Tag: M.W:200-300

Adding a certain compound to certain chemical reactions, such as: 20055-01-0, name is 1-Methyl-1H-pyrazole-4,5-diamine sulfate, 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 20055-01-0, Computed Properties of C4H10N4O4S

To a solution of (2S)-2- [ (BENZYLOXYCARBONYL) AMINO]-5- [ (TERT- butoxycarbonyl) amino] pentanoic acid (22.0 g) and triethylamine (6.7 g) in tetrahydrofuran (240 ml) was added methyl chloroformate (6.2 g) 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 (12.6 g) and triethylamine (13.4 g) in water (50 ml) at the same temperature. The mixture. was stirred at the room temperature for 1 hour. To the reaction mixture was added chloroform (240 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 4-tert-butyl { (1S)-1- [ (5-amino-l-methyl-lH-pyrazol-4- yl) carbamoyl] tetramethylene} biscarbamate as an oil. The crude product was used directly in the next step without further purification. A solution of the crude product of 1-benzyl 4- tert-butyl {(LS)-1-[(5-AMINO-1-METHYL-LH-PYRAZOL-4- yl) carbamoyl] tetramethylene} biscarbamate in methanol (200 ml) was treated with 10% palladium on carbon (1.0 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 ether and dried in vacuo to give tert-butyl (4S)-4- AMINO-5- [ (5-AMINO-1-METHYL-LH-PYRAZOL-4-YL) AMINO]-5- oxopentylcarbamate (5.5 g) as a solid. 1H-NMR (CDC13) 8 1.40 (9H, s), 1.41 (9H, S), 1.42-1. 44 (4H, m), 2.33-2. 44 (2H, m), 2.85 (3H, s), 3.02-3. 40 (2H, m), 3.38-3. 39 (2H, m), 4.18-4. 20 (1H, m), 4.74 (1H, br), 4.76 (1H, s), 5.24 (1H,. br), 6.39 (1H, d, J = 7 Hz), 7.17 (1H, br), 7.18-7. 30 (15H, m), 7.52 (1H, s)

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-4,5-diamine sulfate, other downstream synthetic routes, hurry up and to see.

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

Synthetic Route of 141573-95-7, 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. 141573-95-7, name is Ethyl 3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carboxylate belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

10 g [44.27 mmol, 98.9% GC purity] of 3′,4′,5′-trifluorobiphenyl-2-amine and 9.04 g [44.27 mmol, 99% GC purity] of ethyl 3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carboxylate were dissolved in 35 g of toluene and 7.5 g of NMP. This solution was admixed, under agitation, with 8.37 g of sodium methoxide (30% by weight in methanol) added at 70 C. and 500 mbar in the course of 20 minutes. Methanol and ethanol were removed from the reaction mixture as azeotrope with toluene. On completion of the addition of sodium methoxide the reaction mixture was subsequently stirred at 500 mbar and 70 C. for 15 minutes. The vacuum was then reduced to 300 mbar for 2 hours and to 200 mbar for a further hour. The reaction was tracked via GC-MS analysis to obtain 3-(difluoromethyl)-1-methyl-N-(3′,4′,5′-trifluorobiphenyl-2-yl)-1H-pyrazole-4-carboxamide having a GC-MS purity of 39%.

The synthetic route of Ethyl 3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carboxylate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Moradi, Wahed Ahmed; Lui, Norbert; Dockner, Michael; US2014/128617; (2014); 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. 866837-96-9, name is Ethyl 5-amino-1-phenyl-1H-pyrazole-3-carboxylate belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. HPLC of Formula: C12H13N3O2

To a solution of 2,4-dichloro-5-(pyridin-2-yl)benzoic acid (Preparation 30, 3.76 g, 14.02mmol) and ethyl 5-amino-i -phenyl-1H-pyrazole-3-carboxylate (3.89 g, 16.83 mmol) in 2-methyltetrahydrofuran (150 mL) was added DIPEA (7.33 mL, 42 mmol) and the reactionwas heated to 95C. T3P (50% solution in EtOAc, i6.53 mL, 28 mmol) was added andthe reaction was stirred at 95C for i8 hours. The reaction was cooled and partitioned between saturated aqueous sodium carbonate solution (200 mL) and EtOAc (200 mL). The organic layer was collected, washed with brine, dried over magnesium sulphate and concentrated in vacuo. The residue was triturated with TBME to afford the tftlecompound (5.72 g, 85%).1H NMR (400MHz, DMSO-d6): O ppm 1.33 (t, 3H), 4.35 (q, 2H), 7.03 (s, 1H), 7.47-7.55(m, 4H), 7.61 (d, 2H), 7.72 (d, 2H), 7.75 (5, 1H), 7.98 (t, 1H), 8.74 (d, 1H), 10.88 (1H).LCMS Rt = 3.24 minutes MS mlz 481 [M+H]

The synthetic route of 866837-96-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PFIZER INC.; BAGAL, Sharanjeet Kaur; CUI, Jingrong Jean; GREASLEY, Samantha Elizabeth; LUNNEY, Elizabeth Ann; MCALPINE, Indrawan James; NAGATA, Asako; NINKOVIC, Sacha; OMOTO, Kiyoyuki; SKERRATT, Sarah Elizabeth; STORER, Robert Ian; WARMUS, Joseph Scott; WO2015/170218; (2015); 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. 179692-08-1, name is Ethyl 4-iodo-1H-pyrazole-5-carboxylate belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. Product Details of 179692-08-1

Intermediate 28 (1-28) Ethyl 2-[ 1 -[(tert-butoxycarbonylamino)methyl]-2-[tert-butyl(dimethyl)silyl]oxy-ethyl]- 4-iodo-pyrazole-3-carboxyla Di-tert-butyl azodicarboxylate (1.97 g, 8.53 mmol) was added to a stirred solution of 4- iodo-lH-pyrazole-3-carboxylic acid ethyl ester (1.26 g, 4.74 mmol), [3-(tert- butyldimethylsilanyloxy)-2-hydroxypropyl]carbamic acid tert- vXy ester (2.90 g, 9.48 mmol) and triphenylphosphine (2.24 g, 8.53 mmol) in THF (23.6 mL) under nitrogen atmosphere. The mixture was stirred at rt for 2.5 h. The solvent was evaporated and the residue was treated with DIPE. The solid (Ph3PO) was filtered off and the filtrate was evaporated in vacuo. The crude product was purified by flash column chromatography (silica; DCM in Heptane 50/50 to 100/0 then EtOAc in DCM 0/100 to 3/97). The desired fractions were collected and concentrated in vacuo to yield intermediate compound 1-28 (2.57 g, 98%) as a colorless oil.

The synthetic route of 179692-08-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; VAN GOOL, Michiel, Luc, Maria; ALONSO-DE DIEGO, Sergio-Alvar; CID-NUNEZ, Jose, Maria; DELGADO-GONZALEZ, Oscar; DECORTE, Annelies, Marie, Antonius; MACDONALD, Gregor, James; MEGENS, Antonius, Adrianus, Hendrikus, Petrus; TRABANCO-SUAREZ, Andres, Avelino; GARCIA-MOLINA, Aranzazu; ANDRES-GIL, Jose, Ignacio; WO2014/195311; (2014); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Related Products of 59340-27-1, 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 59340-27-1 as follows.

2-(4-Trifluoromethoxy-phenyl)-2,8-diaza-spiro[4.5]decan-l-one acetic acid salt (0.02 g, 0.05 mmol) was dissolved in pyridine (0.5 ml) at room temperature and 1,3,5-trimethyl- lH-pyrazole-4-sulfonyl chloride (0.013 g, 0.06 mmol) was added and the mixture was stirred overnight at room temperature. The reaction mixture was concentrated in vacuo and the resulting residue was dissolved in AcOEt and washed with 0. IM HCl and brine. The organic layer was dried (Na2SO4), filtered and evaporated under reduced pressure to give a crude residue which was purified by flash column chromatography (4:1 AcOEt/heptane) to yield 2-(4-trifluoromethoxy-phenyl)-8-(l,3,5-trimethyl-lH-pyrazole- 4-sulfonyl)-2,8-diaza-spiro[4.5]decan-l-onel)-2,8-diaza-spiro[4.5]decan-l-one as an off- white solid (0.09g, 31%). MS (ESI): 487.3(MH+)

According to the analysis of related databases, 59340-27-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; ACKERMANN, Jean; CONTE, Aurelia; HUNZIKER, Daniel; NEIDHART, Werner; NETTEKOVEN, Matthias; SCHULZ-GASCH, Tanja; WERTHEIMER, Stanley; WO2010/130665; (2010); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

These common heterocyclic compound, 187998-35-2, name is 1-(4-Chlorophenyl)-5-methyl-1H-pyrazole-4-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. Computed Properties of C11H9ClN2O2

(3) Reference Example 1 [(trifluoromethyl) pyridin-5-yl] (3) 5-methyl-1 in -1H- pyrazole-4-carboxylic acid in place of Reference Example 6 in 1 – (4-chlorophenyl) -5-methyl -1H- pyrazole-4-carboxylic acid, the reaction process using the same acid under ice-cooling and the reaction mixture (281mg) by 1- (5-amino-3-cyano It was added to a pyridine solution of the no-2-yl) -4-cyano nopi piperidine (228mg) and, after stirring 0.25 hours at the same temperature, tri ethyl amine was added, was stirred at room temperature for 2 hours. After the reaction, water was added, and the precipitated solid was collected and then filtered, washed by suspension to give the title compound (425mg) as a white solid

The synthetic route of 1-(4-Chlorophenyl)-5-methyl-1H-pyrazole-4-carboxylic acid has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Mitsubishi Tanabe Pharma Corporation; Watanabe, Masayuki; Furukawa, Hiroyuki; Hamada, Maiko; Fuji, Naoto; Ushio, Hiroyuki; Takashima, Toru; (81 pag.)KR2015/2661; (2015); A;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Reference of 82231-58-1, These common heterocyclic compound, 82231-58-1, name is Ethyl 2-(4-bromo-1H-pyrazol-1-yl)acetate, 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 3: Ethyl [4-(2-{4-[2-(trifluoromethyl)phenoxy]piperidin-1-yl}pyrimidin-5-yl)-1H-pyrazol-1-yl]acetateInto a 50-mL round-bottom flask equipped with a magnetic stirbar and reflux condenser was added 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-{4-[2-(trifluoromethyl)phenoxy]piperidin-1-yl}pyrimidine (311 mg, 1.35 mmol), ethyl (4-bromo-1H-pyrazol-1-yl)acetate (400 mg, 0.89 mmol), PdCl2(dppf) (36 mg, 0.05 mmol), 2 M aqueous sodium carbonate solution (0.89 mL, 1.8 mmol) and DMF (4 mL). The resulting suspension was degassed under nitrogen for 20 min and then heated in the microwave to 120 C. for 20 min. The mixture was poured into a 125-mL separatory funnel containing a saturated aqueous KH2PO4 solution (50 mL) and the mixture was extracted with ethyl acetate (3×30 mL). The combined organic layers were washed with brine, dried over MgSO4, filtered and the solvent was evaporated under reduced pressure. Purification by column chromatography through silica gel, eluting with 30% EtOAc in hexanes to 70% EtOAc in hexanes as a gradient gave the title compound as a white solid. MS (ESI, Q+) m/z 476 (M+1).

Statistics shows that Ethyl 2-(4-bromo-1H-pyrazol-1-yl)acetate is playing an increasingly important role. we look forward to future research findings about 82231-58-1.

Reference:
Patent; Leblanc, Yves; Powell, David; Ramtohul, Yeeman K.; Leger, Serge; US2008/182838; (2008); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Application of 398491-59-3,Some common heterocyclic compound, 398491-59-3, name is tert-Butyl 3-amino-4,6-dihydropyrrolo[3,4-c]pyrazole-5(1H)-carboxylate, molecular formula is C10H16N4O2, 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 ethyl chlorocarbonate (8.9 ml, 93 mmol) in THF (250 ml) was added slowly to a mixture of 3-amino-4, 6-dihydro-lH-pyrrolo [3, 4-C] ole-5-carboxylic acid tert-butyl ester (20 g, 89 mmol) and DIISOPROPYLETHYLAMINE (DIEA, 92 ml, 528 mmol) in THF (500 ml) at 0-5C. The reaction was kept at the same temperature for two hours then allowed to reach room temperature and stirred overnight. The obtained mixture was evaporated to dryness under vacuum. The resulting residue was extracted with ethyl acetate and water. The organic phase was separated, dried over sodium sulfate and evaporated to dryness. The mixture was purified by flash-chromatography (eluent : ethyl ACETATE/EYCLOHEXANE 4/6 to 7/3) to give 19 g (72% yield) of the title compound as a white solid. 1H-NMR (400 MHZ, DMSO-S6) ppm: 10. 06 (S, broad signal, 2H), 4. 4-4. 05 (M, 6H), 1.27 (t, 3H) 1 (2, 9H).

The synthetic route of 398491-59-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PHARMACIA ITALIA S.P.A.; WO2004/80457; (2004); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Electric Literature of 1280210-79-8, The chemical industry reduces the impact on the environment during synthesis 1280210-79-8, name is tert-Butyl 4,6-dihydropyrrolo[3,4-c]pyrazole-5(2H)-carboxylate, I believe this compound will play a more active role in future production and life.

Intermediate 2(3.5g, 16.7mmol) dissolved in tetrahydrofuran (35 ml) in, 0 C adding of sodium hydride (1.0g, 25.4mmol, 60%), 30 minutes reaction, adding methyl sulfonyl chloride (2.9g, 25.4mmol) reaction 1 hour. Adding water to the reaction solution (10 ml) in the quenching of the reaction, ethyl acetate (50mL × 2) extraction, the combined organic layer, anhydrous sodium sulfate drying, concentration, silica gel column chromatography for purification (petroleum ether/ethyl acetate (v/v)=1:1), to obtain white solid3a(2.1g, yield 44%).

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, tert-Butyl 4,6-dihydropyrrolo[3,4-c]pyrazole-5(2H)-carboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SICHUAN HAISCO PHARMACEUTICAL CO., LTD; ZHANG, CHEN; FAN, JIANG; LI, CAI-HU; WEI, YONG-GANG; (99 pag.)TW2017/8222; (2017); A;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

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. 39806-90-1, name is 4-Iodo-1-methyl-1H-pyrazole, This compound has unique chemical properties. The synthetic route is as follows., Computed Properties of C4H5IN2

1-Methyl-4-((trimethylsilyl)ethynyl)-1 W-pyrazole (19); [00204] 1 -Methyl-4-iodo-pyrazole (18) (5.0g 24.04mmole) was dissolved in DMF (32ml_) and ethynyltrimethylsilane (4.76ml_, 3.31 g, 33.7mmole) was added followed by diisopropylamine (4.46ml_, 3.21 g 31 .78mmole), copper(l) iodide (304mg 1 .59mmole) and triphenylphosphine (1 .26g 4.81 mmole). The reaction was flushed with argon. Palladium acetate (351 mg 1 .56mmole) was added and the reaction was again flushed with argon. It was heated at 60C for 60 mins. The reaction was cooled, added to water (350ml) and extracted with ether (3x100ml_). The organic solution was filtered from a brown solid which was washed with a little more ether. The organic solution was washed with water (3x80ml_), brine, dried and evaporated. The crude product was flash chromatographed (silica) using 1 :4 ethyl acetate:cyclohexane and then 1 :3 ethyl acetate:cyclohexane to give the title compound as a solid (2.85g 67%). 1 H-NMR (CDCI3, 500MHz): delta 0.24 (s, 9H), 3.87 (s, 3H), 7.50 (s, 1 H), 7.58 (s, 1 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 39806-90-1.

Reference:
Patent; CANCER RESEARCH TECHNOLOGY LIMITED; BAVETSIAS, Vassilios; ATRASH, Butrus; NAUD, Sebastien Gaston Andre; SHELDRAKE, Peter William; BLAGG, Julian; WO2012/123745; (2012); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics