Tag: M.W:100-200

Related Products of 96799-02-9, The chemical industry reduces the impact on the environment during synthesis 96799-02-9, name is 5-(Furan-2-yl)-1H-pyrazol-3-amine, I believe this compound will play a more active role in future production and life.

3- Ethynylaniline (146 mg, 1.25 mmol) and DIPEA (0. 22 mL, 1.25 mmol) were added to a solution of cyanuric chloride (230 mg, 1.25 mmol) in THF (16 mL) at 0 0C. The reaction mixture was stirred at 0 C to room temperature for 2 hours. 3-amino-5-(2-furyl) pyrazole (187 mg, 1.25 mmol) and DIPEA (0.22 mL, 1.25 mmol) were added to the above mixture and the resulting mixture was heated with microwave initiator at 150 C for 10 minutes. 1 -methylpiperazine (0.28 mL, 2.50 mmol) and DIPEA (0.44 mL, 2.50 mmol) were added to the mixture and the mixture was heated with microwave initiator at 60 0C for 10 minutes. Saturated NaHCO3 in water was added and the mixture was extracted by ethyl acetate (3 x 50 mL). The combined organic was washed by brine, dried over sodium sulfate and concentrated. The residue was chromatographed on a silica gel column and eluted with 0- 5 % MeOH/DCM which afforded compound 36 as light brown solid (130 mg, 24%). 1H NMR (400 MHz, DMSO-d6) delta 12.75 (bs, IH, NH), 10.19-9.44 (m, 2H, NH), 7.83- 6.06 (m, 8H, Ar- H), 4.14-4.04 (m, IH, CH), 3.77 (s, 4H, 2CH2), 2.37 (s, 4H, 2CH2), 2.22 (s, 3H, CH3); ESI- MS: calculated for (C23H23N9O) 441 , found 442 [M+H]+. HPLC: retention time: 15.31 min. purity: 95%.

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-(Furan-2-yl)-1H-pyrazol-3-amine, other downstream synthetic routes, hurry up and to see.

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. 2644-93-1, name is 1,3,5-Trimethyl-1H-pyrazole-4-carbaldehyde belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. SDS of cas: 2644-93-1

(n-BuLi (1.02 mL, 2.5 M in hexane, 2.55 mmol) was added drop-wise to a -70 C. solution consisting of 3-(benzyloxy)-6-bromo-4-chloro-2-methoxy-8-methylquinoline (1.0 g, 2.5 mmol, Intermediate 89: step f) and THF (50 mL). The resultant reaction mixture was stirred at -70 C. for 20 minutes and then treated with a solution of 1,3,5-trimethyl-1H-pyrazole-4-carbaldehyde (352 mg, 2.55 mmol) and THF (15 mL) at -70 C. The resulting mixture was stirred at room temperature for 20 minutes before quenching with saturated aqueous NH4Cl (20 mL) and extracting with dichloromethane:methanol (5:1, 50 mL*10). The combined organic extracts were dried over Na2SO4, filtered and concentrated to dryness under reduced pressure to give the crude product, which was purified by FCC (silica gel, eluent: petroleum ether:ethyl acetate=5:1 to 1:1) to afford the title compound.

The synthetic route of 2644-93-1 has been constantly updated, and we look forward to future research findings.

Electric Literature of 37622-90-5, The chemical industry reduces the impact on the environment during synthesis 37622-90-5, name is Ethyl 4-pyrazolecarboxylate, I believe this compound will play a more active role in future production and life.

Polymer-supported triphenylphospine (3.0mmol/g, 3 equiv, 1.0g) was swollen inTH F /dichloromethane (1: 1, 1 OOmls) under a nitrogen atmosphere. Ethyl 1 H-pyrazole-4-carboxylate (500mg, 3.57mmol) and 4-(chloromethyl)benzyl alcohol (671mg, 4.28mmol) were30 added followed by a solution of diisopropyl azodicarboxylate (1.08g, 5.35mmol) inTHF/dichloromethane (1: 1, 1 Omls) over a period of 30m ins. The reaction mixture was stirred at room temperature for 18 hours, the mixture was filtered through celite and the resin waswashed with 3 cycles of dichloromethane/methanol (1Smls). The combined filtrates wereevaporated in vacuo and triturated with ethanol to give a white solid identified as 1-(4-chloromethyl-benzyl)-1 H-pyrazole-4-carboxylic acid ethyl ester (7 41 mg, 2 .66m mol, 7S%).S [M+Hr = 279.0S

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, Ethyl 4-pyrazolecarboxylate, other downstream synthetic routes, hurry up and to see.

Reference of 14531-55-6, A common heterocyclic compound, 14531-55-6, name is 3,5-Dimethyl-4-nitro-1H-pyrazole, molecular formula is C5H7N3O2, 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.

3,5-dimethyl-4-nitro-1H-pyrazole (199.5 mg, 1.4 mmol) and potassium t-butanoate (173.8 mg, 1.5 mmol) weredissolved in DMSO (1 mL). After 15 minutes, 4-fluorobenzonitrile (182.0 mg, 1.5 mmol) was added, and the reactionmixture was heated to 120 C and left stirring for 5 h. The reaction mixture was then diluted with water and DCM, thephases were separated and the aqueous phase was extracted 3 times with DCM. The reunited organic phase was driedover MgSO4, filtered and concentrated. The crude was purified by column chromatography (25% EtOAc in PE) yielding263 mg (77%) of the title compound.

The synthetic route of 14531-55-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Deutsches Krebsforschungszentrum; MILLER, Aubry; SCHUeLER, Peter; DE VITA, Elena; (147 pag.)EP3305781; (2018); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

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. 1203705-55-8, name is 3-Bromo-1H-pyrazol-5-amine belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. HPLC of Formula: C3H4BrN3

1.0 g of compound II was dissolved in 15 mL of acetic acid, and 0.61 g of 3-bromo-1H-pyrazole-5-amine was added to the above solution, heated under reflux, and monitored by thin layer chromatography. After the reaction was completed, the mixture was extracted with ethyl acetate-water. The ethyl acetate layer was dried over anhydrous sodium sulfate, and the solution was concentrated. Column chromatography of dichloromethane-methanol 100: 3 gave 1.25 g of compound III. Yield: 91.1%.

The synthetic route of 1203705-55-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Southern Medical University; Chen Jianjun; Li Gang; Deng Xin; Ren Yichang; Li Ling; (23 pag.)CN110563732; (2019); A;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Related Products of 35100-92-6, 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. 35100-92-6, name is 1,5-Dimethyl-1H-pyrazol-3-amine belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

Example 2 6-(4-(5-chloro-2-(1,5-dimethyl-1H-pyrazol-3-yl)amino)pyrimidin-4-ylamino)piperidin-1-yl)nicotinonitrile To a solution of 6-(4-((2,5-dichloropyrimidin-4-yl)amino)piperidin-1-yl)nicotinonitrile (100 mg, 0.286 mmol) in n-butanol (5 mL) was added 1,5-dimethyl-1H-pyrazol-3-amine (95 mg, 0.859 mmol) and TFA (212 muL, 2.86 mmol). The reaction mixture was stirred at 120 C. in a sealed tube for 24 hours then cooled to room temperature and diluted with EtOAc (50 mL), washed with water (15 mL*3) followed by brine (20 mL). The organic layer was dried over anhydrous Na2SO4, filtered and concentrated in vacuo. The residue was purified by silica gel column chromatography (DCM/EA/MeOH (v/v/v)=25/5/1) to give the title compound as a white solid (53 mg, yield 44%). LC-MS (ESI, pos. ion) m/z: 423.7 [M+H]+; 1H NMR (300 MHz, DMSO-d6) delta (ppm): 9.17 (s, 1H), 8.49 (d, J=2.3 Hz, 1H), 7.87 (s, 1H), 7.84 (dd, J=9.1, 2.3 Hz, 1H), 7.00 (d, J=9.2 Hz, 1H), 6.78 (d, J=7.8 Hz, 1H), 6.35 (s, 1H), 4.57-4.51 (m, 2H), 4.32-4.19 (m, 1H), 3.60 (s, 3H), 3.07-2.99 (m, 2H), 2.22 (s, 3H), 2.00-1.95 (m, 2H), 1.65-1.52 (m, 2H).

The synthetic route of 1,5-Dimethyl-1H-pyrazol-3-amine has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Sunshine Lake Pharma Co., Ltd.; Calitor Sciences, LLC; Xi, Ning; Li, Minxiong; Li, Xiaobo; Dai, Weilong; Hu, Haiyang; Zhang, Tao; Chen, Wuhong; (78 pag.)US2016/229837; (2016); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Related Products of 2075-46-9, 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 2075-46-9 as follows.

Sodium hydride (1.3 g, 32.1 mmol) was added to a solution of 4-nitropyrazole (3.3 g, 29.2 mmol) in dry tetrahydrofuran (30 mL) at 0 C. After stirring for 1 hour, methyl iodide (20 mL) was added and the mixture was stirred for another 2 hours at room temperature. The mixture was poured into ice water (100 mL) and extracted with ethyl acetate (50 mL*3). The organic phase was dried over anhydrous sodium sulfate, filtered and the filtrate was concentrated under reduced pressure. The residue was added to a mixed solvent (20 mL) of petroleum ether and ethyl acetate (20:1), and stirred, solid was precipitated out. The solid was filtered out and dried in vacuo for 8 hours to give 1-f as a white solid (2.6 g, yield 70%). The product was directly used in the next reaction without further purification. LC-MS (ESI): m/z=128[M+H]+.

According to the analysis of related databases, 2075-46-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GUANGZHOU MAXINOVEL PHARMACEUTICALS CO., LTD.; XU, Zusheng; ZHANG, Nong; WANG, Tinghan; SUN, Qingrui; WANG, Yuguang; (90 pag.)US2018/208604; (2018); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Application of 2075-46-9, 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. 2075-46-9 name is 4-Nitro-1H-pyrazole, 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 250-mE round-bottom flask fitted with a nitrogen inlet, magnetic stir bar and thermometer was charged with 4-nitro-1H-pyrazole (5 g, 44.22 mmol) and acetonitrile (120 mE) and sodium hydride (2.1 g, 87.50 mmol, 60% wt) at -5 C. To the reactionwas added iodomethane (7.5 g, 52.8 mmol). The product was stirred for 16 hat 23 C. and quenched with water (20 mE). The product was extracted with ethyl acetate (5×40 mE). The combined organic layers were dried over anhydrous sodium sulfate, filtered and concentrated under vacuum. The residue was purified by column chromatography eluting with ethyl acetate/petroleum ether (1:5 v/v) to afford 1 -methyl-4-nitro- 1H-pyrazole (Intermediate 2-91, 5.2 g, 93%). LCMS: (ESI) mlz 128 [M+H].

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-Nitro-1H-pyrazole, and friends who are interested can also refer to it.

Reference:
Patent; Forma Therapeutics, Inc.; Ioannidis, Stephanos; Talbot, Adam Charles; Follows, Bruce; Buckmelter, Alexandre Joseph; Wang, Minghua; Campbell, Ann-Marie; Schmidt, Darby Rye; Guerin, David Joseph; Caravella, Justin A.; Diebold, R. Bruce; Ericsson, Anna; Lancia, JR., David; (225 pag.)US2016/185785; (2016); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Application of 52222-73-8, 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. 52222-73-8 name is 4-(Trifluoromethyl)-1H-pyrazole, 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.

Intermediate 76A: 5-Nitro-2-[4-(trifluoromethyl)-1H-pyrazol-1-yl]benzonitrile To a solution of 2-chloro-5-nitrobenzonitrile (1.278 g, 7.0 mmol) and 4-(trifluoromethyl)-1H-pyrazole (1.0 g, 7.35 mmol) in acetonitrile (10 mL) was added potassium carbonate (2.90 g, 21 mmol) at RT. The mixture was heated to 60 C. and stirred at this temperature for 1 hour. The reaction mixture was diluted with EtOAc (50 mL), and the solids were removed by filtration. The filtrate was concentrated in vacuo and the residue was purified by Biotage Isolera chromatography (silica gel, eluting with heptanes-EtOAc, 1:0 to 0:1). The product containing fractions were combined and concentrated in vacuo to afford 1.77 g (89% yield) of the title compound as a yellow solid. 1H NMR (500 MHz, DMSO-d6) delta [ppm] 9.28 (s, 1H), 8.94 (d, J=2.6 Hz, 1H), 8.68 (dd, J=9.0, 2.6 Hz, 1H), 8.47 (s, 1H), 8.19 (d, J=9.0 Hz, 1H). LCMS (Analytical Method A): Rt=1.16 mins; MS (ESIpos) m/z=283.0 (M+H)+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-(Trifluoromethyl)-1H-pyrazole, and friends who are interested can also refer to it.

Reference:
Patent; Bayer Pharma Aktiengesellschaft; Baeurle, Stefan; Nagel, Jens; Rotgeri, Andrea; Davenport, Adam James; Stimson, Christopher Charles; (86 pag.)US2019/194148; (2019); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Application of 27006-76-4,Some common heterocyclic compound, 27006-76-4, name is 5-Chloro-1,3-dimethyl-1H-pyrazole-4-carboxaldehyde, molecular formula is C6H7ClN2O, 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.

General procedure: To a solution of acetonitrile (20 mL), compound 3 (0.02 mol), benzyltriethylamine chloride (0.001 mol), KOH (0.024 mol), and appropriate phenols were added and refluxed for 5-48 h. The solvent was removed to give a residue under reduced pressure, which was dissolved with CH2Cl2 and washed using 10% KOH solution. Anhydrous MgSO4 was used to dry the dichloromethane layer. Compounds 4a-4l and 5a-5l were obtained after evaporation of the solvents, which were used to prepare compounds 6a-6l and 7a-7l without purification.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5-Chloro-1,3-dimethyl-1H-pyrazole-4-carboxaldehyde, its application will become more common.

Reference:
Article; Song, Ming-Xia; Wu, Yi; Deng, Xian-Qing; Letters in drug design and discovery; vol. 13; 8; (2016); p. 800 – 808;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics