Tag: M.W:100-200

Related Products of 92933-47-6, A common heterocyclic compound, 92933-47-6, name is 5-Isopropyl-1H-pyrazole-3-carboxylic acid, molecular formula is C7H10N2O2, 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.

General procedure: The aqueous solution of Eu(NO3)3.6H2O (1mmol) was treated with threefold excess of ethanolic solution of HIPA (3mmol) and the resulting mixture was thoroughly mixed on magnetic stirrer. The aqueous solution of NaOH was added drop wise to adjust the pH of mixture by 6-7. After constant stirring of 3 hr, off white precipitates of C1 binary complex were appeared which were isolated by vacuum filtration, washed with ethanol and water respectively, and then dried in desiccators.[19] Similarly, ternary complexes C2-C5 were synthesized by adding ethanolic solution of dmbipy, dipy, dmph and phen (1mmol) respectively, to the reaction mixture of europium(III) nitrate (1mmol) and ligand HIPA (3mmol) prior to adjustment of pH of the solution. Binary complex of gadolinium ion with ligand HIPA [Gd(IPA)3.2H2O] is synthesized by similar method as of C1 to calculate the triplet state of ligand. The synthetic routes of ligand HIPA and europium (III) complexes C1-C5 are shown in Fig. 1

The synthetic route of 92933-47-6 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Dhankhar, Priyanka; Bedi, Manisha; Khanagwal, Jyoti; Taxak, Vinod B.; Khatkar, Satyender P.; Doon, Priti Boora; Spectroscopy Letters; vol. 53; 4; (2020); p. 256 – 269;,
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Adding a certain compound to certain chemical reactions, such as: 92-43-3, name is 1-Phenyl-3-pyrazolidinone, 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 92-43-3, Computed Properties of C9H10N2O

1-Phenylpyrrolidin-3-one (82.99mmoM.0eq)Dissolved with 5% aqueous sodium hydroxide solution,Add ferric chloride hexahydrate (16.60 mmol, 0.2 eq), and pass the system to oxygen and keep the temperature at 80 C. After the reaction is completed, add water to the reaction solution to quench the reaction, and adjust RhoEta=1~2 with hydrochloric acid. The mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine and dried over anhydrous sodium sulfate.Concentrated under reduced pressure, and the residue was purified by column chromatography (eluent: PE: EpsilonAlpha = 2:1)The pale yellow solid product 1-phenyl-1H-pyrazol-3-ol (1.46 g, yield 11%)

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-Phenyl-3-pyrazolidinone, and friends who are interested can also refer to it.

Reference:
Patent; Shanghai Taihe International Trade Co., Ltd.; Du Yonglei; Lv Liang; Li Hongwei; Liu Shiqin; Liu Jiyong; Hou Shuang; Ma Wen; (36 pag.)CN108503587; (2018); A;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

These common heterocyclic compound, 51985-95-6, name is Methyl 5-hydroxy-1-methyl-1H-pyrazole-3-carboxylate, 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. Product Details of 51985-95-6

Methyl 5 -hydroxy- i-methyl- 1H-pyrazole-3 -carboxylate (I Med. Chem., 54:8174 (2011)) (0.35 g, 2.24 mmol), K2C03 (0.62 g, 4.48 mmol), and sodium chlorodifluoroacetate (0.684 g, 4.48 mmol) were dissolved in DMF (10 mL) and water (1 mL). The reaction was heated to 130 °C for 20 mm. The reaction was diluted with water (100 mL) and EtOAc (200 mL). The organic phase was separated, washed with water(5x) and brine, dried (Na2SO4) and concentrated. The residue was purified by flash chromatography (0-80percent EtOAc/Hex gradient) to give Intermediate 14A (0.3 73 g, 81percent yield) as a colorless syrup. MS(ESI) m/z: 207.0 (M+H) ?H NMR: (400 MHz, CDC13) oe ppm 6.44 (t, J=i.0 Hz, 1H), 6.46 (t, J=72.2 Hz, 1H), 3.92 (s, 3H), 3.82 (s, 3H); ?9F-NMR:(376 MHz, CDC13) oe ppm -84.02 (s, 2F).

The synthetic route of Methyl 5-hydroxy-1-methyl-1H-pyrazole-3-carboxylate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; LADZIATA, Vladimir; GLUNZ, Peter W.; HU, Zilun; WANG, Yufeng; (0 pag.)WO2016/10950; (2016); A1;,
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Electric Literature of 118430-74-3,Some common heterocyclic compound, 118430-74-3, name is 3-Cyclopropyl-1-methyl-1H-pyrazol-5-amine, molecular formula is C7H11N3, 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 164 Synthesis of N-(3-cyclopropyl-1-methyl-1H-pyrazol-5-yl)-7-(3,5-dimethylisoxazol-4-yl)-6-methoxy-2-(methoxymethyl)-9H-pyrimido[4,5-b]indol-4-amine (Cpd. No. 207) Pd2(dba)3 (18 mg) and BINAP (26 mg) were mixed in anhydrous toluene. And the mixture was heated at reflux for 3-4 minutes. This mixture was transferred into a round-bottom flask containing ZBB257 (60 mg), 3-cyclopropyl-1-methyl-1H-pyrazol-5-amine (84 mg), K3PO4 (130 mg), and toluene (2 mL). The mixture was heated at reflux for overnight before quenching with methanol. The reaction mixture was filtered and the mixture was purified by HPLC to yield ZBB259 as a CF3CO2H salt in 15 mg. ESI-MS calculated for C25H28N7O3 [M+H]+=474.22; Observed: 474.67. 1H NMR (300 MHz, MeOD) delta 7.50 (s, 1H), 7.38 (s, 1H), 6.11 (s, 1H), 4.69 (s, 2H), 3.90 (s, 3H), 3.76 (s, 3H), 3.59 (s, 3H), 2.34 (s, 3H), 2.17 (s, 3H), 2.05-1.86 (m, 1H), 1.04-0.95 (m, 2H), 0.78-0.72 (m, 2H).

The synthetic route of 118430-74-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; THE REGENTS OF THE UNIVERSITY OF MICHIGAN; Wang, Shaomeng; Zhao, Yujun; Zhou, Bing; Aguilar, Angelo; Liu, Liu; Bai, Longchuan; McEachern, Donna; Sun, Duxin; Wen, Bo; Luo, Ruijuan; Zhao, Ting; Chinnaiyan, Arul; Asangani, Irfan A.; Stuckey, Jeanne; Meagher, Jennifer Lynn; Ran, Xu; US2015/246923; (2015); A1;,
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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. 92933-47-6, name is 5-Isopropyl-1H-pyrazole-3-carboxylic acid, A new synthetic method of this compound is introduced below., Product Details of 92933-47-6

Step5 (3-(6-Chloro-4-(1-methyl-1H-pyrazol-4-yl)pyridin-2-yl)-2,5-dihydro-1H-pyrrol-1-yI)(3-isopropyl-1H-pyrazol-5-yI)methanoneTo a stirred solution of 3-isopropyl-IH-pyrazole-5-carboxylic acid (1.1 g, 7.3 mmol) in DMF (20mL) was added DJEA (3.1 g, 24 mmol) and HATU (3.2 g, 8.5 mrnol) and stined at roomtemperature for 10 mm before the addition of 2-chloro-6-(2,5-dihydro- I H-pyrrol-3 -yl)-4-(l – methyl- IH-pyrazol-4-yl)pyridine hydrochloride (1.8 g, 6.1 mmol). The mixture was stirred at room temperature for 2 hrs under a N2 atomsphere. The mixture was diluted with EtOAc (250 mU, washed with H20 (240 mE x 3). The organic phase was dried over anhydrous Na2SO4, filtered andthe filtrate was concentrated and purified by silica gel column chromatography eluting with 0-10% MeOl-I in DCM to give the desired product (1.8 g, 75% yield) as yellow solid. ?H NMR (400 MHz,DMSO-d6) 38.55, 8.50 (2s, IR), 8.22, 8.19 (2s, IH), 7.99, 7.84 (2s, IH), 7.64 (s, IH), 6.91, 6.87 (25, 111), 6.51, 6.50 (2s, 111), 5.06 (m, IH), 4.90 (ni, 111), 4.68 (m, IH), 4.54 (m, lH), 3.93, 3.89 (2s, 3H), 3.01 -2.97 (m, 1H), 1.27- 1.24 (m, 611).

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; GENENTECH, INC.; CONSTELLATION PHARMACEUTICALS, INC.; LAI, Kwong Wah; LIANG, Jun; ZHANG, Birong; LABADIE, Sharada; ORTWINE, Daniel; DRAGOVICH, Peter; KIEFER, James; GEHLING, Victor, S.; HARMANGE, Jean-Christophe; (263 pag.)WO2016/57924; (2016); A1;,
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Reference of 5932-27-4, 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. 5932-27-4, name is Ethyl 1H-pyrazole-3-carboxylate, This compound has unique chemical properties. The synthetic route is as follows.

A mixture of ethyl 1H-pyrazole-3-carboxylate (1.4 g, 9.66 mmol), 4-(bromomethyl)- 1,2-difluorobenzene (1.0 g, 4.83 mmol) and potassium hydroxide (0.27 g, 4.83 mmol) in tetrahydrofuran (100 mL) was stirred at 70 °C for 12H. After cooling to RT, the mixture was filtered and the filtrate was concentrated to dryness in vacuo. The resulting residue was purified by column chromatography (silica gel, 100-200 mesh, 0 to 100percent) ethyl acetate in petroleum ether) to afford ethyl l -(3,4-difluorobenzyl)-1H-imidazole-4-carboxylate (1.2 g, 93percent yield) as white solid: LCMS (0 to 60percent acetonitrile in water + 0.03percent trifluoroacetic acid over 2 mins) retention timel .25 min, ESI+ found [M+H] = 266.9.

The chemical industry reduces the impact on the environment during synthesis Ethyl 1H-pyrazole-3-carboxylate. I believe this compound will play a more active role in future production and life.

Reference:
Patent; GENENTECH, INC.; F. HOFFMANN-LA ROCHE AG; PATEL, Snahel; HAMILTON, Gregory; STIVALA, Craig; CHEN, Huifen; ZHAO, Guiling; (1236 pag.)WO2017/4500; (2017); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Some common heterocyclic compound, 2458-26-6, name is 3-Phenyl-1H-pyrazole, molecular formula is C9H8N2, 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: 2458-26-6

Reference Example 1104-Bromo-3-phenyl-1H-pyrazole A solution of 3-phenyl-1H-pyrazole (4.08 g, 28.3 mmol) and NBS (5.04 g, 28.3 mmol) in DMF (40 mL) was stirred for 1 h at room temperature. The reaction mixture was poured into water and extracted with AcOEt. The extract was washed with water and brine, dried over MgSO4, and concentrated under reduced pressure. The residue was recrystallized from hexane/AcOEt to give the title compound (5.84 g, 93% yield) as a white solid: mp 114-116 C.; NMR (300 MHz, CDCl3): delta ppm 7.39-7.50 (31-1, m), 7.64 (1H, s), 7.77 (2H, d, J=6.8 Hz), 10.73 (1H, brs).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2458-26-6, its application will become more common.

Reference:
Patent; Taniguchi, Takahiko; Kawada, Akira; Kondo, Mitsuyo; Quinn, John F.; Kunitomo, Jun; Yoshikawa, Masato; Fushimi, Makoto; US2010/197651; (2010); A1;,
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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. 42027-81-6, name is 2-(4-Nitro-1H-pyrazol-1-yl)ethanol, This compound has unique chemical properties. The synthetic route is as follows., SDS of cas: 42027-81-6

A 100 mL round-bottom flask was charged with a solution of intermediate 28.2 (500 mg, 3.18 mmol, 1.00 equiv) in methanol (20 mL) and palladium on carbon (100 mg). To the above hydrogen gas was introduced. The resulting solution was stirred for 2 h at room temperature. The solids were filtered out and mixture was concentrated under vacuum to provide 350 mg (crude) of intermediate 28.3 as yellow oil. LCMS (ES, m/z): 128 [M+H].

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 42027-81-6.

Reference:
Patent; NIMBUS IRIS, INC.; ROMERO, Donna L.; MASSE, Craig E.; ROBINSON, Shaughnessy; GREENWOOD, Jeremy Robert; HARRIMAN, Geraldine; WO2015/48281; (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. 27006-76-4, name is 5-Chloro-1,3-dimethyl-1H-pyrazole-4-carboxaldehyde, A new synthetic method of this compound is introduced below., Recommanded Product: 27006-76-4

General procedure: To a well stirred solution of substituted phenol (30 mmol) in DMF or DMSO (30 mL), KOH wasadded (40 mmol) at room temperature. The resulting mixture was heated to 40 C for 2-4 h, and thencompound 1 (20 mmol) was added thereto. The reaction solution was heated to 105 C for 8-24 h.After being cooled to room temperature, the mixture was poured into water and extracted with ethylacetate (3 50 mL). The combined extracts were dried over anhydrous magnesium sulfate, filtered,and evaporated to afford intermediate 2, with yields ranging from 52% to 76% [25].

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:
Article; Dai, Hong; Yao, Wei; Fang, Yuan; Sun, Siyu; Shi, Yujun; Chen, Jia; Jiang, Guoqing; Shi, Jian; Molecules; vol. 22; 12; (2017);,
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. 10010-93-2, name is 3-Methyl-5-(trifluoromethyl)-1H-pyrazole belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. Formula: C5H5F3N2

Example 32 Synthesis of l-[l-(4-fluorophenyl)-5-isopropylpyrazol-4-yl]-3-[5-methyl-3- (trifluoromethyl)pyrazol-l-yl]pyrrolidin-2-one step d [0182] a) A mixture of l-(4-fluorophenyl)-5-isopropylpyrazol-4-amine (1.0 g, 4.54 mmol), 3-bromotetrahydrofuran-2-one (0.462 mL, 5.0 mmol) and AlMe3 (3.4 mL, 6.8 mmol, 2 M in toluene) in DCE (50 mL) was stirred for 2 hrs at rt followed by 45 min at 50 C. The mixture was then cooled to room temperature, quenched with IN HC1 (50 mL) and extracted with EtOAc (100 mL). The organic layer was separated, dried over anhydrous sodium sulfate, concentrated in vacuo and purified by flash chromatography (Si02, 0 ~ 100% EtOAc/CH2Cl2 gradient elution) to give 2-bromo-N-[l-(4-fluorophenyl)-5-isopropylpyrazol-4-yl]-4-hydroxy- butanamide (1.38 g, 79%). [0183] b) A mixture of 2-bromo-N-[l-(4-fluorophenyl)-5-isopropyl-pyrazol-4-yl]-4- hydroxy-butanamide (1.38 g, 3.59 mmol), methanesulfonyl chloride (0.36 mL, 4.65 mmol) and NEt3 (0.75 mL, 5.35 mmol) in CH2C12 (50 mL) was stirred at 0 C for 40 min. The mixture was then quenched with water (50 mL) and extracted with EtOAc (100 mL). The organic layer was separated, dried over anhydrous sodium sulfate and concentrated in vacuo to afford the desired mesylate (1.65 g, 99%). [0184] c) A mixture of the above mesylate (0.350 g, 0.75 mmol) was stirred with NaH (0.200 g, 5.0 mmol, 60% in mineral oil) in THF (7 mL) at 50 C for 30 min. It was then cooled to rt, quenched with saturated aqueous NH4CI (50 mL) and extracted with EtOAc (50 mL). The organic layer was dried over anhydrous sodium sulfate, concentrated in vacuo and purified by flash chromatography (Si02, 0 ~ 80% EtOAc/CH2Cl2 gradient elution) to give 3- bromo-l-[l-(4-fluorophenyl)-5-isopropylpyrazol-4-yl]pyrrolidin-2-one (0.160 g, 58%). [0185] d) A mixture of 3-bromo-l-[l-(4-fluorophenyl)-5-isopropylpyrazol-4-yl]pyrrolidin- 2-one (0.023 g, 0.063 mmol), 5-methyl-3-(trifluoromethyl)-lH-pyrazole (0.040 g, 0.27 mmol) and K2C03 (0.060 g, 0.43 mmol) in DMF (1 mL) was stirred at 60 C for 1 hr. It was then cooled to room temperature, quenched with water (30 mL) and extracted with EtOAc (100 mL). The organic layer was separated, dried over anhydrous sodium sulfate, concentrated in vacuo and purified by flash chromatography (Si02, 0 ~ 100% EtOAc/hexanes gradient elution) to give the title compound (0.022 g, 80%). XH NMR (400 MHz, CDC13) delta 7.52 (s, 1 H), 7.37 (dd, J= 9.2, 4.8 Hz, 2 H), 7.17 (dd, J= 8.6, 8.6 Hz, 2 H), 6.32 (s, 1 H), 5.05 (dd, J= 9.2, 5.6 Hz, 1 H), 4.07 (m, 1 H), 3.80 (m, 1 H), 2.84 – 3.02 (m, 2 H), 2.74 (m, 1 H), 2.45 (s, 3 H), 1.21 (d, J= 7.6 Hz, 3 H), 1.1 1 (d, J= 6.8 Hz, 3 H); MS: (ES) m/z calculated for C2iH21F4 50 [M + H]+ 436.1, found 436.1.

The synthetic route of 10010-93-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CHEMOCENTRYX, INC.; CHEN, Xi; FAN, Pingchen; LI, Yandong; POWERS, Jay P.; MALATHONG, Viengkham; PUNNA, Sreenivas; TANAKA, Hiroko; ZHANG, Penglie; WO2014/89495; (2014); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics