Day: April 29, 2021

Application of 2075-46-9,Some common heterocyclic compound, 2075-46-9, name is 4-Nitro-1H-pyrazole, molecular formula is C3H3N3O2, 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 1-benzyl-4-nitro-pyrazole To a stirred solution of 4-nitro-1H-pyrazole (2.00 g, 17.7 mmol) in N,N-dimethylformamide (15 mL) was added sodium hydride (0.778 g, 19.0 mmol, 60% purity in mineral oil) at 0 C. The reaction mixture was stirred at 15 C. for 1 h and then cooled to 0 C. before benzyl bromide (2.10 mL, 17.7 mmol) was added. The reaction mixture was warmed to 15 C. and stirred for 15 h then quenched by adding ice water (5 mL) and extracted with ethyl acetate (15 mL*3). The combined organic layers were washed with water (10 mL*2) and brine (5 mL), dried over sodium sulfate, filtered and concentrated under reduced pressure to give a residue. The residue was purified by column chromatography (ISCO, 20 g silica, 0-30% ethyl acetate in petroleum ether, gradient over 20 min) to give 1-benzyl-4-nitro-pyrazole (2.80 g, 13.8 mmol, 78%) as a white solid. 1H NMR (400 MHz, Chloroform-d) delta 8.10 (s, 1H), 8.04 (s, 1H), 7.45-7.39 (m, 3H), 7.32-7.28 (m, 2H), 5.31 (s, 2H); LCMS (ESI) m/z: 204.1 [M+H]+.

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

Adding a certain compound to certain chemical reactions, such as: 56430-08-1, name is 1,5-Dimethyl-2-(p-tolyl)-1H-pyrazol-3(2H)-one, 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 56430-08-1, SDS of cas: 56430-08-1

General procedure: The mixture of isatin 1 (58.9 mg, 0.4 mmol), antipyrine 2 (37.6 mg, 0.2 mmol) andimidazole (20 mol %, 0.04 mmol) in 1 mL H2O were stirred at 80 . Once thereaction completed, the solid mixture was filtered, washed by water and dried undervacuum to afford the analytically pure products 3. In some cases, the desired pureproducts were obtained by silica gel chromatography using ethyl acetate as eluent.

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, 1,5-Dimethyl-2-(p-tolyl)-1H-pyrazol-3(2H)-one, other downstream synthetic routes, hurry up and to see.

These common heterocyclic compound, 39806-90-1, name is 4-Iodo-1-methyl-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. name: 4-Iodo-1-methyl-1H-pyrazole

Step 2: l -methyl-l H-pyrazole-4-carbonitrile To a solution of 4-iodo- l -methyl- 1 H-pyrazole (55 gm, 0.264 moles) in N,N- dimethylacetamide ( 100 ml) was added potassium ferrocyanide (24.5 gm, 0.058 moles), palladium (II) acetate (0.592 gm, 0.0026 moles) and sodium carbonate (27.98 gm, 0.264 ,moles). The reaction mixture was evacuated and backfilled with nitrogen (3 times). The mixture was stirred for 12 hour at 90- 1 10C. Progress of the reaction was monitored by HPLC. The reaction mixture was cooled to 20-30C, to this added DI water (500 ml), ethyl acetate (500 ml) and stirred for 1 hour at 20-30 C. The reaction mixture was filtered through pad of celite. The organic layer was separated and aqueous layer was extracted with ethyl acetate (200 ml), stirred for 15 min and separated the final aqueous layer and organic layer. The organic layer was washed with brine solution (200 ml). Ethyl acetate was recovered at reduced pressure at 60-70C. The mixture was degassed for 2 hour at reduced pressure at 60- 70C, cooled the mixture to 20-30C. Hexane (400 ml) was added to the mixture and stirred for 1 hour at 20-30C. The solid product obtained was filtered off, washed with cold DI water (100 ml) and dried at 40-50 C to yield the product, 1 -methyl- l H-pyrazole-4-carbonitrile,. Dry wt : 17.94 gm Yield : 0.32 w/w (63%);

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

Electric Literature 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 mixture of 3 -methyl- lH-pyrazole-4-carbaldehyde (5 g, 45.41 mmol), potassium carbonate (9.41 g, 68.11 mmol), 2,3-difluorobenzonitrile (6.06 mL, 54.5 mmol) and dimethylformamide (50 mL) is stirred at 100C for 5 hr. and then at room temperature overnight. Water is added and a precipitated is formed. The precipitate is filtered. The aqueous solution filtered is extracted in ethyl acetate. Organic layer is washed with brine, dried over magnesium sulfate and solvent is evaporated. Both the solid precipitated and the solid recovered from organic layer after evaporation are combined and 10.4 g of the title compound is obtained and used with no further purification (the title compound is contaminated with the other pyrazole regioisomer in a ratio 90: 10). MS (m/z): 230 (M+l). To a suspension of 2-chloro-4,4-difluoro-spiro[5H-thieno[2,3-c]pyran-7,4′- piperidine] hydrochloride (1.3 g, 4.11 mmol) in 1,2-dichloroethane (20.5 mL) is added triethylamine (0.75 mL, 5.3 mmol) and 3-fluoro-2-(4-formyl-3-methyl-pyrazol-l-yl)- benzonitrile (as major compound in a mixture of regioisomers) (1.13 g, 4.93 mmol). The mixture is stirred at room temperature for 30 min. Then, sodium triacetoxyborohydride (1.82 g, 8.22 mmol) is added. The mixture is stirred at room temperature overnight. After that time, solvent is evaporated and the residue is diluted with methanol and purified using a 50 g SCX cartridge and then by normal phase Isco chromatography eluting with dichloromethane and methanol to give 1.6 g of a crude material containing a mixture of regioisomers (80:20 aprox). This residue is further purified by reverse phase HPLC to give 927 mg of 2-[4-[(2-chloro-4,4-difluoro-spiro[5H-thieno[2,3-c]pyran-7,4′-piperidine]- r-yl)methyl]-3-methyl-pyrazol-l-yl]-3-fluoro-benzonitrile as the major regioisomer. MS (m/z): 493 (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.

Adding a certain compound to certain chemical reactions, such as: 121507-34-4, name is 5-Isopropoxy-1H-pyrazol-3-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 121507-34-4, COA of Formula: C6H11N3O

6-chloro-N’-(5-isopropoxy-1H-pyrazol-3-yl)-N-[(3-methylisoxazol-5-yl)methyl]pyrimidine-2,4-diamine (also known as 6-chloro-N-[(3-methyl-1,2-oxazol-5-yl)methyl]-N’-(5-propan-2-yloxy-1H-pyrazol-3-yl)pyrimidine-2,4-diamine), used as starting material, was prepared as follows: a) A solution of 2,4,6-trichloropyrimidine (1.3 g, 7.08 mmol) and sodium carbonate (0.751 g, 7.08 mmol) in ethanol (20 ml) was cooled to 0 C. and then 5-isopropoxy-1H-pyrazol-3-amine (1.0 g, 7.08 mmol) was added. The mixture was stirred at room temperature overnight and then evaporated. The residue was taken up in ethyl acetate (50 ml) and washed with water (50 ml) and then with brine (25 ml). The organic extracts were dried over magnesium sulfate, filtered and then evaporated to leave a yellow oil. The oil was purified by chromatography on silica eluting with a mixture of 25-60% ethyl acetate in iso-hexane. The fractions containing product were combined and evaporated to leave a solid that was triturated with diethyl ether to give 2,6-dichloro-N-(5-isopropoxy-1H-pyrazol-3-yl)pyrimidin-4-amine (1.06 g, 52% yield). 1HNMR(400 MHz, DMSO 373K): 1.31 (d, 6H), 4.5 (bs, 1H), 5.62 (s, 1H), 7.19 (bs, 1H), 10.16 (bs, 1H), 11.72 (bs, 1H).MS: m/z 288 (MH+).

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, 5-Isopropoxy-1H-pyrazol-3-amine, other downstream synthetic routes, hurry up and to see.

Reference of 1780-72-9, 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. 1780-72-9 name is 4-Bromo-5-methyl-1H-pyrazol-3-amine, 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.

[Pt(bpma)(pzBr)]Cl2·2H2O was synthesized with reaction of the methanolic solution of pzBr (0.0022 g,12.4 muM, 4 cm3) and aqueous solution of [Pt(bpma)Cl]Cl (0.006 g, 12.4 muM, 5 cm3) mixed in molar ratio1 : 1. pH of the colorless solution was maintained at 7 because [Pt(bpma)Cl]Cl could be converted intothe unreactive hydroxo species at higher pH. The mixture was stirred for 24 h and after two days the colorless crystal product was filtered off and washed with methanol. The crystals of the complex aremechanically separated for X-ray analysis. Anal Calcd for C16H23Cl2BrN6O2Pt (%) FW = 677.28: C, 28.37; H,3.42; N, 12.41. Found: C, 28.29; H, 3.48; N, 12.10; UV-vis: lambdamax (nm) = 245; 271, 1H NMR, 200 MHz, D2O: delta(ppm): 1.89 (s, 3H, CH3-pzBr); 3.76 (s, 4H, CH2-bpma); 7.42 (t, 2H, J = 6.8 Hz, H4-bpma); 7.68 (d, 2H, J = 8 Hz,H3-bpma); 7.74 (d, 2H, J = 6.8 Hz, H6-bpma), 8.18 (t, 2H, J = 8 Hz, H5-bpma). IR (KBr, 4000-300 cm-1):3500-3200 (N-H stretch, O-H stretch); 3150-2850 (-CH stretch,=CH stretch); 1630 (C=N stretch); 787(N-H wagging) (figures 1S-3S, supplementary material).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-Bromo-5-methyl-1H-pyrazol-3-amine, and friends who are interested can also refer to it.

3469-69-0, name is 4-Iodopyrazole, 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-Iodopyrazole

1-Methyl-4-iodopyrazole (18) 4-Iodopyrazole (1) (5.0 g 25.7 mmole) was dissolved in DMF (50 mL), potassium carbonate (4.26 g 30.9 mmole) was added and stirred (2 mins) before iodomethane (1.76 mL, 4.01 g 28.3 mmole) was added. The reaction was stirred rapidly at r.t. for 17 hrs. It was filtered through a Celite pad. The filtrate was evaporated to a small volume, about 10 mL, using a rotary evaporator with a high vac. pump and the water bath at 60 C. Water (120 mL) was added to the residue. The filtered solids on the Celite pad were washed with ethyl acetate (50 ml) and these washings were used to extract the product from the aqueous. The aqueous was extracted with more ethyl acetate (2*50 mL). The combined organics were washed with water (3*30 mL) and with brine; dried and evaporated to give the title compound as a solid 4.56 g, 85%. 1H-NMR (CDCl3, 500 MHz): delta 3.93 (s, 3H) 7.42 (s, 1H), 7.50 (s, 1H).

The synthetic route of 3469-69-0 has been constantly updated, and we look forward to future research findings.

Electric Literature of 37622-90-5, These common heterocyclic compound, 37622-90-5, name is Ethyl 4-pyrazolecarboxylate, 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) 1-(4-Hydroxymethyl-benzyl)-1H-pyrazole-4-carboxylic acid ethyl ester A mixture of (4-Chloromethyl-phenyl)-methanol (600 mg, 3.8 mmol), ethyl 1H-pyrazole-4-carboxylate (537 mg, 3.8 mmol) and potassium carbonate (2.6 g, 19 mmol) in 30 mL acetone was stirred at 50 C. for 3 h. The mixture was filtrated and concentrated in vacuo. The crude was purified by preparative HPLC (Waters Sunfire Prep C18 PBD 5 um, 30*100 mm, 5 to 100% ACN and 0.1% TFA, flow 40 ml/min) to yield the title compound. LCMS (method A) RtA=1.403 min; [M+H]+=261.0.

The synthetic route of 37622-90-5 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. 1280210-79-8, name is tert-Butyl 4,6-dihydropyrrolo[3,4-c]pyrazole-5(2H)-carboxylate, A new synthetic method of this compound is introduced below., COA of Formula: C10H15N3O2

6C (0.418 g, 2.0 mmol) was dissolved in N, N-dimethylformamide (5 mL) at room temperature, cooled to -15 C,Sodium bis (trimethylsilyl) amide (1.5 mL, 2.0 mmol) was added and stirred for 30 min.The oxetane-3-sulfonyl chloride 16d (0.43 g, 2.6 mmol) was added dropwise to the reaction mixture, and the mixture was stirred at room temperature for 16 hours.The reaction system was cooled to 0 C, water (10 mL) was added, filtered, and the filter cake was washed with water (5 mL x 2)Petroleum ether (5 mL x 2). The filter cake was purified by column chromatography (ethyl acetate / petroleum ether (v / v) = 1: 8-1: 4)A white solid 16e (0.30 g, yield 45.6%) was obtained.

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.

Synthetic Route of 26308-42-9, 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. 26308-42-9 name is 3-Ethyl-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: Pyrazole acid 9a-k (3 mmol) and thionyl chloride (7.5 mmol)were successively added to 20 mL 1,2-dichloroethane, the mixturewere stirred under reflux for 3 h and then concentrated underreduced pressure, the crude products were added in drops into asolution of 5?a-f (5a-h) (3 mmol) and trimethylamine (6 mmol) inTHF (15 mL).The reaction mixturewas stirred under the 0 C for thenight. After reaction the mixture was poured in Na2CO3 solutionand aqueous phase was extracted with ethyl acetate (2 20 mL).The combined organic phase was washed with saturated salt water(2 20 mL), dried over anhydrous Na2SO4, and concentrated underreduced pressure and the residue was purified by silica gel columnchromatography.

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