Month: May 2021

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. 17827-61-1, name is Methyl 1-Methylpyrazole-3-carboxylate, A new synthetic method of this compound is introduced below., HPLC of Formula: C6H8N2O2

To a solution of Ir(COD)2(OMe)2 (5.00 mg, 7.54 pmol, 0.02 equiv) and 4, 4, 5, 5- tetramethyl-l, 3, 2-dioxaborolane (68.5 mg, 535 pmol, 77.7 pL, 1.50 equiv) in -pentane (0.50 mL) was added 4-/er/-butyl-2-(4-/er/-butyl-2-pyridyl)pyridine (5.00 mg, 18.6 pmol, 0.05 equiv) and the mixture was stirred at 25 C for 20 minutes. To this mixture was added a solution of methyl l-methylpyrazole-3-carboxylate (50.0 mg, 357 pmol, 1.00 equiv) in -pentane (0.50 mL) and THF (0.50 mL) and the mixture was stirred at 25 C for 24 h. The mixture was partitioned between ethyl acetate (10.0 mL) and water (10.0 mL). The organic phase was dried over anhydrous sodium sulfate and concentrated to afford the crude product methyl l-methyl-5-(4, 4, 5, 5-tetramethyl-l, 3, 2-dioxaborolan-2-yl)pyrazole-3-carboxylate (50.0 mg, 113 pmol, 31.6% yield, 60.0% purity) as a black oil. 1H NMR (400MHz, CDCl3) d = 7.28 (s, 1H), 4.15 (s, 3H), 3.93 (s, 3H), 1.35 (s, 12H).

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 400877-57-8,Some common heterocyclic compound, 400877-57-8, name is Methyl 1-methyl-4-nitro-1H-pyrazole-3-carboxylate, molecular formula is C6H7N3O4, 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.

Methyl-4-nitro-lH-pyrazole-3-carboxylate (5.0 g, 27.01 mmol)Added to a hydrogenation reaction flask containing 50mL of methanol,Pd / C (10%, 0.5 g) was added,40psi hydrogen pressure reaction 1.0h,TLC test showed that the reaction was completed,Suction filtration, Pd / C filtration, and concentrated under reduced pressure to give the crude product (3.72 g, 88.7%),The crude product was used without purification in the next reaction administered.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Methyl 1-methyl-4-nitro-1H-pyrazole-3-carboxylate, its application will become more common.

Application of 1015868-48-0, 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. 1015868-48-0 name is 3-(4-Chlorophenyl)-1-methyl-1H-pyrazole-5-carboxylic acid, 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.

General procedure: After hydrolysis of the ester, thionyl chloride (0.025mol) and catalytic amount of DMF were added to the solution of acid derivative (0.01mol) in CH2Cl2 under argon atmosphere and refluxed for 3h. Then, to the reaction mixture, diisopropylethylamine (0.015mol) and piperidine (0.01mol) were added and stirred overnight at room temperature. After the reaction was complete, the solvent was evaporated and the residue was purified by flash chromatography using CH2Cl2: MeOH solvent gradient.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3-(4-Chlorophenyl)-1-methyl-1H-pyrazole-5-carboxylic acid, and friends who are interested can also refer to it.

Application of 152120-54-2, The chemical industry reduces the impact on the environment during synthesis 152120-54-2, name is tert-Butyl (((tert-butoxycarbonyl)amino)(1H-pyrazol-1-yl)methylene)carbamate, I believe this compound will play a more active role in future production and life.

To N,N’-di-Boc-1H-pyrazole-1-carboxamidine at 0 C under anhydrous conditions(0.58g, 1.86mmol),tert-Butyl (2S,4S)-4-(((E)-N,N’-bis(tert-butoxycarbonyl)-1H-pyrazole-1-formimido)methyl)-2-((tert-butoxycarbonyl)amino)-7-((tetrahydro-2H-pyran-2-yl)oxy)heptanoate7 (0.8 g, 1.86 mmol) and triphenylphosphine (0.49 g, 1.86 mmol)THF was added dropwise to the solution.Diethyl azodicarboxylate (0.34 mL, 1.86 mmol),After 10 minutes, the reaction was heated at room temperature and stirred overnight.Remove the solvent in vacuo,Purified by flash chromatography (ethyl acetate / hexane 20/80).A colorless oil 6 (1.2 g, 89.1%) was obtained.

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, tert-Butyl (((tert-butoxycarbonyl)amino)(1H-pyrazol-1-yl)methylene)carbamate, other downstream synthetic routes, hurry up and to see.

25016-20-0, name is 1-Methyl-1H-pyrazole-3-carboxylic acid, 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. Safety of 1-Methyl-1H-pyrazole-3-carboxylic acid

Examples 213 to 239 General ProcedureThe carboxylic acid R’COOH (0.12 mmol) is treated with a solution of HATU (0.12 mmol) in DMF (0.25 ml) and DIPEA (0.052 ml, ca. 0.3 mmol) is added. The solution is shaken for 10 mins, and is treated with a solution of Intermediate 15 or 16 (0.1 mmol) in DMF (0.2 ml). The resulting solution is shaken for 10 mins and left to stand for 18 h (e.g. at room temperature), and then the DMF is removed in a Genevac vacuum centrifuge. The residue is dissolved in chloroform (0.3 ml), is applied to an SPE cartridge (1 g, aminopropyl) which has been pre-washed with chloroform (6 ml), and is eluted sequentially with chloroform (3 ml) and 10% methanol in ethyl acetate (3 ml). Fractions containing the desired product are concentrated in vacuo in a Genevac vacuum centrifuge, and where necessary the residue is purified by mass directed autoprep HPLC (e.g. acetonitrile/water). Where necessary, the compound(s) is/are dissolved in chloroform, and is/are further purified by loading onto a SPE cartridge (0.5 g, aminopropyl) which has been prewashed with chloroform, eluting with 10% methanol in ethyl acetate.; Example 238 (Synthesis B) N-{[(1,6-diethyl-4-(tetrahydro-2H-pyran-4-ylamino)-1H-pyrazolo[3,4-b]pyridin-5-yl]methyl}-1-methyl-1H-pyrazole-3-carboxamide An example of a specific synthesis (Synthesis B) of Example 238 is as follows:HATU (1.095 g) was dissolved in DMF (6 ml) and an aliquot (0.25 ml) of this solution added to 1-methyl-1H-pyrazole-3-carboxylic acid (0.12 mmol). DIPEA (0.052 ml) was added and the solution shaken for 10 mins. Meanwhile Intermediate 16 (364 mg) was dissolved in DMF (2.4 ml) and an aliquot (0.2 ml) of this solution added. The solution was shaken for 10 min and left to stand for 18 h. DMF was removed in a Genevac vacuum centrifuge and the residue dissolved in chloroform (0.3 ml) and applied to an SPE cartridge (1 g, aminopropyl) pre-washed with chloroform (6 ml). The cartridge was eluted with chloroform (3 ml) and the solvent removed in a Genevac. The residue was dissolved in 50% DMSO in methanol (0.5 ml) and purified by mass directed autoprep HPLC followed by SPE cartridge (0.5 g, Flash NH2) eluting with 10% methanol in ethyl acetate to give Example 238 (20.7 mg). LCMS showed MH+=462; TRET=1.87 min.

The synthetic route of 25016-20-0 has been constantly updated, and we look forward to future research findings.

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 4522-35-4 as follows. SDS of cas: 4522-35-4

To 3-iodo-lH-pyrazole (763 mg, 3.93 mmol) in DMSO (15 mL) at 0 C, was added sodium hydride (60% in mineral oil, 189 mg, 4.72 mmol). The reaction was warmed to 25 C and stirred for 60 min before 4-fluoro-2-methoxypyridine (500 mg, 3.93 mmol) was added. The reaction mixture was stirred at 90 C for 4.5 h before quenching by the addition of water. The reaction mixture was extracted with EtOAc. The combined organic extracts were dried over MgS04 and concentrated in vacuo. The crude mixture was purified by flash chromatography (ISCO Combiflash, 0-30% EtOAc in hexanes) to afford 4-(3- iodo-lH-pyrazol-l-yl)-2-methoxypyridine, as a white solid. LCMS calc. = 301.97; found = 302.02 (M+H)+.

According to the analysis of related databases, 4522-35-4, the application of this compound in the production field has become more and more popular.

Application of 2075-46-9, These common heterocyclic compound, 2075-46-9, name is 4-Nitro-1H-pyrazole, 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.

Step 1: Preparation of 3-chloro-1H-pyrazol-4-amine hydrochloride Into a 2 L three-necked round bottom flask affixed with an overhead stirrer, a temperature probe, an addition funnel, and a nitrogen inlet were added ethanol (600 mL) and 4-nitro-1H-pyrazole (50.6 g, 447 mmol). To this solution was added, in one portion, conc. HCl (368 mL) (note: rapid exotherm from 15 C. to 39 C.) and the resulting mixture was purged with nitrogen for 5 minutes. Palladium on alumina (5% w/w) (2.6 g, Alfa, black solid) was added to the mixture and stirred at room temperature while triethylsilane (208 g, 1789 mmol) was added drop-wise over 4 h. The reaction, which started to slowly exotherm from 35 C. to 55 C. over 2.0 h, was stirred for a total of 16 h and vacuum filtered through a plug of Celite to give a biphasic mixture. The mixture was transferred to a separatory funnel, the bottom aqueous layer was collected and rotary evaporated (60 C., 50 mmHg) to dryness with the aid of acetonitrile (3*350 mL). The resulting yellow solid was suspended in acetonitrile (150 mL) and allowed to stand for 2 h at room temperature followed by 1 h at 0 C. in the refrigerator. The solids were filtered and washed with acetonitrile (100 mL) to afford the titled compound 3-chloro-1H-pyrazol-4-amine hydrochloride (84 g, 97% yield, 80% purity) as a white solid: mp 190-193 C.; 1H NMR (400 MHz, DMSO-d6) delta 10.46-10.24 (bs, 2H), 8.03 (s, 0.54H), 7.75 (s, 0.46H), 5.95 (bs, 1H)); 13C-NMR (101 MHz, DMSO) delta 128.24, 125.97, 116.71.

The synthetic route of 2075-46-9 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. 120068-79-3, name is 5-Amino-1-(2,6-dichloro-4-(trifluoromethyl)phenyl)-1H-pyrazole-3-carbonitrile, A new synthetic method of this compound is introduced below., Recommanded Product: 120068-79-3

Comparative Example 13; [0123] Direct sulfinylation of N-phenyl pyrazole starting material (III) according to known methods was tested. As such, sulfinylation was attempted using CF3SO2Na in the presence of a halogenating agent such as POCl3, SOCl2 or PBr3. (III) (II)The reaction reagents and conditions tested are provided in Table I below. Table IUl The results are provided in Table II below: Table II[0124] The reaction proceeded to the desired product, Fipronil, when SOCl2 or POCl3 were used as halogenating agents. However, PBr3 did not yield the desired product, or at least not in acceptable yield (about 6%~8% (II) in the reaction mixture, according to HPLC).

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. 151049-87-5, name is 3-Bromo-1-methyl-1H-pyrazole, A new synthetic method of this compound is introduced below., name: 3-Bromo-1-methyl-1H-pyrazole

A mixture of l-(6-(((tert-butyldimethylsilyl)oxy)methyl)pyridin-2-yl)-6-((4- methoxybenzyl)oxy)-4-(4,4,5,5-tetramethyl-l,3,2-dioxaborolan-2-yl)-lH-indazole (3.0 g, 5.0 mmol, 1.0 eq), 3-bromo-l-methyl-lH-pyrazole (151049-87-5) (880 mg, 5.5 mmol, 1.1 eq) and K2C03 (1.38 g, 10.0 mmol, 2.0 eq) in 1, 4-dioxane/H20 (100 mL/5 mL) was stirred while purging N2 at rt for 10 min. To this system was added Pd(dppf)Cl2 (458 mg, 0.5 mmol, 0.1 eq) and heated to 110 C for 16 h. The mixture was diluted with EA (100 mL) and washed with saturated aqueous NaHC03 solution (100 mL) and brine (100 mL). The organics were dried (Na2S04) and concentrated in vacuo. The crude mixture was purified by silica gel chromatography using PE/EA (1/1) as eluent to give l-(6-(((tert- butyldimethylsilyl)oxy)methyl)pyridin-2-yl)-6-((4-methoxybenzyl)oxy)-4-(l-methyl-lH- pyrazol-3-yl)-lH-indazole. 1.75 g, as a yellow solid, Y: 62%. ESI-MS (M+H) +: 556.2.

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 5744-80-9, 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. 5744-80-9, name is 3-Bromo-1,5-dimethyl-1H-pyrazole, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: A mixture of 19d (0.20 g, 0.81 mmol), bis(pinacolato)-diboron(0.44 g, 1.72 mmol), Pd(Ph3P)4 (0.050 g, 0.043 mmol), and KOAc (0.17 g, 1.72 mmol) in 1,4-dioxane/H2O (30 mL, v/v, 5/1) was stirred at 100 C for 4 h under argon. It was cooled to room temperature. 10a(0.20 g, 0.54 mmol), Pd(Ph3P)4 (0.030 g, 0.029 mmol), and K2CO3(0.16 g, 1.14 mmol) were added to the reaction mixture at room temperature,and the mixture was stirred at 100 C for 12 h under argon. It was cooled to room temperature, and H2O was added to the mixture.The mixture was extracted with EtOAc. The organic layer was washed with brine, dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silicagel column chromatography (eluting with 0-10% MeOH in DCM) to afford 10c as a pale yellow solid (0.13 g, 52%). 1H NMR (300 MHz,DMSO-d6) delta 8.27 (s, 1H), 7.78-7.75 (m, 1H), 7.54 (s, 1H), 7.18-7.15(m, 1H), 6.88-6.87 (m, 1H), 6.15 (s, 1H), 6.02-5.93 (m, 1H), 5.82-5.76(m, 1H), 5.32-5.27 (m, 1H), 5.03 (s, 2H), 3.93 (s, 3H), 3.64 (m, 4H),3.33 (m, 4H); 13C NMR (75 MHz, DMSO-d6) delta 161.85, 158.29, 156.01,153.75, 152.72, 142.91, 140.24, 139.17, 138.42, 137.18, 131.81,128.07, 126.97, 126.44, 124.53, 119.49, 116.23, 97.23, 65.97, 60.28,51.65, 41.76; MS (ESI) m/z:460.3 [M+H]+.

The chemical industry reduces the impact on the environment during synthesis 3-Bromo-1,5-dimethyl-1H-pyrazole. I believe this compound will play a more active role in future production and life.