyrazol-3-amine, A new synthetic method of this compound is introduced below., name: 4-Bromo-1H-pyrazol-3-amine

A solution of the amino-bromo-pyrazole obtained above, dissolved in EtOH (23OmL) was treated with cone. HCl (13.6mL) followed by tetra-methoxypropane (3 ImL) at rt. The resulting turbid solution was heated to 71C for 2h, during this time, the reaction mixture turned into a suspension and a solid started separating out. The reaction mixture was cooled to rt, the precipitated solid was collected by filtration, washed with EtOH (min vol.) and dried to obtain the desired compound. The crude compound (C) was used as such for the next step without further purification (26.8 g, 74.1%). (M + H): 198.0.

The synthetic route of 16461-94-2 has been constantly updated, and we look forward to future research findings.

Some common heterocyclic compound, 31037-02-2, name is Ethyl 5-amino-1-methyl-1H-pyrazole-4-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. Recommanded Product: 31037-02-2

Triethylamine (0.49 ml, 3.5 mmol) was added to a stirred solution of ethyl 5-amino-1-methyl-pyrazole-4- carboxylate (0.50 g, 3.0 mmol) in dichloromethane (30 ml) at 0C. After 5 minutes methanesulfonyl chloride (0.23 ml, 3.0 mmol) was added dropwise. The resulting mixture was allowed to warm to room temperature over 18 hours and then partitioned between 1 M hydrochloric acid and dichloromethane. Thephases were separated and the aqueous extracted with further dichloromethane. The combined organic phases were passed through a PhaseSep cartridge and concentrated under reduced pressure to leave ethyl 5-(methanesulfonamido)-1-methyl-pyrazole-4-carboxylate, which was used without further purification. Characterising data for the compound are as follows: 1H NMR (400 MHz, CDCI3) oe 7.97 (s, 1 H), 4.34 (t,2H), 3.92 (s, 3H), 3.51 (s, 3H) and 1.36 (t, 3H) ppm.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 31037-02-2, its application will become more common.

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. 31037-02-2, name is Ethyl 5-amino-1-methyl-1H-pyrazole-4-carboxylate, A new synthetic method of this compound is introduced below., COA of Formula: C7H11N3O2

INTERMEDIATE 1 Ethyl 5 – [(3 -ethoxy-3 -oxopropanoyQamino] – 1 -methylpyrazole-4-carboxylate A solution of ethyl 5-amino-l-methylpyrazole-4-carboxylate (5 g, 29.6 mmol) in diethyl malonate (9 mL, 59.2 mmol) was heated at 180C overnight, then for a further 6 h at 200C. After this time, the reaction mixture was cooled and concentrated in vacuo, then purified by normal phase chromatography (Si02, 50% EtO Ac/heptane to 100% EtO Ac), to yield the title compound (4.12 g, 49%) as a pale yellow oil that crystallised on standing. deltaEta (CDC13) 9.70 (br s, 1H), 7.79 (s, 1H), 4.27 (2 x q, J 6.8 Hz, 4H), 3.75 (s, 3H), 3.50 (s, 2H), 1.32 (2 x t, J 7.4 Hz, 6H).

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.

Related Products of 127107-23-7, 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. 127107-23-7, name is 1-Methyl-1H-pyrazol-4-amine hydrochloride, This compound has unique chemical properties. The synthetic route is as follows.

4- ( (IS, 2R) -2- ( (tert-Butoxycarbonyl) amino) cyclopropyl) -5- methylthiophene-2-carboxylic acid (3.06 g) , 1-methyl.-1H- pyrazol-4-amine hydrochloride (1.37 g) and triethylamine (5.73 mL) were dissolved in DMF (30 mL) , 0- (7-azabenzotriazol-l-yl) – Nu,Nu,Nu’ ,Nu’ -tetramethyluronium hexafluorophosphate (4.69 g) was added, and the mixture was stirred at 40C overnight. Water was added to the reaction mixture, and the mixture wasextracted with ethyl acetate. The extract was washed with saturated aqueous sodium hydrogen carbonate solution, water and saturated brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate and methanol/ethyl acetate) to give the title compound (3.7 g) .MS: [M+H]+377.1

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

Reference of 73387-46-9, 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. 73387-46-9 name is 3-(4-Bromophenyl)-1H-pyrazole, 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.

[0001228] A mixture of 3-(4-bromophenyl)-lH-pyrazole (1.0 g, 4.5 mmol), cyclopropylboronic acid (0.8 g, 9 mmol), Cu(OAc)2 (1.6 g, 9 mmol), Na2C03 (0.9 g, 9 mmol), bipyridine (1.4 g, 9 mmol), and 4 A molecular sieve powder (5 g) in 1,2- dichloroethane (20 mL) was stirred at 30 C for 72 h. After filtration, the mixture was diluted with dichloromethane (50 mL), washed with water (30 mL x 2) and brine (50 mL), dried over anhydrous sodium sulfate, and concentrated to give a crude compound. The crude product was purified with flash column chromatography on silica gel (ethyl acetate in petroleum ether, from 0% to 10% v/v) to afford Compound 349A.

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

Application of 1904-31-0, 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. 1904-31-0, name is 1-Methyl-1H-pyrazol-3-amine belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

2-Bromo-5-cyclopentyloxy-pyridine (0.97 mmol), sodium-tert.- butylate (1.4 eq.), and 1-methyl-1 H-pyrazole-3-amine (1.2 eq.) are dissolved in degassed dioxane (2 ml) and heated to 80 0C. Chloro-(di-2- norbornylphosphino)(2-dimethylaminoferrocene-1-yl)palladium (II) (3 mg) in degassed dioxane (1 ml) is added and the reaction mixture is heated for 1 hour at 150 0C in the microwave. The reaction is quenched with ethylacetate / methanol (30 ml, 9:1 ) and filtrated over celite. The solvent of the filtrate is removed in vacuo. (5-Cyclopentyloxy-pyridine-2-yl)-(1-methyl- 1 H-pyrazole-3-yl)-amine (“A25”) is obtained after reversed phase column chromatography (water / acetonitrile + 0.1 percent TFA) as a colorless powder in a yield of 29 percent; HPLC (method C): 1.55 min; LC-MS (method A): 0.97 min, 259.15 (M+H+); 1H-NMR (DMSO-Cl6, 400 MHz): delta [ppm] 10.745 (s, 1 H), 7.848 (d, 1 H, J=2.9 Hz), 7.739-7.709 (m, 2H), 7.282 (of, 1 H, J=9.6 Hz)1 6.091 (d, 1 H, J=2.3 Hz), 4.793-4.764 (m, 1 H), 3.850 (s, 3H), 1.953-1.865 (m, 2H), 1.751-1.688 (m, 4H), 1.661-1.583 {m, 2H).

The synthetic route of 1-Methyl-1H-pyrazol-3-amine has been constantly updated, and we look forward to future research findings.

Electric Literature of 15801-69-1, 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. 15801-69-1, name is 4-Bromo-1,3,5-trimethyl-1H-pyrazole belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

General procedure: A mixture of 4-methyl-3-(4-(pyridin-2-ylmethoxy)benzamido)phenyl boronic acid (50 mg, 0.14 mmol), Cs2CO3 (135 mg, 0.41 mmol), Pd(PPh3)4(23.93 mg, 0.02 mmol) and 4-bromo-1H-imidazole (26 mg, 0.18 mmol) was purged with nitrogen before adding degassed dioxane (690 muL) and water (230 muL) and heating in a microwave for 40 min at 150 C. After cooling, the aqueous layer was removed with a pipette, and the organic layer was diluted with DMSO (1 mL) and filtered through a 0.2 mum filter. The filtrate was concentrated to a volume of 1 mL and purified by Gilson HPLC (20-75% MeCN/10 mM NH4OAc in water). The fractions were concentrated and lyophilized to yield the product (19 mg, 0.049 mmol, 35%). 1H NMR (DMSO-d6) delta ppm 12.11 (s, 1H), 9.76 (s, 1H), 8.59 (d, 1H), 7.97 (d, 2H), 7.85 (td, 1H), 7.70 (s, 1H), 7.67 (s, 1H), 7.56 (m, 2H), 7.36 (dd, 1H), 7.21 (d, 1H), 7.15 (d, 2H), 5.27 (s, 2H), 2.18 (s, 3H). LCMS (M+H) = 385.

The synthetic route of 4-Bromo-1,3,5-trimethyl-1H-pyrazole has been constantly updated, and we look forward to future research findings.

Synthetic Route of 64781-79-9, 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. 64781-79-9, name is 4-Methyl-1H-pyrazol-3-amine, This compound has unique chemical properties. The synthetic route is as follows.

Compound 6 (40 mmol) was dissolved in DMF (100 mL), then 4-methyl-2-aminopyrazole(44 mmol), sodium iodide (48 mmol) and diisopropylethylamine (DIPEA) (48 mmol). the solution was heated to 100 deg.] C, overnight,then cooled to room temperature, diluted with ethyl acetate (200 mL), saturated sodium bicarbonate solution (3 ¡Á 200mL), dried and reducedpressure concentrated and purified by flash chromatography on silica gel, washing wherein release agent, 0% to 4% methanol / dichloromethane to give a white-basedcolor solid 10- (sec-butyl) -5 – ((4-methyl -1H- pyrazol-3-yl) amino) -7 – oxo -2,3,7,10- tetrahydro – [1,4]dioxin [2], 3-H] quinoline-8-carboxylate, 15.09g, yield 91.5%,

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