Category: 36650-74-5

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. 36650-74-5, name is 1H-Pyrazole-3-carbonitrile belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. COA of Formula: C4H3N3

To a solution of lH-pyrazole-3-carbonitrile (2.00 g, 21.5 mmol) in EtOH (3 ml) was added ethyl (2R)-oxirane- 2-carboxylate (1.0 g, 8.61 mmol) (for synthesis refer to example 5AY) portionwise. Then the mixture was stirred at 90C for 0.5 h. The reaction mixture was concentrated under reduced pressure to give a residue. The residue was purified by FCC (1 :2 EtOAc / petrol) to give the title compound as a colourless oil. Y = 14 %. NMR (400MHz, chloroform-) delta 7.59 (d, J = 3 Hz, 1H), 6.65 (d, J = 3 Hz, 1H), 4.56 – 4.47 (m, 3H), 4.33 – 4.25 (m, 2H), 1.35 – 1.29 (m, 3H).

The synthetic route of 36650-74-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NODTHERA LIMITED; BOCK, Mark G.; WATT, Alan Paul; PORTER, Roderick Alan; HARRISON, David; (229 pag.)WO2019/25467; (2019); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Electric Literature of 36650-74-5, The chemical industry reduces the impact on the environment during synthesis 36650-74-5, name is 1H-Pyrazole-3-carbonitrile, I believe this compound will play a more active role in future production and life.

To a solution of II-D12 (165 mg, 0.4 mmol) in acetone (5 mL) was added K2C03 (96.9 mg, 0.7 mmol) and lH-pyrazole-4-carbonitrile (65.4 mg, 0.7 mmol) at l5C. The reaction mixture was stirred for 16 hours at l5C. The reaction mixture was added into saturated NH4Cl (20 mL). The aqueous layer was extracted with EtOAc (3 x 20 mL). The combined organic layer was washed with saturated brine (50 mL), dried over anhydrous Na2S04, filtered and concentrated to give product. The residue was purified by combi flash (0-20% of EtOAc in PE) to give II-D13 (74.6 mg, 44.1%) as a solid. (1069) 1H NMR (400 MHz, CDCl3) dH 7.47 (d, J= 2.4 Hz, 1H), 6.72 (d, J= 2.4 Hz, 1H), 4.96 (dd, J = 17.6, 51.2 Hz, 2H), 3.52 (q, J = 6.8 Hz, 2H), 3.21 (s, 2H), 2.59 (t, J = 8.8, 1H), 2.25-2.10 (m, 2H), 1.90-1.60 (m, 6H), 1.55-1.10 (m, 18H), 1.05-0.80 (m, 5H), 0.68 (s, 3H); MS ESI calcd. for C29H42N302 [M-H20+H]+ 464, found 464.

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, 1H-Pyrazole-3-carbonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SAGE THERAPEUTICS, INC.; ROBICHAUD, Albert, Jean; SALITURO, Francesco, G.; BLANCO-PILLADO, Maria, Jesus; LA, Daniel; HARRISON, Boyd, L.; (276 pag.)WO2019/126741; (2019); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 36650-74-5, name is 1H-Pyrazole-3-carbonitrile, 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 36650-74-5, Product Details of 36650-74-5

5 g (53.7 mmol) of 1H-pyrazole-3-carbonitrile were dissolved in 12.5 ml of ethanol and 50 ml of chloroform. With cooling using an ice/acetone bath, gaseous hydrogen chloride was introduced for 50 minutes. The cooling bath was then removed and the mixture was stirred for 3 h. During this time, a solid precipitated out, and this was filtered off and washed with chloroform. Drying under high vacuum gave 7.7 g (81% of theory) of the intermediate ethyl 1H-pyrazole-3-carboximidoate hydrochloride.

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Reference:
Patent; Bayer Pharma Aktiengesellschaft; STRAUB, Alexander; COLLIN, Marie-Pierre; KOCH, Michael; MEYER, Jutta; SCHLEMMER, Karl-Heinz; NISING, Carl Friedrich; BIBER, Nicole; ANLAUF, Sonja; GROMOV, Alexey; WITTWER, Matthias Beat; (185 pag.)US2016/237059; (2016); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 36650-74-5, name is 1H-Pyrazole-3-carbonitrile, 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 36650-74-5, COA of Formula: C4H3N3

General procedure: The example reported for derivatives 22/23 find general application for all the other N-linked heterocycles. Sodium hydride 60% dispersed in mineral oil was added at 0 C to a solution of 3-(trifluoromethyl)-1H-pyrazole in dry DMF. The mixture was stirred at this temperature for 15 min, then for an additional 5 min at room temperature. A solution of derivative 45 in dry DMF (2 ml) was then added and the mixture was stirred at 50 C for 3 h 30 min. After cooling to RT, a saturated NH4Cl solution was added and the mixture was extracted with Et2O (2×). The organic phase was washed with brine, dried over Na2SO4 and concentrated in vacuo. The residue was purified by Silica gel flash chromatography (gradient ethyl acetate in cyclohexane from 5 to 40%) to give the intermediate BOC protected compound 22 and the intermediate BOC protected compound 23.

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, 1H-Pyrazole-3-carbonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Micheli, Fabrizio; Cavanni, Paolo; Bettati, Michela; Bonanomi, Giorgio; Di Fabio, Romano; Fazzolari, Elettra; Marchioro, Carla; Roscic, Maja; Tarsi, Luca; Visentini, Filippo; Zonzini, Laura; Worby, Angela; Bioorganic and Medicinal Chemistry; vol. 19; 11; (2011); p. 3451 – 3461;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Electric Literature of 36650-74-5, 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. 36650-74-5, name is 1H-Pyrazole-3-carbonitrile belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

To a solution of ethyl 1 -(6-(2-(4-(3-bromopropoxy)-2-methylphenethyl)-5- fluorophenyl)pyridin-2-yl)-5-(trifl uoromethyl)- 1 H-pyrazole-4-carboxylate (400 mg, 0.630 mmol) and 1H-pyrazole-3-carbonitrile (70.4 mg, 0.757 mmol, Fluorochem Products) in acetonitrile (25 mL) was added cesium carbonate (308 mg, 0.946 mmol). The reactionmixture was stirred at 80 00 for 16 hours. The mixture was concentrated under reduced pressure and EtOAc (50 mL) was added. The mixture was filtered through a celite pad and rinsed with EtOAc (2×25 mL). Combined filtrate was concentrated under reduced pressure to afford crude product which was purified by column chromatography eluting with 12-14% EtOAc in hexane to afford ethyl 1-(6-(2-(4-(3-(3-cyano-1H-pyrazol-1-yl)propoxy)-2-methyl phenethyl)-5-fl uorophenyl) pyridin-2-yl)-5-(trifluoromethyl)- 1 Hpyrazole-4-carboxylate (180 mg, 0.274 mmol, 43.5 % yield) as a gummy product. LCMS_rt=4.28min, m/z=647.41 [M+H]

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

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; GOODMAN, Krista B.; KRAUSS, Achim Hans-Peter; LE MONNIER DE GOUVILLE, Anne-Charlotte; DODIC, Nerina; WO2015/33307; (2015); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Some common heterocyclic compound, 36650-74-5, name is 1H-Pyrazole-3-carbonitrile, molecular formula is C4H3N3, 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: 36650-74-5

Sodium hydride 60% in mineral oil (38.5 mg) was added at 0 0C to a solution of 1 H- pyrazole-3-carbonitrile (90 mg) in dry DMF (3ml_). The mixture was stirred at this temperature for 15min, then for additional 5min at room temperature. A solution of 1 , 1 -dimethylethyl (1 R.6S/1 S,6R)-6-(3,4-dichlorophenyl)-1 – {[(methylsulfonyl)oxy]methyl}-3-azabicyclo[4.1.0]heptane-3-carboxylate (Intermediate 26, 217 mg) in dry DMF (2ml_) was then added and the mixture was stirred at 50 0C for 3h 30min. After cooling to room temperature, a saturated NH4CI solution was added and the mixture was extracted with diethyl ether (2x). The organic phase was washed with brine, dried over Na2SO4 and concentrated in vacuo to give 271 mg of crude compound, which was purified by silica gel flash chromatography (gradient ethyl acetate in cyclohexane from 5 to 40%) to give;Intermediate 37 (33 mg); Rf = 0.31 (cyclohexane/ethyl acetate 8/2); MS(m/z): 391 [MH-56]+; and Intermediate 38 (113 mg); Rf = 0.19 (cyclohexane/ethyl acetate 8/2); 1 H NMR (400 MHz, DMSOd6) delta ppm 0.89 (d, 1 H), 1.34 (s, 9 H), 1.47 – 1.56 (m, 1 H), 1.83 – 1.96 (m, 1 H), 2.04 – 2.17 (m, 1 H), 3.17 – 3.29 (m, 2 H), 3.33 – 3.39 (m, 1 H), 3.42 – 3.59 (m, 2 H), 4.36 (d, 1 H), 6.96 (d, 1 H), 7.38 (dd, 1 H), 7.61 (d, 1 H), 7.66 (d, 1 H), 7.94 (d, 1 H); MS(m/z): 391 [MH-56]+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 36650-74-5, its application will become more common.

Synthetic Route of 36650-74-5,Some common heterocyclic compound, 36650-74-5, name is 1H-Pyrazole-3-carbonitrile, molecular formula is C4H3N3, 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 suspension of Compound SA (100 mg, 0.25 mmol) in THF (25 niL) was added lH-pyrazole- 3-carbonitrile (70 mg, 0.75 mmol) and K2CO3 ( 103 mg, 0.75mmol). The mixture was stirred at 35C for 15h. Then the reaction mixture was extracted 50 mL EtOAc, washed with 100 111L H20 and 100 mL brine and evaporated in vacuo. The resulting residue was purified by reverse- phase prep-HPLC to afford SA-22 as a white solid ( 23 mg, 0.056mnol, 24 % yield). 1H NMR (500 MHz, CDCI3), delta (ppm), 7.48 (d, IH), 6.73 (d, IH), 5.03(1H,AB), 4.93(1H,AB), 2.60 (t,lH), 1.00-2.25 (24H, m), 0.68 (s, 3H). LCMS: Rt = 2.38 mm, MS (ESI) m/z: 410.2 [M+H] +

The synthetic route of 36650-74-5 has been constantly updated, and we look forward to future research findings.

Application of 36650-74-5, A common heterocyclic compound, 36650-74-5, name is 1H-Pyrazole-3-carbonitrile, molecular formula is C4H3N3, 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 mixture of SB-FF (100 mg, 0.241 mmol), lH-pyrazole-3-carbonitrile (45 mg, 0.48 mmol), K2CO3 (66 mg, 0.48 mmol) and DMF (3 mL) were stirred at room temperature for 2 h. TLC showed the reaction was finished. The reaction mixture was poured into brine (10 mL) and extracted with EtOAc (10 mLx2). Combined the organic layers and dried over Na2S04, concentrated to give crude product, which was purified by silica gel column to give SB-13 (30 mg, yield: 28%) as a white solid. 1H NMR: (400 MHz, CDC13) delta 7.48 (s, 1H), 6.73 (s, 1H), 4.79-4.97 (m, 2H), 4.47-4.65 (m, 1H), 2.56-2.63 (m, 1H), 2.30-2.20 (m, 1H), 2.10-2.00 (m, 1H), 1.90-1.60 (m, 6H), 1.50-1.20 (m, 15H), 0.85-0.75 (m, 1H), 0.70 (s, 3H). LCMS: rt = 1.23 mm, m/z = 428.2 [M+H]+

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 36650-74-5,Some common heterocyclic compound, 36650-74-5, name is 1H-Pyrazole-3-carbonitrile, molecular formula is C4H3N3, 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.

Example 60. Synthesis of 2-(4-(3-(4,4-dimethyl-4,5-dihydrooxazol-2-yl)-lH- pyrazol-l-yl)-5-oxo-6,7-dihydro-5H-pyrrolo[3,4-b]pyridin-2-yl)-3-fluorobenzonitrile, 1-60 Synthesis of compound 60.2. To a mixture of 60.1 (0.14g, 1.50mmol, 1.0 eq) and aminoalcohol (0.20g, 2.25 mmol, 1.5eq) was added ZnCl2 (0.041g, 0.30mmol, 0.2 eq) and stirred at 95 C under microwave irradiation for 4 h. Upon completion of the reaction, mixture was quenched with water. Resulting mixture was extracted with EtOAc. Organic layers were combined, washed with brine, dried over Na2S04 and concentrated under reduced pressure. The residue was purified by flash column chromatography to obtain pure 60.2 (0.10 g, 41.6%). MS(ES): m/z 166.2 [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 1H-Pyrazole-3-carbonitrile, its application will become more common.

Adding a certain compound to certain chemical reactions, such as: 36650-74-5, name is 1H-Pyrazole-3-carbonitrile, 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 36650-74-5, Product Details of 36650-74-5

General procedure: A mixture of cyanopyrazole 8 or 11 (0.05 mol), NaN3 (4.23 g, 0.065 mol), triethylamine hydrochloride (8.94 g, 0.065 mol), and toluene (150 ml) was refluxed for 10 h in the case of compound 9 or 8 h in the case of compound 12. The reaction mixture was cooled, stirred, and diluted with 2 (200-500 ml) until complete dissolution of the precipitate. The aqueous layer was separated and acidified with HCl to 1-2. The precipitate that formed was filtered off, washed with cold water, and air-dried. In the case of compound 12, the filtrate was additionally extracted with EtOAc (350 ml), and the organic layer was dried over anhydrous Na2SO4. The solvent was removed under vacuum, providing a second crop of the product. Both precipitates were combined and air-dried. 5-(1-Pyrazol-3(5)-yl)tetrazole (9). Yield 5.37 g (79%), decomp. temp. 272-274C (EtOH). IR spectrum, nu, cm-1: 3379 (s), 3222 (s), 3125 (s), 2975 (m), 2870 (m), 2757 (m), 2637 (s), 2520 (m), 1871 (vs), 1614 (s), 1456 (s), 1347 (w), 1223 (m), 1196 (m), 1068 (s), 1034 (s), 942 (m), 922 (m), 782 (s), 750 (s), 709 (m), 608 (m). Mass spectrum, m/z: 136 [M]+. Found, %: C 35.24; H 2.96; N 61.42. 4H4N6. Calculated, %: C 35.30; H 2.96; N 61.74.

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