Tag: M.W:100-200

Adding a certain compound to certain chemical reactions, such as: 25016-20-0, name is 1-Methyl-1H-pyrazole-3-carboxylic acid, 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 25016-20-0, Recommanded Product: 25016-20-0

General procedures for Example 59-76; A 4mL scintillation vial was charged with a stir bar, a solution of 59a (12.22 mg, 0.018mmol) dissolved in 1 mL of Nu,Nu-dimethylacetamide, a solution of carboxylic acid monomer (1.20 eq, 0.022 mmol) dissolved in 2.0mL of Nu,Nu-dimethylacetamide, a solution of HATU (8.36 mg, 1.20 eq, 0.022 mmol) dissolved in 500 mu^ of Nu,Nu-dimethylacetamide, and triethylamine (5.14muEpsilon, 2.0 eq, 0.036mmol). The vial was capped using inserts followed by Synthos caps. The vials were placed in Synthos Anton-Parr microwave optimizer at 150C for 30 minutes. The crude mixture was checked via LCMS for completion and concentrated to dryness. The residue was then dissolved in 1.4 mL of DMSO/Methanol (1/1 v:v) and purified through reverse phase HPLC to afford pure products recovering between 25-59% yield.HPLC condition: Samples were purified by preparative HPLC on a Phenomenex Luna C8(2) 5 um 100A AXIA column (30mm x 75mm). A gradient of methanol (A) and 0.1%trifluoroacetic acid in water (B) was used, at a flow rate of 50mL/min (0-0.5 min 20% A, 0.5- 6.0 min linear gradient 20-100% A, 6.0-7.0 min 100% A, 7.0-8.0 min linear gradient 100- 10% A).; Example 59; (2R,6S,13aS,14aR,16aS,Z)-N-(cyclopropylsulfonyl)-2-(8-fluoro-3-methylquinoxalin-2- yloxy)-6-(l-methyl-lH-pyrazole-3-carboxamido)-5,16-dioxo- 1,2,3,5,6,7,8,9,10,11,13a, 14,14a, 15,16, 16a-hexadecahydrocyclopropa[e]pyrrolo[l, 2- a][l,4]diazacyclopentadecine-14a-carboxamide; The title compound 59 was prepared according to the general procedure used for Example 59-76 using l-methyl-lH-pyrazole-3-carboxylic acid as the carboxylic acid monomer. MS (ESI): m/z = 737.2 [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-pyrazole-3-carboxylic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ABBOTT LABORATORIES; ENANTA PHARMACEUTICALS, INC.; CHEN, Hui-ju; MCDANIEL, Keith, F.; GREEN, Brian, E.; SHANLEY, Jason, P.; KRUGER, Albert, W.; GANDARILLA, Jorge; WELCH, Dennie, S.; CINK, Russell, D.; GAI, Yonghua; WANG, Guoqiang; OR, Yat, Sun; WO2011/156337; (2011); A2;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Synthetic Route of 5334-43-0,Some common heterocyclic compound, 5334-43-0, name is 5-Amino-1-phenyl-1H-pyrazole-4-carbonitrile, molecular formula is C10H8N4, 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: Equimolar portionsof the intermediate compounds 1 (1 mmol) and the intermediatecompounds 3 (1 mmol) were dissolved in approximately 8 mL ofethanol. The reaction solution was allowed to stir at 80 8C for 2 huntil the reaction was complete. The reaction was monitored byTLC. Mostly, a precipitate formed and was then collected by suctionfiltration.

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

Reference:
Article; Lv, Xian-Hai; Ren, Zi-Li; Li, Dong-Dong; Ruan, Ban-Feng; Li, Qing-Shan; Chu, Ming-Jie; Ai, Cheng-Ying; Liu, Dao-Hong; Mo, Kai; Cao, Hai-Qun; Chinese Chemical Letters; vol. 28; 2; (2017); p. 377 – 382;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Synthetic Route of 13808-64-5, A common heterocyclic compound, 13808-64-5, name is 4-Bromo-3-methylpyrazole, molecular formula is C4H5BrN2, 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 solution of potassium tert-butoxide (IM in THF, 18ml) was added to a solution of 4-bromo- 3-methylpyrazole (2.9Ig) in THF (20ml). The mixture was stirred at RT for 20min then dimethylsulfamoyl chloride (1.94ml) was added and stirred overnight. The solvent was evaporated under reduced pressure and the residue purified by chromatography on silica eluting with 20% ethyl acetate/isohexane.1 H NMR DMSO-d6: delta 8.47 (IH, s), 2.85 (6H, s), 2.23 (3H, s)

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.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2006/37982; (2006); A2;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Electric Literature of 20583-33-9,Some common heterocyclic compound, 20583-33-9, name is 1-(1H-Pyrazol-3-yl)ethanone, molecular formula is C5H6N2O, 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 1-(1H-pyrazol-3-yl)ethan-1-one (14-S1, 1 equiv) in CH3CN (10 vol) was added tert-butyl 2-bromoacetate (14-S2, 1.1 equiv) and potassium carbonate (1.1 equiv). The mixture was refluxed overnight under an atmosphere of argon. After cooling the reaction mixture to room temperature, the mixture was filtered through Celite and washed with CH3CN. The filtrate was concentrated under reduced pressure and the remaining residue was purified by column chromatography on silica gel (eluted with DCM/EtOAc) to afford compound 14-S3.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-(1H-Pyrazol-3-yl)ethanone, its application will become more common.

Reference:
Patent; ACHILLION PHARMACEUTICAL, INC.; WILES, Jason Allan; PHADKE, Avinash S.; DESHPANDE, Milind; AGARWAL, Atul; CHEN, Dawei; GADHACHANDA, Venkat Rao; HASHIMOTO, Akihiro; PAIS, Godwin; WANG, Qiuping; WANG, Xiangzhu; BARRISH, Joel Charles; GREENLEE, William; EASTMAN, Kyle J.; (0 pag.)WO2018/160891; (2018); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Reference of 1572-10-7, 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 1572-10-7 as follows.

General procedure: The corresponding amine (10 mmol) and aldehyde (20 mmol) were dissolved in absolute ethanol (40 mL) and a catalytic amount of acetic acid added. The mixture was refluxed for 72 h. The crude product was isolated from the reaction solution by precipitation with diethyl ether and recrystallization from hot methanol.

According to the analysis of related databases, 1572-10-7, the application of this compound in the production field has become more and more popular.

Reference:
Article; Adamski, Ariel; Kruszka, Dariusz; Dutkiewicz, Zbigniew; Kubicki, Maciej; Gorczy?ski, Adam; Patroniak, Violetta; Tetrahedron; vol. 73; 24; (2017); p. 3377 – 3386;,
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. 3112-31-0, name is 1H-Pyrazole-3,5-dicarboxylic acid belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. SDS of cas: 3112-31-0

To prepare the salt, the 3,5-pyrazoledicarboxylic acid monohydrate (0.8705 g, 0.005 mol) was treated with a 10 percent hydrazine hydrate in a 1:1 molar ratio (2.5 mL, 0.005 mol) in 50 mL of distilled water. The resulting solution was heated over a water bath for about 20 min to obtain a clear solution. This solution (pH = 3.5) was cooled to room temperature and was placed in a vacuum desiccator over calcium chloride for crystallization. Needle-shaped colorless crystals of the title salt are separated after a week, and the crystals were washed with ice-cold absolute alcohol and air-dried. The salt was soluble in cold water, insoluble in alcohol, and was stable in air (yield: 85 percent). Elemental analysis: C (percent): 28.50 (Cald. 29.12); H(percent): 5.10 (5.23); N (percent): 27.93 (27.16); and hydrazine (percent):15.10 (Cald. 15.52).

The synthetic route of 3112-31-0 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Premkumar, Thathan; Srinivasan, Krishnan; Selvakumar, Rajendran; Rath, Nigam P.; Govindarajan, Subbiah; Journal of Thermal Analysis and Calorimetry; vol. 125; 1; (2016);,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Synthetic Route of 25016-11-9, The chemical industry reduces the impact on the environment during synthesis 25016-11-9, name is 1-Methyl-1H-pyrazole-4-carbaldehyde, I believe this compound will play a more active role in future production and life.

General procedure: 4-(2,3-diamino-5-chloropyridin-4-ylamino)-l,7,7-trimethylbicyclo[2.2.1]heptan-2-one (10) (380mg, 1.23mmol), 1 -methyl- lH-pyrazole-4-carbaldehyde (135mg, 1.23mmol) were taken in EtOH (15ml) to which ammonium acetate (112mg) was added and the reaction mixture was heated at 70C for 48h. Crude LCMS showed the desired product along with trace of starting material. The reaction mixture was allowed to come to rt and the precipitated was filtered and washed well with ethanol to afford the desired product (478mg, 25%) as an off white solid. NMR: delta (, 400M Hz, DMSO-d6): 0.90 (3 H, s), 0.91 (3 H, s), 1.09 (3 H, s), 1.40 – 1.80 (3 H, m), 2.30 – 2.60 (1 H, m), 3.00 – 3.10 (1 H, m), 3.51 – 3.70 (1 H, m), 3.93 (3 H, s), 5.36 (1 H, s), 8.00 (1 H, s), 8.04 (1 H, s), 8.31 (1 H, s), 13.09 (1 H, s). LCMS (254nm): [M+H] + 399.00 (96.43 %). HPLC: 254 nm (94.06 %)

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-pyrazole-4-carbaldehyde, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; CEPHALON, INC.; BRESLIN, Henry J.; CURRY, Matthew A.; GINGRICH, Diane E.; LEARN, Keith S.; OTT, Gregory R.; WAGNER, Jason C.; WO2013/116291; (2013); 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. 176969-34-9, name is 3-(Difluoromethyl)-1-methyl-1H-pyrazole-4-carboxylic acid belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. name: 3-(Difluoromethyl)-1-methyl-1H-pyrazole-4-carboxylic acid

Example A2: Preparation of 3-difluoromethyl-1-methyl-1 H-pyrazole-4-carbonyl chloride:; 69.5 g of thionyl chloride (0.58 mol, 1.17 equivalents) are added at 1100C in the course of 2 hours to a solution of 88 g of 3-difluoromethyl-1 -methyl-1 H-pyrazole-4-carboxylic acid (0.5 mol) in 440 g of chlorobenzene. The reaction mixture is stirred for 1 hour at 1 100C. The reaction mixture is concentrated to a crude product solution. 190 g of 3-difluoromethyl-1- methyl-1 H-pyrazole-4-carbonyl chloride (50% in chlorobenzene, yield: 98%) is obtained. The crude product solution is used without being further purified.

The synthetic route of 176969-34-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SYNGENTA PARTICIPATIONS AG.; SYNGENTA LIMITED.; WO2007/31323; (2007); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Some common heterocyclic compound, 82560-12-1, name is 3-Amino-5-tert-butylpyrazole, molecular formula is C7H13N3, 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. SDS of cas: 82560-12-1

b. 3-(5-Amino-3-tert-butyl-pyrazol-1-yl)-5-chloro-phenol (Intermediate 62b) A microwave vial containing 3-tert butyl-1h-pyrazol-5-amine (559 mg, 4.02 mmol), Intermediate 62a (1.00 g, 4.82 mmol), copper(I) iodide (38 mg, 0.20 mmol) and potassium carbonate (1.16 g, 8.44 mmol) was repeatedly purged with argon. Trans-N,N’-dimethylcyclohexane-1,2-diamine (126 muL, 0.80 mmol) was added and the mixture was re-purged with argon. Degassed toluene (4 mL) was added and the resulting suspension was stirred and heated at 110 C. for 24 h. The cooled suspension was passed through Celite pad and diluted with water and extracted with EtOAc. The combined organics were dried and concentrated in vacuo. The residue was purified by FCC, using 0-50% EtOAc in cyclohexane, to give the title compound (620 mg, 62%). LCMS (Method 3): Rt 3.13 min, m/z 266 [MH+].

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 82560-12-1, its application will become more common.

Reference:
Patent; CHIESI FARMACEUTICI S.p.A.; Alcaraz, Lilian; Hurley, Christopher; Cridland, Andrew Peter; Jennings, Andrew Stephen Robert; US2014/364412; (2014); 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. 578008-32-9, name is tert-Butyl 3-amino-5-methyl-1H-pyrazole-1-carboxylate, A new synthetic method of this compound is introduced below., name: tert-Butyl 3-amino-5-methyl-1H-pyrazole-1-carboxylate

Step D: To 4-chloro-2-[difluoro-(5-fluoro-pyridin-2-yl)-methyl]-8-methylquinazoline (0.255 g, 0.79 mmol) in DMA (2 mL) were added 3-amino-5-methyl-pyrazole-1-carboxylic acid tert-butyl ester prepared according to US2007/219195 (0.31 g, 1.58 mmol) and acetic acid (0.15 mL) and the mixture was heated at 100 C. for 6.5 h. The mixture was allowed to cool to rt and then was purified by reverse phase HPLC using an ammonium acetate modifier. Fraction 1 containing pure product were combined, treated with saturated aq NaHCO3 and concentrated under reduced pressure. The aqueous residue was extracted with DCM and the combined extracts were washed with saturated aq NaHCO3 and brine, dried over MgSO4, filtered, and concentrated under reduced pressure to afford 2-(difluoro(5-fluoropyridin-2-yl)methyl)-8-methyl-N-(5-methyl-1H-pyrazol-3-yl)quinazolin-4-amine (28 mg, 13%). 1H NMR (300 MHz, DMSO-d6) delta 12.15 (br s, 1H), 10.57 (s, 1H), 8.67 (s, 1H), 8.50 (d, J=8.3 Hz, 1H), 7.92-8.11 (m, 2H), 7.75 (d, J=7.0 Hz, 1H), 7.52 (t, J=7.6 Hz, 1H), 5.96 (s, 1H), 2.59 (s, 3H), 2.17 (s, 3H); LC-MS (ESI) m/z 385 (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.

Reference:
Patent; Hadd, Michael J.; Holladay, Mark W.; Rowbottom, Martin; US2012/53174; (2012); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics