Tag: M.W:100-200

1134-50-5, The chemical industry reduces the impact on the environment during synthesis 1134-50-5, name is 1-Phenyl-1H-pyrazole-4-carboxylic acid, I believe this compound will play a more active role in future production and life.

General procedure: Example 1-103 1-Phenyl-1H-pyrazole-4-carboxylic acid [7-fluoro-1-(2-fluoro-phenyl)-4-oxo-1,4-dihydro-quinolin-3-ylmethyl]-amide A mixture of 3-(aminomethyl)-7-fluoro-1-(2-fluorophenyl)quinolin-4(1H)-one (intermediate H) (50 mg, 0.175 mmol), 1 -phenyl- 1H-pyrazole-4-carboxylic acid (66 mg, 0.349 mmol), bromo-tris-pyrrolidino-phosphonium hexafluorophosphate (PyBrOP) (112 mg, 0.24 mmol), triethylamine (53 mg, 0.524 mmol), and DMF (3 mL) was stirred at room temperature overnight. The crude material was purified by flash chromatography (12 g silica gel eluting with 100% hexanes ramped to 70% ethyl acetate in hexanes). The product 1 -phenyl- 1H-pyrazole-4-carboxylic acid [7-fluoro-1-(2-fiuoro-phenyl)-4-oxo-1,4- dihydro-quinolin-3-ylmethyl]-amide (46 mg, 58%) was obtained as an off-white solid. MS calcd. for C22H14CIF2N3O2 [(M+H)+] 426.1, obsd. 426.1.

The chemical industry reduces the impact on the environment during synthesis 1-Phenyl-1H-pyrazole-4-carboxylic acid. I believe this compound will play a more active role in future production and life.

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 5334-40-7 as follows. 5334-40-7

A 2OL reaction vessel equipped with a digital thermometer and stirrer was charged with A- nitro-1H-pyrazole-3-carboxylic acid (1.117Kg, 7.11mol, 1wt) and methanol (8.950L, deltavol). The reaction mixture was stirred under nitrogen, cooled to 0 to 50C, thionyl chloride (0.581 L, delta.Omol, 0.52vol) added over 180 minutes and the resultant mixture allowed to warm to and stir at 18 to 22C overnight after which time 1H NMR analysis (d6-DMSO) indicated reaction completion. The reaction mixture was concentrated under reduced pressure at 40 to 450C, the residue treated with toluene and re-concentrated (3x 2.250L, 3x 2vol) under reduced pressure at 40 to 450C to give 4-nitro-1 /-/-pyrazole-3-carboxylic acid methyl ester as an off-white solid (1.210Kg, 99.5%th).4-Nitro-1H-pyrazole-3-carboxylic acid (1.00kg, 6.37mol, 1.0wt) and methanol (8.00L, delta.Ovol) were charged to a flange flask equipped with a mechanical stirrer, condenser and thermometer. The suspension was cooled to 0 to 5C under nitrogen and thionyl chloride (0.52L, 7.12mol, 0.52vol) was added at this temperature. The mixture was warmed to 15 to 25C over 16 to 24 hours. Reaction completion was determined by 1H NMR analysis (d6- DMSO). The mixture was concentrated under vacuum at 35 to 45C. Toluene (2.00L, 2.0vol) was charged to the residue and removed under vacuum at 35 to 450C. The azeotrope was repeated twice using toluene (2.00L, 2.0vol) to give 4-nitro-1 H-pyrazole-3- carboxylic acid methyl ester (1.071 Kg, 98.3%) as an off white solid.Thionyl chloride (2.90 ml, 39.8 mmol) was slowly added to a mixture of 4-nitro-3- pyrazolecarboxylic acid (5.68 g, 36.2 mmol) in MeOH (100 ml) at ambient temperature and the mixture stirred for 48 hours. The mixture was reduced in vacuo and dried through azeotrope with toluene to afford 4-nitro-1 H-pyrazole-3-carboxylic acid methyl ester as a white solid.1H NMR (400 MHz, DMSO-d6) delta 14.4 (s, 1 H), 8.9 (s, 1 H), 3.9 (s, 3H)4-Nitro-1H-pyrazole-3-carboxylic acid (1.350Kg, 8.59 MoI, 1.0 wt) and methanol (10.80L, 8.0 vol) were charged to a flange flask equipped with a mechanical stirrer, condenser and thermometer. The suspension was cooled to O to 50C under nitrogen and thionyl chloride (0.702L, 9.62 MoI, 0.52 vol) added at this temperature. The mixture was warmed to 15 to 25C over 16 to 24 hours. Reaction completion was determined by 1H NMR analysis (d6- DMSO). The mixture was concentrated under vacuum at 35 to 45C and toluene (2.70L, 2.0 vol) charged to the residue and removed under vacuum at 35 to 45C. The toluene azeotrope was repeated twice using toluene (2.70L, 2.0 vol) to give 4-nitro-1 H-pyrazole-3- carboxylic acid methyl ester [1.467Kg, 99.8%th, 108.7% w/w, 1H NMR (d6-DMSO) concordant with structure, no entrained solvent] as an off-white solid.

According to the analysis of related databases, 5334-40-7, the application of this compound in the production field has become more and more popular.

5334-40-7, 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. 5334-40-7, name is 4-Nitro-1H-pyrazole-3-carboxylic acid belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

Preparation of 4-nitro-1H-Pyrazole-3-carboxylic acid methyl ester A 20 L reaction vessel equipped with a digital thermometer and stirrer was charged with 4-nitro-1H-pyrazole-3-carboxylic acid (1.117 Kg, 7.11 mol, 1 wt) and methanol (8.950 L, 8 vol). The reaction mixture was stirred under nitrogen, cooled to 0 to 5 C., thionyl chloride (0.581 L, 8.0 mol, 0.52 vol) added over 180 minutes and the resultant mixture allowed to warm to and stir at 18 to 22 C. overnight, after which time 1H NMR analysis (d6-DMSO) indicated reaction completion. The reaction mixture was concentrated under reduced pressure at 40 to 45 C., the residue treated with toluene and re-concentrated (3*2.250 L, 3*2 vol) under reduced pressure at 40 to 45 C. to give 4-nitro-1H-pyrazole-3-carboxylic acid methyl ester as an off-white solid (1.210 Kg, 99.5%).

The synthetic route of 5334-40-7 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. 25016-11-9, name is 1-Methyl-1H-pyrazole-4-carbaldehyde, This compound has unique chemical properties. The synthetic route is as follows., 25016-11-9

D8: (?)-3-(l-Methyl-lH-pyrazol-4-yl)acrylic acidA mixture of l-methyl-lH-pyrazole-4-carbaldehyde (13 g, 118 mmol), malonic acid (12.29 g, 118 mmol), pyridine (65 ml) and piperidine (0.234 ml, 2.361 mmol) was heated to 110 C under argon for 4h. After cooling, water(lOOml) was added, followed by aqueous ammonia (12ml) to obtain a clear solution, which was acidified to pH ~ 1 with hydrochloric acid. The precipitate was collected by filtration, washed with water and dried to obtain the title compound (7.5 g, 40.5 % yield). LCMS: rt =0.92 min, [M+H+] =153

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A common compound: 3469-69-0, name is 4-Iodopyrazole, belongs to pyrazoles-derivatives compound, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below. 3469-69-0

Step 1: l-Cyclopropyl-4-iodo-lH-pyrazole[00718] To a stirred solution of 4-Iodo-lH-pyrazole (2.0 g, 10.3 mmol) in DMF (100 mL) at room temperature was added sodium hydride (0.45 g of a 60% wt/wt dispersion in mineral oil, 1 1.3 mmol). After 15 minutes, bromocyclopropane (2.5 mL, 30.9 mmol), and tetra-n-butyl ammonium iodide (0.020 g) were added, and the reaction mixture was warmed to 140C for overnight. The mixture was subjected to standard aqueous workup, and the crude residue was purified on silica gel (0-20% EtOAc in hexanes) to afford the title compound.

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, 3469-69-0, other downstream synthetic routes, hurry up and to see.

5334-43-0, A common heterocyclic compound, 5334-43-0, name is 5-Amino-1-phenyl-1H-pyrazole-4-carbonitrile, molecular formula is C10H8N4, 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.

1.0 g of compound (2) is added to 10 ml of phosphoric acid (Wako Pure Chemical Industries, Ltd.; special grade reagent; purity: 85%; hereinafter the same), and is heated to 30C to dissolve. This solution is ice-cooled to keep the temperature to 0 to 5C, and 0.38 g of sodium nitrite is added thereto, followed by stirring for 1.5 hours to obtain a diazonium salt solution. This diazonium salt solution is dropwise added to a solution of 1.4 g of compound (0) in 5 ml of dimethylacetamide while keeping the temperature at 5 to 10C, followed by stirring for 1 hour while keeping the temperature at 5 to 10C. Thereafter, the ice bath is removed, and stirring is continued for further 0.5 hour. 50 ml of ethyl acetate is added to the reaction solution, and the resulting mixture is heated at 80C to completely dissolve. To the reaction solution is added 50 ml of hexane, followed by stirring at 80C for 20 minutes, then at room temperature for 40 minutes. Crystals precipitated are collected by filtration, and spray-washed with 50 ml of hexane. To the thus-obtained crystals are added, without drying, 200 ml of water and 0.1 ml of saturated sodium hydrogencarbonate to neutralize. 100 ml of acetonitrile is added to the crystals, followed by stirring at 80C for 3 hours, then at room temperature for 1 hour. Crystals precipitated are collected by filtration, and spray-washed with 50 ml of acetonitrile. The thus-obtained crystals are dried to obtain 0.51 g of compound D-33 of the invention. Yield: 21%. lambda?,alphachi: 504 nm, x 104 (CHC13)Infrared absorption chart is shown in Fig. 2.

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

402-61-9, 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. 402-61-9 name is 5-Methyl-1H-pyrazole-3-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.

502 mg (2.62 mmol) of EDC, 401 mg (2.62 mmol) of HOBt and 500 mg (2.38 mmol) of the compound from Example 6A/Step 3 were added successively at RT to a solution of 300 mg (2.38 mmol) of 5-methyl-1H-pyrazole-3-carboxylic acid in 10 ml of anhydrous DMF. The mixture was stirred first at RT for 16 h and then at 140 C. for 45 min. After cooling, the solvent was removed on a rotary evaporator. 120 ml of water were added to the remaining residue, which was extracted three times with approx. 100 ml each time of diethyl ether. The combined organic extracts were washed with saturated sodium chloride solution, dried over anhydrous magnesium sulphate, filtered and finally concentrated on a rotary evaporator. The crude product was stirred with 5 ml of ethanol at RT for 1 h. After filtering and drying the undissolved solid under high vacuum, a first fraction of 204 mg of the title compound was obtained. The mother liquor was concentrated to dryness. Subsequently, a further fraction of 29 mg of the title compound was isolated from the residue by means of preparative HPLC (method 13). In total, 233 mg (33% of theory) of the title compound were thus obtained.1H NMR (400 MHz, CDCl3, delta/ppm): 8.27 (d, 2H), 7.72 (d, 2H), 6.81 (s, 1H), 5.05 (dd, 2H), 5.01 (dd, 2H), 2.47 (s, 3H).LC/MS (method 2, ESIpos): Rt=1.93 min, m/z=301 [M+H]+.

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

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, 20154-03-4

An acetonitrile solution (20 ml) of 3-trifluoromethyl-lH-pyrazole (0.5 g), dicerium ammonium nitrate (1.0 g) and N-chlorosuccinimide (0.7 g) was refluxed for 3 hours. After cooling, the reaction solution was washed with saturated aqueous solution of sodium thiosulfate and saturated aqueous solution of sodium chloride. After drying an organic layer with magnesium sulfate, the solvent was distilled off under the reduced pressure to obtain 4-chloro-3-trifluoromethyl-lH-pyrazole (0.9 g). ‘H-NMR (CDCl3, ppm): 7.80 (1H, s).

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, 3-(Trifluoromethyl)-1H-pyrazole, other downstream synthetic routes, hurry up and to see.

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. 2075-46-9, name is 4-Nitro-1H-pyrazole, This compound has unique chemical properties. The synthetic route is as follows., 2075-46-9

The 4 – nitro – 1H – pyrazole (5 g, 44.21 mmol) dissolved in DMF (20 ml), add K2CO3(9.1 G, 65 . 85 mmol) and 1 – bromo -2 – methoxy ethane (7.4 g, 53 . 24 mmol), 50 C reaction 16 hours. The reaction solution is poured into ice water, ethyl acetate extraction, anhydrous sodium sulfate drying, filtering steams the main column chromatography (petroleum ether: ethyl acetate=3:1), to obtain brown oil of 5 g, yield 66%.

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89501-90-6, name is 1-Methyl-1H-pyrazole-3-sulfonyl chloride, 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. 89501-90-6

To A solution of 4-[7-tert-butyl-5-(4-chloro-3-fluoro-phenyl)furo[3,2-b]pyridine-2- carbonyl]-3,3-dimethyl-piperazin-2-one (88 mg, 0.1922 mmol) in THF (1.1 mL) was cooled to -78 C and treated with LiHMDS (211 muL of 1 M, 0.211 mmol). The mixture was stirred for 20 min, then a solution of 1-methylpyrazole-3-sulfonyl chloride (41.65 mg, 0.2306 mmol) in THF (88 muL) was added dropwised. The mixture was stirred for 2h at -78C then warmed to rt and was stirred for an extra 4hr. Water was added to the solution and the aqueous phase was extracted 3 times with EtOAc. The combined organic phase was dried over Na2SO4 and filtered. The filtrate was evaporated under reduced pressure and the residue was purified using reverse phase preperative HPLC affording the title compound after lyophilisation. 4-[7-tert-butyl-5-(4-chloro-3-fluoro-phenyl)furo[3,2- b]pyridine-2-carbonyl]-3,3-dimethyl-1-(2-methylpyrazol-3-yl)sulfonyl-piperazin-2-one (34 mg, 29% yield). ESI-MS m/z calc. 601.1562, found 602.01 (M+1)+; Retention time: 4.34 minutes using method A

Statistics shows that 89501-90-6 is playing an increasingly important role. we look forward to future research findings about 1-Methyl-1H-pyrazole-3-sulfonyl chloride.