Day: June 1, 2021

Application of 124004-31-5, The chemical industry reduces the impact on the environment during synthesis 124004-31-5, name is 5-Amino-1H-pyrazole-3-carboxylic acid, I believe this compound will play a more active role in future production and life.

General procedure: The corresponding amino acid2, 4 (0.0173 mol) was dissolved in 2 aqueous l (50 ml),and the formed solution was cooled to 0 in an ice bath.Aqueous NaNO2 (0.019 mol) was dropwise added to thereaction mixture. The mixture was stirred for 30 min, thenaqueous NaN3 (0.026 mol) was carefully added. Thereaction mixture was stirred for 3-4 h. The formed precipitatewas filtered off on a fritted glass filter and washed witha small amount of H2O, then dried in a vacuum desiccatorover P2O5 to constant weight. The filtrate was extractedwith EtOAc, the organic phase was separated and driedover anhydrous Na2SO4. The dried organic phase wasevaporated under reduced pressure on the rotary evaporatorto afford a solid. Both solids were combined.5-Azido-1-pyrazole-3-carboxylic acid (5). Yield 2.32 g(87%), yellow solid, mp 164-165. IR spectrum, nu, cm-1:3309 (NH), 3101 (OH), 2125 (N3), 1675 (C=O). 1H NMRspectrum (400 MHz, DMSO-d6), delta, ppm: 13.76 (2, br. s,NH, COOH); 6.48 (1H, s, -4 pyrazole). 13C NMRspectrum (101 MHz, DMSO-d6), delta, ppm: 160.3; 147.6;136.9; 98.9. Found, m/z: 154.0363 [M+H]+. C4H4N5O2.Calculated, m/z: 154.0360. Found, %: C 31.51; H 1.82;N 45.37. 4H3N5O2. Calculated, %: C 31.38; H 1.98;N 45.74.

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-Amino-1H-pyrazole-3-carboxylic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Dalinger, Aleksander I.; Medved?ko, Alexey V.; Balalaeva, Alexandra I.; Vatsadze, Irina ?.; Dalinger, Igor L.; Vatsadze, Sergey Z.; Chemistry of Heterocyclic Compounds; vol. 56; 2; (2020); p. 180 – 191;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Electric Literature of 100114-57-6, 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. 100114-57-6, name is 3-Cyclopropyl-1H-pyrazole belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

Potassium carbonate (7.67 g, 55.56 mmol) was added to 3-cyclopropyl-1 H-pyrazole (2.0 g, 18.52 mmol) in dry DMF (20 ml_) at 25C and the mixture was stirred for 20 minutes. Ethyl bromoacetate (2.06 ml_, 18.52 mmol) was added then the mixture was stirred for 2 days at room temperature. The reaction mixture was neutralized with aqueous 1 M HCI, extracted with ether (40 ml_) and the organic extract was washed with brine (30 ml_), dried over sodium sulfate then evaporated in vacuo. The residue was purified by silica gel column chromatography eluting with hexane:EtOAc 88:12 to afford the title compound as a yellow oil (42%, 1 .50 g). 1H NMR (400 MHz, DMSO-d6): delta ppm 0.59 (d, 2H), 0.83 (d, 2H), 1 .19 (t, 3H), 1 .83 (m, 1 H), 4.13 (q, 2H), 4.91 (s, 2H), 5.94 (d, 1 H), 7.54 (d, 1 H)

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

Reference:
Patent; PFIZER LIMITED; ANDREWS, Mark, David; BAGAL, Sharanjeet, Kaur; BROWN, David, Graham; GIBSON, Karl, Richard; OMOTO, Kiyoyuki; RYCKMANS, Thomas; SABNIS, Yogesh; SKERRATT, Sarah, Elizabeth; STUPPLE, Paul, Anthony; WO2014/53967; (2014); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Synthetic Route of 4054-67-5,Some common heterocyclic compound, 4054-67-5, name is 3,3′,5,5′-Tetramethyl-1H,1’H-4,4′-bipyrazole, molecular formula is C10H14N4, 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.

The ligands 5-(4-carboxyphenoxy)isophthalicacid (H3L) (0.10 mmol, 0.031 g) and 3,3?,5,5?-tetramethyl-4,4?-bipyrazole(bpz) (0.10 mmol, 0.020 g) as well as Cd(OOCCH3)2·2H2O(0.10 mmol, 0.027 g) were dissolved in 10 mL of H2O and the mixturewas stirred for 30 min and then transferred and sealed in a 25 mLTeflon-lined reactor and heated to 160 C for 72 h, and thereafter cooledto room temperature at a rate of 5 C/h. Yellow block crystals of 1 wereobtained in 62% yield based on cadmium. IR: 3397(v); 2924(m);1615(m); 1557(vs); 1509(m); 1450(s); 1372(vs); 1246(vs); 1108(m);970(m); 779(m); 724(m); 640(m).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3,3′,5,5′-Tetramethyl-1H,1’H-4,4′-bipyrazole, its application will become more common.

Reference:
Article; Cai, Shu-Lan; Lu, Lu; Wu, Wei-Ping; Wang, Jun; Sun, Yan-Chun; Ma, Ai-Qing; Singh, Amita; Kumar, Abhinav; Inorganica Chimica Acta; vol. 484; (2019); p. 291 – 296;,
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. 138907-68-3, name is Ethyl 5-amino-1-(4-fluorophenyl)-1H-pyrazole-4-carboxylate, This compound has unique chemical properties. The synthetic route is as follows., SDS of cas: 138907-68-3

General procedure: Intermediate 4 (0.001mol) and 5 (0.001mol) were dissolved in pyridine, phosphorus oxychloride is slowly added dropwise under ice bath conditions, then at 40-60C reacted for 5-8h. Finally, the mixture was poured into 30mL saturated Na2CO3 solution and stirred well. After the mixture was acidified, the saturated CuSO4 solution was used to remove pyridine, which greatly improved the purity and yield of the product. The data for compounds 8I-8VI are provided in the supporting information.

According to the analysis of related databases, 138907-68-3, the application of this compound in the production field has become more and more popular.

Reference:
Article; Liu, Hao; Ren, Zi-Li; Wang, Wei; Gong, Jie-Xiu; Chu, Ming-Jie; Ma, Quan-Wei; Wang, Jie-Chun; Lv, Xian-Hai; European Journal of Medicinal Chemistry; vol. 157; (2018); p. 81 – 87;,
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. 1904-31-0, name is 1-Methyl-1H-pyrazol-3-amine belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. HPLC of Formula: C4H7N3

1 -Methyl- lH-pyrazo 1-3 -amine (158 mg, 1.63 mmol) and DIEA (1.08 mL, 6.52 mmol) was added to a solution of 2-(l-(ter^-butoxycarbonylamino)cyclobutyl)-2-hydroxyacetic acid (400 mg, 1.63 mmol) dissolved in DMF (20 mL). The solution was cooled to 00C and after 10 minutes HATU (620 mg, 1.63 mmol) was added. After approximately 2 hours at RT, LC-MS showed product and no starting material and the solvent was removed by rotary evaporation. The crude product was dissolved in 40 rnL of EtOAc and washed with 25 rnL of sat. NaHCCh (aq). The organic phase was dried with Na2SO4, filtered and evaporated to dryness. The crude product was purified on a 25 g silica column on a Biotage Flashmaster eluted with a gradient of heptane:ethyl acetate 1 :1, which gave the title compound as a white solid (488 mg, 92percent) yield. [M+H]+ = 325.

The synthetic route of 1904-31-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MEDIVIR UK LTD; AYESA, Susana; BELFRAGE, Anna, Karin; CLASSON, Bjoern; GRABOWSKA, Urszula; HEWITT, Ellen; IVANOV, Vladimir; Joensson, Daniel; KAHNBERG, Pia; LIND, Peter; NILSSON, Magnus; ODEN, Lourdes; PELCMAN, Mikael; WAeHLING, Horst; WO2010/70615; (2010); 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 31037-02-2 as follows. Recommanded Product: Ethyl 5-amino-1-methyl-1H-pyrazole-4-carboxylate

Intermediate 32: Ethyl 5-(benzylsulfanyl)-l-methyl-lH-pyrazole-4-carboxylate Dibenzyl disulfide (101.9 g, 413.57 mmol) was added in portions to a solution of ethyl 5- amino-1 -methyl- lH-pyrazole-4-carboxylate (10 g, 59.11 mmol) in MeCN (400 mL) in an atmosphere of nitrogen and at rt. CuCl (293 mg, 7.14 mmol) was added in portions at rt to the reaction mixture and it was stirred at rt for 30 min. 3 -Methyl- 1-nitrobutane (41.5 g, 354.26 mmol) was added to the reaction mixture and the resulting solution was stirred at rt for 30 min and then at 60C for 1 h. The reaction mixture was allowed to reach rt and the solids were filtered off. The filtrate was concentrated under vacuum and the residue was purified by silica gel column chromatography (EtO Ac/petroleum ether, 1 :8) to give the title compound (11.6 g, 71%) as yellow oil. MS m/z 111 [M+H]+

According to the analysis of related databases, 31037-02-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ASTRAZENECA AB; BRODDEFALK, Johan, Olof; EMTENAeS, Hans, Fredrik; GRANBERG, Kenneth, Lars; LEMURELL, Malin, Anita; PETTERSEN, Daniel, Tor; PLOWRIGHT, Alleyn, Thomas; ULANDER, Lars, Johan, Andreas; (161 pag.)WO2016/177703; (2016); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Application of 31230-17-8, A common heterocyclic compound, 31230-17-8, name is 5-Methyl-1H-pyrazol-3-amine, molecular formula is C4H7N3, 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.

S-Ammo-S-methyl-pyrazole-l-carboxylic acid tert-butgammal esterNaH (95percent, 0.57g, 22.7mmol) was added slowly to a 00C solution of 3-Amino-5- methylpyrazole (2.Og, 20.6mmol) in THF (40ml). BoC2O (4.94g, 22.7mmol) was added after 30 min and the mixture was allowed to warm to room temperature. After stirring for 2 h at room temperature, the mixture was poured into a saturated aqueous solution of NaHCO3. The aqueous phase was extracted with CHCI3. The combined organic phases were dried over Na2SO4. Removal of the solvent in vacuum gave a crude mixture of the title compound and its 2-carboxylic acid tert.- butyl ester isomer, which were separated by chromatography on silica in ethyl acetate / heptane 2:1. Yield 2.4g, 59percent.1H-NMR: (400 MHz, D6-DMSO) 5.60 (IH, s), 5.27 (2H, s), 2.34 (3H, s), 1.51 (9H, s); MS (ESI+) = 198.26 (MH-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; F. HOFFMANN-LA ROCHE AG; WO2006/32518; (2006); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Related Products of 17635-45-9, 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. 17635-45-9, name is 4-Pyrazol-1-yl-phenylamine, This compound has unique chemical properties. The synthetic route is as follows.

EXAMPLE 25 1-Isopropyl-7-[4-(pyrazol-1-yl)phenylamino]-3,4-dihydro-pyrimido[4,5-d]pyrimidin-2(1H)-one; Compound With Trifluoroacetic Acid Prepared from 200 mg (0.79 mmol) of 1-isopropyl-7-methanesulfinyl-3,4-dihydro-pyrimido[4,5-d]pyrimidin-2(1H)-one, 250 mg (1.57 mmol) of 1-(4-aminophenyl)pyrazole and 182 muL (2.36 mmol) of trifluoroacetic acid in 3.2 mL of acetonitrile. After heating the reaction mixture overnight, a heavy precipitate forms. The cooled reaction mixture is diluted with ethyl acetate and filtered. The solids are washed with ethyl acetate and dried to give 315 mg (86percent) of the trifluoroacetate salt of the title compound: mp 249-252° C. (dec). Analysis calculated for C18H19N7O.C2HF3O2: C, 51.84; H, 4.35; N, 21.16. Found: C, 51.94; H, 4.37; N, 21.02.

The chemical industry reduces the impact on the environment during synthesis 4-Pyrazol-1-yl-phenylamine. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Dobrusin, Ellen Myra; Hamby, James Marino; Kramer, James Bernard; Schroeder, Mel Conrad; Showalter, Howard Daniel Hollis; Toogood, Peter; Trumpp-Kallmeyer, Susanne A.; US2004/44012; (2004); 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. 25699-83-6, name is 4-(1H-Pyrazol-1-yl)benzonitrile belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. Product Details of 25699-83-6

A 250-mL round-bottom flask was charged with 4-(1H-pyrazol-1-yl)benzonitrile (Step 1, 2 g, 11.82 mmol), ethanol (40 mL), water (40 mL) and sodium hydroxide (705 mg, 17.63 mmol,). The resulting solution was stirred at 105 C. 16 h and then concentrated under vacuum. The residue was diluted with water (30 mL) and extracted with ethyl acetate (50 mL). The pH of the aqueous phase was adjusted to 5 with hydrochloric acid (6.0 M). The solids were collected by filtration, washed with water (10 mL) and dried in an oven to afford 4-(1H-pyrazol-1-yl)benzoic acid as a light yellow solid (Intermediate 2-13, 1 g, 45%). LCMS: (ESI) m/z 189 [M+H].

The synthetic route of 25699-83-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Forma Therapeutics, Inc.; Ioannidis, Stephanos; Talbot, Adam Charles; Follows, Bruce; Buckmelter, Alexandre Joseph; Wang, Minghua; Campbell, Ann-Marie; (61 pag.)US2016/185786; (2016); 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. 400877-57-8, name is Methyl 1-methyl-4-nitro-1H-pyrazole-3-carboxylate, A new synthetic method of this compound is introduced below., Quality Control of Methyl 1-methyl-4-nitro-1H-pyrazole-3-carboxylate

A mixture of [1-METHYL-4-NITRO-LH-PYRAZOLE-3-CARBOXYLIC] acid methyl ester (500 mg, 2.7 mmol) and 10% palladium on carbon [(50] mg) in methanol [(25] mL) was subjected to 60 psi pressure of hydrogen gas in a Parr apparatus for 24 h. At this time, the reaction mixture was filtered through a pad of celite and washed with methanol. The filtrate was concentrated in vacuo to afford [4-AMINO-1-METHYL-LH-PYRAZOLE-3-] carboxylic acid methyl ester (402 mg, 96%) as an off-white solid

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; F. HOFFMANN-LA ROCHE AG; WO2003/106459; (2003); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics