Day: May 13, 2021

Reference of 16082-33-0, 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. 16082-33-0, name is 1H-Pyrazole-3,5-diamine belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

Preparative Example 2 A mixture of the product from Preparative Example 1 (980 mg, 10.0 mmol) and ethyl benzoylacetate (2.20 g, 11.5 mmol) in AcOH (15 mL) was stirred and refluxed under N2 for 5 hr. The mixture was cooled to 25 C., the solid was filtered off, washed on filter with AcOH (20 mL), Et2O (40 mL), and dried in a vacuum. Cream-colored solid (930, 35%) was obtained. Mp>300 C. LC-MS: 269 [M+H].

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

Reference:
Patent; Schering Corporation; US2007/82902; (2007); 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. 75092-30-7, name is 4-Iodo-1-methyl-1H-pyrazole-5-carboxylic acid, A new synthetic method of this compound is introduced below., Recommanded Product: 75092-30-7

4-Iodo-1-methyl-1H-pyrazole-5-carboxylic acid (301.68 g, 1.2 moles) was slurried in 1.2 L of DCM and DMF (2.3 g, 31 mmol) followed by addition of oxalyl chloride (115 mL, 1.3 moles) over 37 minutes and then stirred at room temperature for 3 h. To the resulting solution was added EtOH (750 mL, 12.9 mol) over 5 min followed by stirring at room temperature for 2 h. The crude product solution was concentrated to dryness in vacuo and then reconstituted in 1.2 L of warm heptane followed by filtration. The filtrate was concentrated by removing 500 mL of heptane, resulting in precipitation of solids. The solids were collected via filtration and dried to afford ethyl 4-iodo-1-methyl-1H-pyrazole-5-carboxylate as a white solid (297.6 g, 89% yield). 1H NMR (CDCl3) delta 7.57 (s, 1H), 4.43 (q, 2H), 4.21 (s, 3H), 1.47 (t, 3H). UPLC (UPLC Method 4): tR=5.10 min. MS (ES+) 280.9 (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; Pfizer Inc.; Darout, Etzer; Dullea, Robert; Hawkins, Julie Jia Li; Londregan, Allyn T.; Loria, Paula M.; Maguire, Bruce; McClure, Kim F.; Petersen, Donna N.; Piotrowski, David W.; US2014/315928; (2014); A1;,
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. 1239363-40-6, name is 1-Cyclopropyl-4-iodo-1H-pyrazole, This compound has unique chemical properties. The synthetic route is as follows., Safety of 1-Cyclopropyl-4-iodo-1H-pyrazole

Step 2 In a flask 1-cyclopropyl-4-iodo-1H-pyrazole (405 mg, 1.73 mmol) was dissolved in THF (8.0 mL) and the solution cooled to 0 C. Isopropylmagnesium chloride (2.0 M in THF, 1.04 mL, 2.08 mmol) was added dropwise and the mixture stirred at 0 C. for 45 min, after which 2-isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (0.53 mL, 2.60 mmol) was added and the mixture allowed to warm to room temperature over 1 h. The mixture was quenched with 50% sat aqueous NH4Cl and extracted with EtOAc. The organic extract was washed with sat. NaCl, dried over MgSO4 and the solution was concentrated. The residue was purified by SiO2 chromatography (20-50% EtOAc/heptane) to afford 405 mg (83%) of 1-cyclopropyl-1H-pyrazole-4-boronic acid pinacol ester as a colorless viscous oil.

According to the analysis of related databases, 1239363-40-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Hendricks, Robert Than; Hermann, Johannes; Kondru, Rama; Lou, Yan; Lynch, Stephen M.; Owens, Timothy D.; Soth, Michael; US2011/230462; (2011); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Related Products of 191980-54-8,Some common heterocyclic compound, 191980-54-8, name is 4-Iodo-1-trityl-1H-pyrazole, molecular formula is C22H17IN2, 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 4-iodo-l-trityl- lH-pyrazole (4.60 g, 10.5 mmol) in THF (50.0 mL) was purged with nitrogen 3 times. This was followed by dropwise addition of isopropylmagnesium bromide (2.9 M in THF, 4.18 mL, 12.1 mmol) at 0 C. The reaction mixture was stirred under a nitrogen atmosphere at 0 C for 1 h. To the reaction mixture was added a solution of 3-(benzyloxy)propanal (2.08 g, 12.7 mmol) in THF (3.0 mL) at 0 C. The resulting mixture was stirred at RT for 30 minutes. The reaction mixture was quenched with saturated NH4CI solution (2.0 mL), diluted with brine (30 mL) and extracted with ethyl acetate (3×10 mL). The combined organic extracts were dried over anhydrous Na2SC>4 and filtered. The filtrate was concentrated under vacuum. The residue was purified by silica gel chromatography (0 – 40% ethyl acetate in petroleum ether) to afford the title compound. MS = 497.1 (M+l).

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

Reference:
Patent; MERCK SHARP & DOHME CORP.; SHEN, Dong-Ming; YANG, Meng; CRESPO, Alexander; WILSON, Jonathan, E.; MCCRACKEN, Troy; WANG, Deping; PARKER, Dann; GUO, Zack Zhiqiang; (135 pag.)WO2016/154081; (2016); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 16082-33-0, name is 1H-Pyrazole-3,5-diamine, 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 16082-33-0, Application In Synthesis of 1H-Pyrazole-3,5-diamine

(i) Preparation of 69: (4aS,6aS,6bR,13aR)-12-amino-N-(3-amino-1H-pyrazol-5-yl)-2,2,6a,6b,9,9,13a-heptamethyl-2,3,4,4a,5,6,6a,6b,7,8,8a,9,11,13,13a,13b,14,15b-octadecahydro-1H-chryseno[1,2-f]indazole-4-a-carboxamide To a solution of 1H-pyrazole-3,5-diamine (70 mg, 0.54 mmol) prepared by the procedure described in the literature (US82902, 2007) and pyridine (2.0 mL) was added III (100 mg, 0.20 mmol).

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, 1H-Pyrazole-3,5-diamine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Sequoia Sciences, Inc.; US8324264; (2012); B1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Electric Literature of 143426-49-7, 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. 143426-49-7, name is (4-Pyrazol-1-yl-phenyl)methanol belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

To a stirred solution of 4-(1 H-pyrazol-1 -yl)phenyl)methanol (0.2 g, 1.14 mmol) in DCM (10 mL), SOCI2 (0.2 mL, 2.29 mmol) was added at 0 C and the reaction mixture was stirred for 2 h. After completion of reaction, the reaction mixture was concentrated under vacuum and co-distilled with DCM to get the title compound. It was used in the next step without further purification. Yield: (0.170 g, brown gummy solid). LCMS: (Method A) 193.1 (M+H), Rt. 3.46 min, 94.32% (Max).

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, (4-Pyrazol-1-yl-phenyl)methanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ASCENEURON S. A.; QUATTROPANI, Anna; WISHART, Grant; KULKARNI, Santosh S.; RAKESH, Paul; (338 pag.)WO2020/39027; (2020); 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. 73981-23-4, name is Ethyl 3-ethyl-1H-pyrazole-4-carboxylate, A new synthetic method of this compound is introduced below., name: Ethyl 3-ethyl-1H-pyrazole-4-carboxylate

Ethyl 5-ethyl-l-(4-methoxybenzyl)-lH-pyrazole-4-carboxylate and ethyl 3-betathyl-l-(4- methoxybenzyl)- 1 H-pyrazole-4-carboxylateAccording to Scheme 9 Step 3: A suspension of ethyl 3-ethyl-lH-pyrazole-4- carboxylate (5.95 mmol, 1.0 g), l-(chloromethyl)-4-methoxybenzene (6.54 mmol, 0.89 mL) and K2CO3 (17.8 mmol, 2.46 g) in acetone (20 mL) was heated at 600C overnight. After evaporation of the solvent, water was added and the aqueous phase was extracted with DCM. The organic phase was dried over Na2SOzI, was filtered and was concentrated under reduced pressure. The crude product was purified by flash chromatography over silica gel using cyclohexane/AcOEt (95:5) as eluent to afford a mixture of ethyl 5-ethyl-l-(4-methoxybenzyl)-lH-pyrazole-4-carboxylate and of ethyl 3-ethyl-l-(4-methoxybenzyl)-lH-pyrazole-4-carboxylate (2.77 mmol, 800 mg, 47%) as a yellow oil.LC (Zorbax SB-Ci8, 3.5mum, 4.6x30mm Column): RT = 2.58 min.

The synthetic route of 73981-23-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Addex Pharma S.A.; WO2009/10455; (2009); A2;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Electric Literature of 1239726-11-4, 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. 1239726-11-4, name is 1-(2-Fluorophenyl)-5-methoxy-1H-pyrazole-3-carboxylic acid, This compound has unique chemical properties. The synthetic route is as follows.

Synthesis example 174-Bromo-1 -(2-fluoro-phenyl)-5-methoxy-1 H-pyrazole-3-carboxylic acid 50 mg (0.21 mmol) of 1 -(2-fluoro-phenyl)-5-methoxy-1 H-pyrazole-3-carboxylic acid were dissolved in 1 .5 ml of acetic acid, sodium acetate (35 mg, 0.42 mmol) and bromine (50 mg, 0.21 mmol) were added and the mixture was stirred for 60 min. The solvent was removed in vacuo and the residue subjected to an aqueous work-up. The obtained crude title compound (60 mg) was used in the next step without further purification.

The chemical industry reduces the impact on the environment during synthesis 1-(2-Fluorophenyl)-5-methoxy-1H-pyrazole-3-carboxylic acid. I believe this compound will play a more active role in future production and life.

Reference:
Patent; SANOFI; RUF, Sven; PERNERSTORFER, Josef; SADOWSKI, Thorsten; HORSTICK, Georg; SCHREUDER, Herman; BUNING, Christian; OLPP, Thomas; SCHEIPER, Bodo; WIRTH, Klaus; WO2011/92187; (2011); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Electric Literature of 132274-70-5,Some common heterocyclic compound, 132274-70-5, name is 1-Phenyl-1H-pyrazole-5-carbaldehyde, molecular formula is C10H8N2O, 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 B: 4-Brom-1-phenylpyrazole-5-carbaldehyd-dimethylacetal [Show Image] Experimental procedure: The aldehyde (B) (2.30 g, 13.4 mmol), trimethylortoformiate (4.4 mL, 40.1 mmol) and p-toluolsulfonic acid monohydrate (127.1 mg, 0.67 mmol) were dissolved in abs. methanol (260 mL). After slow addition of pyridiniumbromide-perbromide (PBB) (4.3 g, 13.4 mmol) the solution was stirred for 90 h at room temperature. Subsequently a saturated NaHCO3-Solution (25 mL) was added, diluted with water and 3x extracted with CH2Cl2. The organic phases were dried (K2CO3) and the solvent removed under vacuum. The crude product (4.08 g) was purified using flash-chromatography (?=8 cm, h = 12 cm, n-hexane:ethylacetate = 9:1, 40 mL, Rf = 0.20). Colourless solid, melting point: 33 C, yield: 3.67 g (93%) C12H13BrN2O2 (297.2); MS (EI): m/z (rel. Int.) = 298 [82Br-M+, 28], 296 [79Br-M+, 25], 267 [82Br-M- OCH3, 93], 265 [79Br-M – OCH3, 100], 235 [82Br-M- 2x OCH3, 49], 233 [79Br-M – 2x OCH3, 47]. IR (neat): nu (cm-1) = 3062 (C aromat.), 2933 (C-H aliphat.), 2830 (C-H), 1597, 1501 (C=C), 1090, 1065 (C-O), 761, 692 (C-H). 1H-NMR (CDCl3): delta (ppm) = 3.37 (s, 6 H, ArCH(OCH3)2), 5.36 (s, 1 H, ArCH(OCH3)2), 7.39 – 7.49 (m, 3 H, Phenyl-CH), 7.53 – 7.59 (m, 2 H, Phenyl-CH, ortho), 7.63 (s, 1 H, Pyrazole-3CH). 13C-NMR (CDCl3): delta (ppm) = 54.7 (2 C, ArCH(OCH3)2), 95.9 (1 C, Pyrazole-4-C), 98.5 (1 C, ArCH(OCH3)2), 125.6 (2 C, Phenyl-CH, ortho), 128.7 (1 C, Phenyl-CH, para), 129.1 (2 C, Phenyl-CH, meta), 136.3 (1 C, Phenyl-C, quartaer), 140.1 (1 C, Pyrazole-5-C), 141.2 (1 C, Pyrazole-3-CH).

The synthetic route of 132274-70-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Laboratorios del Dr. Esteve S.A.; EP1982987; (2008); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Electric Literature of 130599-34-7, A common heterocyclic compound, 130599-34-7, name is 3-(4-(Trifluoromethyl)phenyl)-1H-pyrazol-5-amine, molecular formula is C10H8F3N3, 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-Amino-5-(4-trifluoromethyl-phenyl)-pyrazole-l-carboxylic acid tert-butyl ester3-Amino-5-(4-trifluoiOmethyl-phenyl)-pyrazole (2.0 g, 8.8 mmol, 1.0 eq) and KOH 4.5 M (15.7 mL, 70.5 mmol, 8.0 eq) were dissolved in DCM (70 mL), and di- tert-butyl dicarbonate (2.02 g, 9.2 mmol, 1.1 eq) was added; the mixture was stirred at room temperature until complete conversion was observed by LC-MS analysis. The organic phase was washed with saturated brine and evaporated; the crude was crystallized with CH3CN, to give 1.9 g of title product (yield 69%).C15H16F3N3O2 Mass (calculated) [327]; (found) [M+H+] =328. LC Rt = 2.59 min, 100% (5 min method)1H-NMR (dmso-d6): 1.57 (9H, s), 5.83 (IH, s), 6.46 (2H, s), 7.74 (2H, d, J = 8.4 Hz)5 7.95 (2H, d, J = 8.8 Hz)

The synthetic route of 130599-34-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SIENA BIOTECH S.P.A.; WYETH PHARMACEUTICALS; WO2008/87529; (2008); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics