Month: November 2020

15366-34-4, Adding some certain compound to certain chemical reactions, such as: 15366-34-4, name is Methyl 1H-pyrazole-3-carboxylate, 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 15366-34-4.

To a solution of 6-chloro-4-methyl-2-phenylbenzo[d]thiazole (24, 300mg, 1.15mmol) in tetrachloromethane (7.5mL) were added N-bromosuccinimide (246mg, 1.39mmol) and azoisobutyronitrile (19.0mg, 0.115mmol) at room temperature, and the mixture was stirred at reflux temperature for 8h. After cooling to room temperature, saturated aq. sodium thiosulfate and saturated aq. sodium bicarbonate were added to the mixture. The mixture was extracted with diethyl ether. The organic extracts were washed with brine, dried over sodium sulfate and concentrated in vacuo. The crude material was purified by flash column chromatography on silica gel (hexane:AcOEt=1:1) to give 4-(bromomethyl)-6-chloro-2-phenylbenzo[d]thiazole. Meanwhile, in a separate flask, sodium hydride (38.0mg, 0.799mmol, 60% oil suspension) was added to a solution of ethyl 5-methyl-1H-pyrazole-3-carboxylate (82.1mg, 0.530mmol) in DMF (0.9mL) at 0C. After the mixture was stirred at room temperature for 10min, 4-(bromomethyl)-6-chloro-2-phenylbenzo[d]thiazole was slowly added at 0C. After stirring at 0C for 0.5h, saturated aq. ammonium chloride was added to the mixture. The mixture was extracted with ethyl acetate. The combined organic layer was washed with water and brine, then dried over sodium sulfate and concentrated in vacuo. The crude material was purified by flash column chromatography on silica gel (hexane:AcOEt=2:1) to give the title compound 25 as a colorless solid (53.0mg, 11%).

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 15366-34-4.

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.

Adding some certain compound to certain chemical reactions, such as: 1226781-82-3, name is tert-Butyl 2-(methylsulfonyl)-4,6-dihydropyrrolo[3,4-c]pyrazole-5(2H)-carboxylate, 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 1226781-82-3. 1226781-82-3

The benzene sulfonic acid 3.3Kg added ethyl acetate 14L clear,Circulating frozen brine bath to 5 ~ 15 ;2-Methanesulfonyl 5-tert-butoxycarbonyl- (2-hydro, 4-hydro, 6-hydro) -pyrrolo [3,4- c] pyrazole2.85Kg added ethyl acetate 14L in a clear,At 5 ~ 15 C was added dropwise to a solution of ethyl benzenesulfonate,Stir for 30 minutes,Go ice-cold bath,Stir at 25 ¡À 5 C for 16 hours,Centrifuge,Stir the solid with 17 L of ethyl acetate for 1.5 hours;Centrifuge,The solid was rinsed with 4 L of ethyl acetate,Wet products at -0.08MPa ~ -0.1MPa,40 C for 8 hours under vacuum to give a pale yellow solid Compound II 3.16Kg,Yield 92.3%.HPLC: 96.75%

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of tert-Butyl 2-(methylsulfonyl)-4,6-dihydropyrrolo[3,4-c]pyrazole-5(2H)-carboxylate.

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%.

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.

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.

Adding some certain compound to certain chemical reactions, such as: 69843-13-6, name is 1-Methyl-1H-pyrazol-4-amine, 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 69843-13-6. 69843-13-6

To a solution of 1-methyl-1H-pyrazol-4-amine (500 mg, 5 mmol, 1.0 eq) in dioxane (10 mL) was added cyanamide (273 g, 6.5 mmol, 1.3 eq) and conc. HCl (1 mL). The reaction was stirred at 100 oC for 12 h. The solvent was removed under reduced pressure. The residue was recrystallized from the co-solvent of MeOH and Et2O. 1-(1-methyl-1H-pyrazol-4-yl)guanidine hydrochloride (600 mg, yield: 55%) was obtained as a yellow solid. ESI-MS (M+H)+: 140.1. 1H NMR (400 MHz, CD3OD) delta: 7.78 (s, 1H), 7.48 (s, 1H), 3.91 (s, 3H).

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 1-Methyl-1H-pyrazol-4-amine.

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.

35277-02-2, A common compound: 35277-02-2, name is 4-Fluoro-1H-pyrazole, 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.

Step 1: A stirred suspension of methyl (1S,8R)-12-bromo-15-oxatetracyclo-[6.6.1 .02?7.09?4jpentadeca-2,4,6,9, 11,1 3-hexaene-4-carboxylate (NT-3a1; 480,00 mg: 1.45mmol: 1.00 eq.), methylboronic acid (173.53 mg; 2.90 mmol; 2.00 eq.), cesium carbonate (1 180.65 mg; 3.62 mmol; 2.50 eq.) and 1,1 -bis(diphenylphosphino)ferrocenej dichloro palladium(II) (106.06 mg; 0.14 mmol; 0.10 eq.) in 1,4-dioxane (57.98 ml) and methanol (16.10 ml) was heated to 80 C. After 1 h the reacting mixture was cooled to RT, filtered withadditional MeOH and concentrated. The brown residue was purified by column chromatography (40 G ISCO Gold) eluting with 1 0/b EtOAc in heptane to provide the desired methyl (1 R,8S)- 12-methyl-i 5-oxatetracyclo[6.6. 1. 02?7.09?4jpentadeca-2.4,6,9, 11,13- hexaene-4-carboxylate contaminated by inseparable methyl (1 R.8 S) 15 -oxatetracyclo[6.6,1 ,02?7,09?4lpentadeca-2,4,6,9, 11,1 3-hexaene-4-carboxylate (320 mg), Step 2: To a stirred suspension of methyl (1R,8S)-12-methyl-15-oxatetracyclo- [6.6.1 .02?7.09?4jpentadeca-2,4,6,9, 11,1 3-hexaene-4-carboxylate and methyl (1 R,8S) 15- oxatetracyclo [6.6.1.027. 14j pentadeca-2,4,6,9, 11,1 3-hexaene-4-carboxylate (320.00 mg; 1.20 mmol; 1.00 eq.), and N-bromosuccinimide (224.58 mg; 1.26 mmol; 1.05 eq.) in carbon tetrachloride (12.02 ml) was added AIBN (9.87 mg; 0.06 mmol; 0.05 eq.). The resultingmixture was heated to 75 C. After 3 h the reacting mixture was cooled to RT diluted with DCM, washed with sat. NaHCO3, dried over MgSO4, filtered and concentrated. The crude material was purified by column chromatography (12 G ISCO Gold) eluting with 10% EtOAc in heptane to provide methyl (1S,8R)-12-(bromomethyl)-15-oxatetracyclo- [6.6.1.027. ue 14j pentadeca-2,4,6,9, 11,1 3-hexaene-4-carboxylate contaminated by inseparablemethyl (1 S,SR)-i 2-(dibromomethyl)- 1 5-oxatetracyclo[6. 6.1 .02?7.09?4jpentadeca-2,4,6,9,11,1 3-hexaene-4-carboxylate (273 mg).

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, 4-Fluoro-1H-pyrazole, 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.

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.