Month: September 2021

Adding a certain compound to certain chemical reactions, such as: 3920-50-1, name is Pyrazole-3-carboxaldehyde, 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 3920-50-1, Recommanded Product: Pyrazole-3-carboxaldehyde

2-(Trimethylsilyl)ethoxymethyl chloride (14 ml, 78 mmol) was added portionwise over 10 minutes, at -40° C., to a solution of pyrazole-3-carboxaldehyde (5 g, 52 mmol) and diisopropylethylamine (13.6 ml, 78 mmol), in dichloromethane (100 ml). The reaction mixture was then warmed to room temperature and stirred for a further 18 hours, after which time it was quenched with brine and extracted with dichloromethane. The organic layer was separated, dried over magnesium sulphate and concentrated under reduced pressure to provide the crude product (14.6 g). A portion of this (3 g) was purified by flash chromatography on silica gel eluting with ethyl acetate:pentane (5:95 to 10:90 to 20:80, by volume) to provide the title compound (14.6 g, 100percent) as a 1.1:1 mixture of regioisomers. 1H-NMR (400 MHz, CDCl3): 5-0.05 (s, 9H, regioisomer B), -0.02 (s, 9H, regioisomer A), 0.87-0.94 (m, 2HA+2HB), 3.58 (t, 2HA+2HB), 5.51 (s, 2H, A), 5.81 (s, 2H, B), 6.87 (s, 1H, A), 6.97 (s, 1H, B), 7.62 (m, 1 HA+1 HB), 9.95 (s, 1H, B), 10.01 (s, 1H, A); LC-MS: ESI+: m/z 227 [MH+].

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

Reference:
Patent; Bradley, Paul Anthony; Dack, Kevin Neil; Marsh, Ian Roger; US2006/241125; (2006); 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., COA of Formula: C6H8N2O

To a solution of l,3-dimethyl-li/-pyrazole-4-carbaldehyde (1.00 g, 8.06 mmol) in nitromethane (35 mL) was added ammonium acetate (0.155 g, 2.01 mmol). The reaction mixture was heated at reflux overnight. Excess nitromethane was removed under reduced pressure. The residue was purified by automated flash silica column chromatography (40 g column) eluting with a gradient of 20-50% EtOAc in heptanes. The fractions were evaporated to give the title compound as a yellow solid (1.31 g, 97%). ESI-MS [M+H]+ calc?d for C7H9N3O2, 168.08; found, 168.2.

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; TAKEDA PHARMACEUTICAL COMPANY LIMITED; CHERUVALLATH, Zacharia; GREEN, Jason; JOHNSON, Ben; SCHLEICHER, Kristin; SUN, Huikai; TANG, Mingnam; (257 pag.)WO2019/169153; (2019); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 37622-90-5, name is Ethyl 4-pyrazolecarboxylate, 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 37622-90-5, Product Details of 37622-90-5

To a solution of NaH (1.08 g, 25.70 mmol) in THF (30 mL) at ambient temperature under nitrogen atmosphere was added a solution of ethyl 1H-pyrazole-4-carboxylate (3.00 g, 21.41 mmol) in THF (10 mL) and stirring was continued for I h. Then benzyl bromide (3.06 mL, 25.7 mmol) was added over the period of 15 mm and the reaction was stirred for 22 h. Thereaction mixture was cooled to 10 C diluted with aqueous NH4CI (100 mL) and extracted with ethyl acetate (2 x 80 mL). The combined organic layers were washed with brine (30 mL), dried over anhydrous sodium sulfate and evaporated under reduced pressure. The residue was purified by column chromatography (Redisep-120 g, 0-30% EtOAc/n-Hexane) to obtain Intermediate 45A (450 g, 88%) as a white solid. 1H NMR. (400 MHz, 1)MSO-d6) 6 ppm 1.23 – 1 .28 (m, 3 H),4.21 (q. J:::: 719 Hz, 2 H), 537 (s, 2 H), 7.25 – 738 (in, 5 H), 787 (s, 1 H), 8.46 (s, 1 H). LCMS Method-H): retention time 1.8 mm, [M±H] 2310.

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:
Patent; BRISTOL-MYERS SQUIBB COMPANY; GUNAGA, Prashantha; BHIDE, Rajeev S.; BORA, Rajesh Onkardas; PANDA, Manoranjan; YADAV, Navnath Dnyanoba; PRIESTLEY, Eldon Scott; RICHTER, Jeremy; (321 pag.)WO2018/93569; (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. 84547-84-2, name is 4-Bromo-1-methyl-1H-pyrazole-5-carboxylic acid belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. name: 4-Bromo-1-methyl-1H-pyrazole-5-carboxylic acid

A mixture of 4-bromo- 1 -methyl- 1 H-pyrazole-5-carboxylic acid (5.0 g, 24.4 mmol) and BH3.THF (36.6 mL of a 1 M solution in THF, 36.6 mmol) in THF (50 mL) was stirred at 50 C for 2 days; at this point LCMS showed the completion of the reaction. The reaction was cooled to RT and cautiously quenched with aq. IN HC1 and stirred at RT for 1 h, after which the mixture was extracted with EtOAc (3 X 50 mL). The combined organic extracts were concentrated in vacuo. The residue was chromatographed (80 g Si02; continuous gradient from 0% to 100% EtOAc in hexanes, 25 min) to give the title compound (3.60 g, 18.9 mmol, 77 % yield) as a white solid. LCMS, [M+H]+ = 193.0.

The synthetic route of 84547-84-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; SHI, Yan; CHENG, Peter Tai Wah; WANG, Ying; (140 pag.)WO2019/126085; (2019); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Electric Literature of 42098-25-9, 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. 42098-25-9, name is 5-Chloro-1-methyl-4-nitro-1H-pyrazole belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

Step C. tert-Butyl [1-(1-methyl-4-nitro-1H-pyrazol-5-yl)azepan-4-yl]carbamate A mixture of 5-chloro-1-methyl-4-nitro-1H-pyrazole (0.400 g, 2.48 mmol), tert-butyl azepan-4-yl carbamate (0.58 g, 2.7 mmol), EtOH (3 mL) and DIPEA (1.6 mL, 9.2 mmol) was irradiated in a microwave oven for 1 h at 130 C. The mixture was concentrated under reduced pressure and the residue was purified by column chromatography on silica gel using CombiFlash apparatus, eluting with EtOAc/hexane (10-60%). The purification gave 0.580 g (69.0% yield) of the sub-title compound as a colorless oil. LCMS calc. for C11H18N5O4 (M+H-t-Bu+H)+: m/z=284.2. found: 284.1.

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-Chloro-1-methyl-4-nitro-1H-pyrazole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; INCYTE CORPORATION; Li, Yun-Long; Burns, David M.; Feng, Hao; Huang, Taisheng; Mei, Song; Pan, Jun; Vechorkin, Oleg; Ye, Hai-Fen; Zhu, Wenyu; Rafalski, Maria; Wang, Anlai; Xue, Chu-Biao; US2015/57265; (2015); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Synthetic Route of 5071-61-4, These common heterocyclic compound, 5071-61-4, name is 5-Phenyl-1H-pyrazole-3-carboxylic acid, 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.

Step 2A: Synthesis of N-{4-[(4,6-dimethylpyrimidin-2-yl)({[2- (trimethylsilyl)ethoxy] methyl}) sulfamoyl]phenyl}-3-phenyl-lH-pyrazole-5-carboxamide, 10.2 [00292] HATU (294mg, 0.77 mmol) and DIPEA (0.27 ml, 1.55 mmol) were added at rt to a stirred solution of 4-amino-N-(4,6-dimethylpyrimidin-2-yl)-N-{[2- (trimethylsilyl)ethoxy]methyl}benzene-l-sulfonamide (10.1, 211 mg, 0.52 mmol) in DMF (dry, 15 ml) followed by 5 -phenyl- lH-pyrazole-3-carboxylic acid (97mg, 0.52 mmol). The resulting mixture was stirred at rt for 48h. The solvent was removed in vacuo and the remaining solid was purified by flash column chromatography (heptane/EtOAc 100/0 to 0/100) and triturated from DMSO:CH3CN:water 1 :2: 1 to obtain 63mg (18%) of N-{4-[(4,6-dimethylpyrimidin-2-yl)({[2- (trimethylsilyl)ethoxy]methyl} )sulfamoyl]phenyl } -3 -phenyl- 1 H-pyrazole-5 -carboxamide 10.2 as a pale yellow solid.

Statistics shows that 5-Phenyl-1H-pyrazole-3-carboxylic acid is playing an increasingly important role. we look forward to future research findings about 5071-61-4.

Reference:
Patent; RAZE THERAPEUTICS, INC.; SAIAH, Eddine; (148 pag.)WO2016/40449; (2016); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

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 20055-01-0 as follows. Computed Properties of C4H10N4O4S

To a solution of (2S)-2- [ (BENZYLOXYCARBONYL) AMINO]-6- [ (TERT- butoxycarbonyl) amino] hexanoic acid (19.02 g) and triethylamine (5.56 g) in tetrahydrofuran (200 ml) was added methyl chloroformate (4.21 ml), followed by stirring under ice-cooling for 30 minutes. To the reaction mixture was added a solution of 1-METHYL-LH- pyrazole-4,5-diamine sulfate (15.75 g) and triethylamine (15.2 g) in water (50 ml) at the same temperature. The mixture was stirred at room temperature for 30 minutes. To the reaction mixture was added chloroform (300 ml), and the layers were separated. The organic layer was washed successively with 10% aqueous citric acid solution, brine and saturated aqueous sodium hydrogencarbonate solution. The organic layer was dried over anhydrous magnesium sulfate, filtered and concentrated in vacuo to give a crude product of 1- benzyl 5-tert-butyl (lS)- {l- [ (5-amino-l-methyl-lH- pyrazol-4-yl) CARBAMOYL] PENTAMETHYLENE} biscarbamate as an oil. The crude product was used directly in the next step without further purification. To a solution of the crude product of 1-benzyl 5- tert-butyl (LS)-{1-[(5-AMINO-1-METHYL-LH-PYRAZOL-4- yl) CARBAMOYL] PENTAMETHYLENE} BISCARBAMATE IN. methanol (350 ml) was treated with 10% palladium on carbon (2.0 g) under a hydrogen atmosphere at room temperature for 6 days. After the catalyst was filtered off, the filtrate was concentrated in vacuo. The residue was triturated with ethyl acetate and dried in vacuo to give tert-butyl (5S)-5-amino-6- [ (5-amino-l-methyl-lH-pyrazol-4- yl) amino] -6-oxohexylcarbamate (12.1 g) as a solid. H-NMR (DMSO-D6) 6 1. 24-1. 40 (4H, m), 1. 36 (9H, s), 1. 70- 1.77 (2H, m), 2.88-2. 91 (2H, m), 3.51 (3H, s), 3.80-3. 82 (1H, m), 5.15 (2H, s), 6.77 (1H, br), 7.27 (1H, s), 10.05 (1H, br)

According to the analysis of related databases, 20055-01-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; FUJISAWA PHARMACEUTICAL CO., LTD.; Wakunaga Pharmaceutical Co., Ltd.; WO2005/27909; (2005); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 345637-71-0, name is 2-(5-Methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl)acetic 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 345637-71-0, Computed Properties of C7H7F3N2O2

A mixture of 5-[4-[5-(2,6-difluorophenyl)-4,5-dihydro-3-isoxazolyl]-2- thiazolyl]tetrahydro-2H-l,2-oxazine (i.e. the product of Step K) (0.235 g, 0.67 mmol), 5- methyl-3-(trifluoromethyl)-lH-pyrazole-l -acetic acid (0.154 g, 0.74 mmol) and N,N-dicyclohexylcarbodiimide (0.152 g, 0.74 mmol) in dichloromethane was stirred at room temperature for 20 h. The reaction mixture was diluted with more dichloromethane and the urea by-product was removed by filtration. The filtrate was concentrated under reduced pressure to a pale-yellow foam (0.42 g). The resulting foam was dissolved in a minimum amount of dichloromethane and loaded onto a chromatotron plate (2mm) eluting with a gradient of ethyl acetate in dichloromethane to give the title compound, a compound of the present invention, as a colourless foamy solid (0.101 g).in NMR (CDCI3): delta 2.05-2.20 (m, 1H), 2.20-2.35 (m, 4H), 3.403.55 (m, 1H), 3.55-3.70 (m, 2H), 3.75-3.88 (m, 1H), 4.08-4.20 (m, 1H), 4.35-4.45 (m, 1H), 4.45-4.55 (m, 1H), 5.08 (s, 2H), 6.02-6.12 (m, 1H), 6.30 (s, 1H), 6.85-6.98 (m, 2H), 7.25-7.38 (m, 1H), 7.72 (s, 1H).

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, 2-(5-Methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl)acetic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; E. I. DU PONT DE NEMOURS AND COMPANY; LIEPA, Andris, Juris; PASTERIS, Robert, James; STEVENSON, Thomas, Martin; WO2011/85170; (2011); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 92933-47-6, name is 5-Isopropyl-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 92933-47-6, COA of Formula: C7H10N2O2

Preparation 6 5-ISOPROPYL-1 H-PVRAZOLE-3-CARBOXYLIC acid ethyl ester 5-ISOPROPYL-1 H-PYRAZOLE-3-CARBOXYLIC acid (WO 03/035065, page. 485, example 17b) (1. 00G, 6. 49mmol) was dissolved in a mixture of concentrated sulphuric acid (1.5mL) and ethanol (25mL) and the reaction mixture heated at reflux for 3 hours. The reaction mixture was cooled, poured into water, basified with 0. 88 ammonia then extracted with ethyl acetate. The ethyl acetate was washed with brine, dried over magnesium sulphate and concentrated in vacuo to yield the title product, 514mg (43percent). 1HNMR (CDCI3, 400MHZ) : 1.30 (d, 6H), 1.38 (t, 3H), 3.64 (m, 1H), 4.38 (m, 2H), 6.63 (s, 1 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, 5-Isopropyl-1H-pyrazole-3-carboxylic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; PFIZER LIMITED; PFIZER INC.; WO2005/9965; (2005); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Application of 1018446-95-1, 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. 1018446-95-1, name is tert-Butyl 4-amino-1H-pyrazole-1-carboxylate, This compound has unique chemical properties. The synthetic route is as follows.

1-(2-(2-(2-(1H-Pyrazol-4-ylamino)-5-chloropyrimidin-4-yI)ethyl)phenyl)cyclopropanecarboxamide (19) A solution of 1-(2-(2-(2,5-dichloropyrimidin-4-yl)ethyl)phenyl)cyclopropanecarboxamide A14 (0.070 g, 0.21 mmol) and teit-butyl 4- amino-i H-pyrazole-1-carboxylate (0.11 g, 0.63 mmol) was stirred in MeOH : water (10:1 ratio, 4 mL) at 70 00 for 2 hours and then at 90 00 for 16 hours. The volatiles were removed in vacuo and the residue was purified by silica gel column chromatography (Combiflash Rf, 0-15% MeOH in DCM) to give the title compound 19 as a light yellow solid (0.015 g, 19%). 1H NMR (300 MHz, d6-DMSO) O 0.93- 1.02(m, 2H), 1.38- 1.49 (m, 2H), 3.04-3.16 (m, 4H), 6.03 (brs, 1H), 6.98 (brs, 1H), 7.18-7.39 (m, 4H), 7.48-7.72 (m, 1H), 7.79-8.00 (m, 1H), 8.37 (5, 1H), 9.62 (5, 1H). LCMS-C: rt 4.92 mm; m/z 383 [M+H].

The chemical industry reduces the impact on the environment during synthesis tert-Butyl 4-amino-1H-pyrazole-1-carboxylate. I believe this compound will play a more active role in future production and life.

Reference:
Patent; CANCER THERAPEUTICS CRC PTY LIMITED; FOITZIK, Richard Charles; MORROW, Benjamin Joseph; HEMLEY, Catherine Fae; LUNNISS, Gillian Elizabeth; CAMERINO, Michelle Ang; GANAME, Danny; STUPPLE, Paul Anthony; LESSENE, Romina; KERSTEN, Wilhelmus Johannes Antonius; HARVEY, Andrew John; HOLMES, Ian Peter; WO2014/26243; (2014); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics