Day: July 30, 2021

Adding a certain compound to certain chemical reactions, such as: 930-36-9, name is 1-Methylpyrazole, 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 930-36-9, SDS of cas: 930-36-9

Phosphorus oxychloride (6.92 g, 45.1 mmol, 1.50 equiv.) was cooled to 0 0C and then added drop-wise to anhydrous DMF (3.50 mL, 45.2 mmol, 1.50 equiv.) at 0 0C. The mixture was stirred 1 hour at room temperature and was then heated to 80 0C. The compound of formula VIII (2.50 mL, 30.2 mmol) was then added drop-wise to the reaction, and the resulting mixture was stirred 3 hours at 95 0C. The reaction was then quenched by slow addition to ice (40 g). The pH of the resulting solution was 2, and it was raised to 5 by slow addition of 12N aqueous sodium hydroxide solution (11.2 mL). The resulting aqueous solution was extracted with dichloromethane and/or ether (7 x 40 mL), and additional sodium hydroxide was added during extraction, as needed, to maintain a pH of 5. The extracts were then combined, dried over sodium sulfate, filtered and concentrated to yield a brown oil (3.79 g, 59% yield).

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.

Reference:
Patent; SCHERING CORPORATION; WO2008/153870; (2008); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

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. 25016-12-0, name is 1,3-Dimethyl-1H-pyrazole-4-carbaldehyde, A new synthetic method of this compound is introduced below., Computed Properties of C6H8N2O

In a sealed tube, under N2, 1,3-dimethyl-1H-pyrazole-4-carbaldehyde (284 mg; 2.28mmol) and Ti(iPrO)4 (727 jiL; 3.05 mmol) were added to a solution of intermediate 11(500 mg; 1.52 mmol) in THF (10 mL). The solution was stirred at 50C for 2h. Thereaction mixture was cooled to 5C and iPrMgCl (3.8 mL; 7.61 mmol) was addeddropwise. The reaction mixture was allowed to rise slowly to rt and stirred overnight. The reaction mixture was poured onto a 10% aqueous solution of K2C03 and EtOAc. The insoluble was filtered through a pad of celite then, the organic layer was decanted, dried over MgSO4, filtered and the solvent was evaporated. The residue (866 mg, brownoil) was purified by chromatography over silica gel (Si02 40 g; eluent: from 96% DCM,4% MeOH, 0.4% NH4OH to 93% DCM, 7% MeOH, 0.7% NH4OH). The pure fractionswere collected and the solvent was evaporated to dryness. The residue (496 mg, yellow oil) was recrystallized with diethylether. The precipitate was filtered and dried to give324 mg of compound 161( (45%, white solid).

The synthetic route of 25016-12-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; ANGIBAUD, Patrick, Rene; PANDE, Vineet; HERKERT, Barbara; KROSKY, Daniel, Jason; QUEROLLE, Olivier, Alexis, Georges; PILATTE, Isabelle, Noelle, Constance; PATRICK, Aaron, Nathaniel; (250 pag.)WO2018/50686; (2018); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Related Products of 55864-87-4,Some common heterocyclic compound, 55864-87-4, name is Ethyl 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.

A mixture of 4-nitro-1H-pyrazole-3-carboxylic acid ethyl ester (6.40 g, 34.6 mmol) and 10% Pd/C (650 mg) in EtOH (150ml) was stirred under an atmosphere of hydrogen for 20 h. The mixture was filtered through a plug of Celite, reduced in vacuo and dried through azeotrope with toluene to afford 4-amino-1H-pyrazole-3- carboxylic acid ethyl ester as a pink solid (5.28 g, 98%). (1H NMR (400 MHz, DMSO-d6) delta 12. 7 (s, 1H), 7.1 (s, 1H), 4. 8 (s, 2H), 4.3 (q, 2H), 1.3 (t, 3H)).

The synthetic route of 55864-87-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ASTEX TECHNOLOGY LIMITED; WO2005/12256; (2005); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Electric Literature of 31037-02-2, 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. 31037-02-2, name is Ethyl 5-amino-1-methyl-1H-pyrazole-4-carboxylate belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

Example 1 Ethyl 4-hydroxy-l-methyl-6-oxo-6,7-dihydro-lH-pyrazolo[3,4- delta]pyridine-5-carboxylate 3O ONaOEt / EtOH Reflux [00192] Sodium ethoxide (95%, 83g, 1.18 moles) was dissolved in 175 mL of absolute ethanol, following the protocol described in J. Heterocyclic Chem. (1978) 15:319 with some modifications. Diethylmalonate 2 (184.6 g, 1.18 moles) was added and stirred at room temperature for 10 minutes. Ethyl 5-amino-l-methylpyrazole-4-carboxylate 1 (5Og, 0.295 moles) was added slowly and the resulting solution refluxed overnight at 100 0C. During the reflux period, an off-white solid began to form. The solution was evaporated to dryness on a rotary evaporator and the residue dissolved in a minimum amount of water. Upon acidification (pH 2) of the aqueous solution with concentrated hydrochloric acid, the resulting precipitate was filtered and recrystallized from acetic acid-water to give 3 as a white solid (~45g , 64%). NMR (trifluoroacetic acid): delta 1.60(t.3H.J=7Hz, CH3 of ester), 4.22(s, 3H, N- CH3), 4.80 (q, 2H, j=7hz, CH2), 8.49 (s, IH, H-3)

The synthetic route of Ethyl 5-amino-1-methyl-1H-pyrazole-4-carboxylate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GENENTECH, INC.; F. HOFFMANN-LA ROCHE AG; DOTSON, Jennafer; HEFFRON, Tim; OLIVERO, Alan G.; SUTHERLIN, Daniel P.; STABEN, Steven; WANG, Shumei; ZHU, Bing-Yan; CHUCKOWREE, Irina S.; FOLKES, Adrian J.; WAN, Nan Chi; WO2010/59788; (2010); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Related Products of 1146629-77-7, The chemical industry reduces the impact on the environment during synthesis 1146629-77-7, name is (4-(1H-Pyrazol-4-yl)-7H-pyrrolo[2,3-d]pyrimidin-7-yl)methyl pivalate, I believe this compound will play a more active role in future production and life.

Add to a solution of 37 (400 mg, 1.34 mmol, prepared in Lin, Q. et al., Org. Lett., 2009, 11, 1999-2002) in acetonitrile (10 mL)36 (418 mg, 3.34 mmol),Then DBU (421 muL, 2.81 mmol) was added.The reaction was stirred at room temperature for 15 hours.It was then concentrated under reduced pressure. The crude mixture was diluted with water and extracted with EtOAc EtOAc. The organic layers were combined, washed with EtOAc EtOAc m.Purification by normal phase column chromatography (SiO2, 0-60% ethyl acetate / hexanes) and purified by reverse column chromatography (C18, 5-70% acetonitrile/water containing 0.1% formic acid) +/-) 38 (68 mg, 12%).

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-(1H-Pyrazol-4-yl)-7H-pyrrolo[2,3-d]pyrimidin-7-yl)methyl pivalate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Kang Saite Pharmaceutical Pin Co., Ltd.; I ·R·xierfuman; J ·F·liu; A ·J·mogen; B ·pandeya; S ·L·habisen; (30 pag.)CN104725380; (2019); B;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

These common heterocyclic compound, 100114-57-6, name is 3-Cyclopropyl-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. Computed Properties of C6H8N2

To a solution of 6-chloronicotinonitrile (100 mg, 0.74 mmol) in DMF (2 mL), was added 3-cyclopropyl-1H-pyrazole (80 mg, 0.74 mmol), and Cs2CO3 (470 mg, 1.48 mmol). The mixture was stirred at 90C for 5 hours. To the mixture was added water and extracted with ethyl acetate. The organic layer was dried with anhydrous Na2SO4, and concentrated under vacuo to give 120 mg of 6-(3-cyclopropyl-1H-pyrazol-1-yl)nicotinonitrile as a light yellow solid. The structure was confirmed by LC-MS.

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

Reference:
Patent; BLUEPRINT MEDICINES CORPORATION; FLEMING, Paul, E.; (62 pag.)WO2016/127074; (2016); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Synthetic Route of 138786-86-4,Some common heterocyclic compound, 138786-86-4, name is Methyl 4-nitro-1H-pyrazole-3-carboxylate, molecular formula is C5H5N3O4, 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 solution of 4-nitro-lH-pyrazole-3-carboxylic acid methyl ester (3.1 g, 18.1 mmol) in dry acetone (2 ml) was added K2C03 (5 g, 36.2 mmol) at 25C. The reaction mixture was cooled to 0C, and methyl iodide (2.2 ml, 36.3 mmol) was added. The temperature was again raised to 25C, and then heated to 70C for 2 hrs. The solvent was removed in vacuo The residue was diluted with EtOA and washed with water and with brine, dried (Na2S04), filtered, and concentrated. The crude product was purified by column chromatography over silica gel. Elution with 20% EtOAc/hexane) gave the undesired isomer 2-methyl-4-nitro-2H-pyrazole-3-carboxylic acid methyl ester (1 g, 30%), subsequent elution with 40% EtOAc/hexane provided the desired isomer l-methyl-4-nitro-lH-pyrazole-3-carboxylic acid methyl ester (1.8 g, 54%).

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

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; BLEICHER, Konrad; FLOHR, Alexander; GROEBKE ZBINDEN, Katrin; GRUBER, Felix; KOERNER, Matthias; KUHN, Bernd; PETERS, Jens-Uwe; RODRIGUEZ SARMIENTO, Rosa Maria; WO2011/154327; (2011); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Related Products of 1904-31-0, The chemical industry reduces the impact on the environment during synthesis 1904-31-0, name is 1-Methyl-1H-pyrazol-3-amine, I believe this compound will play a more active role in future production and life.

3,5-Dibromo-1-methyl-1H-pyridin-2-one (469 mg, 1.76 mmol), 1-Methyl-1H-pyrazol-3-ylamine (205 mg, 2.11 mmol), tris(dibenzylidineacetone)dipalladium(0) (80 mg, 0.087 mmol), 2,2′-bis(diphenylphosphino-1,1′-binaphthalene (82 mg, 0.13 mmol), and cesium carbonate (801 mg, 2.46 mmol) were deposited in a sealed vial with 10 mL toluene. This was heated at 130 C. for 18 hours. The resulting mixture was poured into 50 mL water. This was extracted with ethylacetate. The ethylacetate layer was washed with brine, dried over anhydrous magnesium sulfate, filtered, concentrated in vacuo, and purified by flash chromatography (eluted with ethylacete/hexanes) to yield 5-Bromo-1-methyl-3-(1-methyl-1H-pyrazol-3-ylamino)-1H-pyridin-2-one (271 mg, 0.957 mmol). MS (ESI) 284.9 (M+H)+.

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

Reference:
Patent; Berthel, Steven; Firooznia, Fariborz; Fishlock, Daniel; Hong, Jun-Bae; Lou, Yan; Lucas, Matthew; Owens, Timothy D.; Sarma, Keshab; Sweeney, Zachary Kevin; Taygerly, Joshua Paul Gergely; US2010/222325; (2010); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Related Products of 400755-41-1, A common heterocyclic compound, 400755-41-1, name is 3-Methoxy-4-nitro-1H-pyrazole, molecular formula is C4H5N3O3, 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.

To a cooled (0 C.) suspension of 3-methoxy-4-nitro-1H-pyrazole (1.00 g, 6.99 mmol, 1.00 eq), tert-butyl-3-hydroxypyrrolidine-1-carboxylate (2.12 g, 12.2 mmol, 1.75 eq), and polystyrene bound triphenylphosphine (4.06 g, 12.2 mmol, 1.75 eq, 3 mmol/gram) in THF (45 mL) was added diethyl azodicarboxylate (2.42 mL, 13.0 mmol, 1.90 eq) in a drop-wise manner over 3 min. The reaction mixture was allowed to warm to ambient temperature and stirred for 15 hr. The reaction mixture was then diluted with EtOAc (60 mL), filtered and the filtrate concentrated. The crude reaction mixture was purified via flash chromatography on silica gel eluting with a gradient of 0-60% EtOAc in heptane to give the title compound (1.52 g, 72.9% yield) as a white solid. 1H NMR (400 MHz, CDCl3) delta ppm 8.12 (s, 1H) 4.87 (tt, J=5.6, 7.5 Hz, 1H) 4.40-4.28 (m, 4H) 4.09 (s, 3H) 1.48 (s, 9H). m/z (APCI+) for C7H11N4O3 198.9 (M-Boc+H)+

The synthetic route of 400755-41-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PFIZER INC.; Behenna, Douglas Carl; Cheng, Hengmiao; Cho-Schultz, Sujin; Johnson, JR., Theodore Otto; Kath, John Charles; Nagata, Asako; Nair, Sajiv Krishnan; Planken, Simon Paul; US2015/141402; (2015); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

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. 19959-77-4, name is 2-(5-Methyl-1H-pyrazol-3-yl)pyridine, A new synthetic method of this compound is introduced below., Formula: C9H9N3

General procedure: A 5mL ethanol solution of L (0.2mmol, 15.9mg) and Et3N (0.1mmol, 14mul) was mixed with a 5mL ethanol solution of ZnCl2 (0.1mmol, 13.6mg), and the resulting mixture was then stirred for 15min to obtain a colorless solution. This colorless solution was filtered and left to evaporate for three days, giving rise to colorless rod-like crystals. The resulting crystals were washed with n-hexane 2?3 times, then dried in vacuum. Yield: 23.6mg (80%),

The synthetic route of 19959-77-4 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Zhu, Guang-Zhou; Xing, Bei-Bei; Yang, Feng-Lei; Li, Xiu-Ling; Polyhedron; vol. 81; (2014); p. 705 – 714;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics