Tag: M.W:100-200

These common heterocyclic compound, 54384-74-6, name is 1,5-Dimethylpyrazole-3-carboxamide, 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. Application In Synthesis of 1,5-Dimethylpyrazole-3-carboxamide

To the above product (5 g, 35.97 mmol) in THF (70 mL) was added LiAlH4 (4.1 g, 107.89 mmol) in several batches at 00C. The resulting solution was refluxed for 1 hr. The solids were filtered out and the filtrate was concentrated, resulted in 3 g (67%) of 1,5- dimethyl-lH-pyrazol-3-yl)methanamine as yellow oil.

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

Reference:
Patent; PONIARD PHARMACEUTICALS, INC.; WO2009/139834; (2009); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Synthetic Route of 920006-32-2,Some common heterocyclic compound, 920006-32-2, name is 1-Isopropylpyrazole-5-carboxylic Acid, molecular formula is C7H10N2O2, 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.

1-(propan-2-yl)-1H-pyrazole-5-carboxylic acid (37.8 mg, 245 pmol), HATU (108 mg, 283 pmol), and N,N-diisopropylethylamine (99 mI, 570 mihoI), were dissolved in 3 mL of the N,N-dimethylformamide and the resulting mixture was stirred at room temperature for 15 min, then tert-butyl 3-amino-5-(3,5-dicyano-1,2,6-trimethyl-1,4-dihydropyridin-4-yl)-7-ethyl-6-fluoro-1H-indazole-1-carboxylate (100 mg, 85 % purity, 189 pmol) was added and the resulting mixture was stirred at 90 C for 16 h. The resulting mixtur e was diluted by addition of water and extracted with ethyl acetate, the combined organic phases was washed with water and brine, dried over anhydrous sodium sulfate and concentrated in vacuo. The residue was purified by prep-HPLC (Column: XBridge Prep C18 OBD Column 19x150mm, 5 pm; Mobile Phase A: Water (10 mmol/L NH4HC03), Mobile Phase B: ACN; Flow rate: 20 mUmin; Gradient: 25% B to 65% B in 7 min; Detector: 254 nm, 220 nm) to give 39.9 mg (43% yield) of the product as a light yellow solid. LC-MS [Water(0.05%TFA)-Acetonitrile, 5%B]: Rt = 1 .38 min. MS (ESIpos): m/z = 487 (M+H)+. 1H-NMR (400 MHz, DMSO-d6) d [ppm]: 1 .24 (t, 3H), 1 .44 (d, 6H), 2.23 (s, 6H), 2.90 (q, 2H), 3.20 (s, 3H), 4.66 (s, 1H), 5.50-5.56 (m, 1H), 7.16 (s, 1H), 7.53-7.55 (m, 1H), 7.59 (s, 1H), 10.85 (s, 1H), 13.12 (s, 1H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-Isopropylpyrazole-5-carboxylic Acid, its application will become more common.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; SCHULZE, Volker; HEINRICH, Tobias; CHRIST, Clara; BRIEM, Hans; FARIA ALVARES DE LEMOS, Adelaide, Clara; BADER, Benjamin; HOLTON, Simon; BOeMER, Ulf; LIENAU, Philip; KUHNKE, Lara, Patricia; (122 pag.)WO2019/185525; (2019); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Electric Literature of 150712-24-6, 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. 150712-24-6, name is 5-Benzyl-1H-pyrazol-3-amine belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

A solution of 0.02 g of 5-benzyl-2H-pyrazol-3-ylamine and 0.03 g of 4-(2,3-difluoro- phenylsulfanyl)-3-oxo-butyric acid methylester(lntermediate A) in 1 ml of AcOH is heated at 70 C for 4 hours. On cooling, the mixture obtained is diluted with 10 ml of EtOAc, washed with H2O, brine and dried. The residue obtained is filtered and solvent is evaporated. The product obtained is stirred with Et2O at RT for 16 hours. The precipitate obtained is filtered off and dried. The title compound is obtained. [M+H]+: 384.

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-Benzyl-1H-pyrazol-3-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; NOVARTIS AG; WO2008/62026; (2008); 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. 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. HPLC of Formula: C10H10N2O

To a solution of l-(4-hydroxymethylphenyl)-lH-pyrazole (1.0 g, 0.005 mole) in DCM (25 mL) at 0 C under N2, was added phosphorus tribromide (0.64 mL, 0.0068 mole) drop wise. Reaction mixture was warmed to RT and stirred for 2 h. The reaction mixture was diluted with DCM (75 mL), treated with saturated aqueous sodium bicarbonate (20 mL). Organic layer was washed with water (30 mL), brine solution (30 mL) and dried over Na2S04 and concentrated under vacuum to obtain the title compound. (0227) Yield: 1.25 g; 1H – NMR (DMSO -d6, 400 MHz) d ppm: 4.76 (s, 2H), 6.55 (s, 1H), 7.56 – 7.58 (d, J = 8.5 Hz, 2H), 7.75 (s, 1H), 7.82 – 7.84 (d, J = 8.4 Hz, 2H), 8.51 – 8.52 (d, J = 2.4 Hz, 1H); Mass (m/z): 236.9 (M+H)+, 239 (M+H)+.

The synthetic route of 143426-49-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SUVEN LIFE SCIENCES LIMITED; NIROGI, Ramakrishna; SHINDE, Anil Karbhari; MOHAMMED, Abdul Rasheed; BADANGE, Rajesh Kumar; PALACHARLA, Raghava Choudary; JASTI, Venkateswarlu; (61 pag.)WO2019/102365; (2019); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Related Products of 25700-12-3,Some common heterocyclic compound, 25700-12-3, name is 3-(1H-Pyrazol-1-yl)pyridine, molecular formula is C8H7N3, 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 2: Preparation of 3-(4-nitro-pyrazol-1-yl)-pyridine 3-Pyrazol-1-yl-pyridine (2 g, 0.032 mol) was dissolved in concentrated H2SO4 (32 mL 0.598 mmol) and cooled at -5 C. using an ice bath. To the reaction mass, a 1:1 mixture of concentrated HNO3 (30 mL, 0.673 mmol) and concentrated H2SO4 (30 ml, 15 Vol.) was added dropwise over a period of 30 min. Cooling was discontinued and the reaction mixture was stirred at room temperature overnight. After the reaction was complete, the mixture was poured over crushed ice and neutralized with saturated NaHCO3, filtered, washed with water and dried to furnish the nitro pyrazole as pale yellow solid (1.8 g, 68%): 1H NMR (400 MHz, DMSO-d6) delta 9.03 (d, J=2.8 Hz, 1H); 8.70 (dd, J=4.8, 1.6 Hz, 1H), 8.69 (s, 1H), 8.33 (s, 1H), 8.11-8.08 (m, 1H), 7.51 (dd, J=8.4, 4.8 Hz, 1H); MS (m/z) 191 [M+1].

The synthetic route of 25700-12-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; DOW AGROSCIENCES LLC; Buysse, Ann M.; Niyaz, Noormohamed M.; Demeter, David A.; Zhang, Yu; Walsh, Martin J.; Kubota, Asako; Hunter, Ricky; Trullinger, Tony K.; Lowe, Christian T.; Knueppel, Daniel; Patny, Akshay; Garizi, Negar; LePlae, JR., Paul Renee; Wessels, Frank; Ross, JR., Ronald; DeAmicis, Carl; Borromeo, Peter; US2013/288893; (2013); 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 25700-12-3 as follows. Safety of 3-(1H-Pyrazol-1-yl)pyridine

3-Pyrazol-1-yl-pyridine (2 g, 0.032 mol) was dissolved in concentrated H2SO4 (32 mL 0.598 mmol.) and cooled to -5 C. using an ice bath. To the reaction mass, a 1:1 mixture of concentrated HNO3 (30 mL, 0.673 mmol) and concentrated H2SO4 (30 ml, 15 Vol.) was added dropwise over a period of 30 min Cooling was discontinued and the reaction mixture was stirred at room temperature overnight. After the reaction was complete, the mixture was poured over crushed ice and neutralized with saturated NaHCO3, filtered, washed with water and dried to furnish the nitro pyrazole as pale yellow solid (1.8 g, 68%): 1H NMR (400 MHz, DMSO-d6) delta 9.03 (d, J=2.8 Hz, 1H); 8.70 (dd, J=4.8, 1.6 Hz, 1H), 8.69 (s, 1H), 8.33 (s, 1H), 8.11-8.08 (m, 1H), 7.51 (dd, J=8.4, 4.8 Hz, 1H); MS (m/z) 191 [M+1].

According to the analysis of related databases, 25700-12-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Dow Agrosciences LLC; Niyaz, Noormohamed M.; Garizi, Negar; Zhang, Yu; Trullinger, Tony K.; Hunter, Ricky; Buysse, Ann M.; Kubota, Asako; LePlae, Jr., Paul Renee; Knueppel, Daniel; Lowe, Christian T.; Pernich, Dan; Demeter, David A.; Johnson, Timothy C.; US2013/109566; (2013); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

1157012-67-3, name is 1-(Tetrahydro-2H-pyran-4-yl)-1H-pyrazol-5-amine, belongs to pyrazoles-derivatives compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Formula: C8H13N3O

1005451 To a mixture of 2-(tetrahydro-pyran-4-yl)-2H-pyrazol-3-ylamine (5.34 g, 32 mmol) in EtOH (150 mL) was added 2-ethoxymethylene-malonic acid diethyl ester (8.29 g, 38.4 mmol). The resulting mixture was stirred at 80 C overnight. The mixture was concentrated under reduced pressure and the residue was purified by silica gel column chromatography (from 100% PE to PE/EA = 25/1) to afford 2-{[2-(tetrahydro-pyran-4-yl)-2H-pyrazol-3-ylamino]-methylene}malonic acid diethyl ester (430 mg, two-step yield: 3%) as a white solid. MS: m/z 338.1 (M+H).

The synthetic route of 1157012-67-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SANFORD-BURNHAM MEDICAL RESEARCH INSTITUTE; PINKERTON, Anthony, B.; HASSIG, Christian, A.; JACKSON, Michael, R.; ARDECKY, Robert, John; PASS, Ian; (436 pag.)WO2016/123392; (2016); A2;,
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 3273-44-7 as follows. Safety of 5-Methyl-1H-pyrazole-3-carbaldehyde

Example 1 Preparation of 5-methyl-3-[2-(4-phenylpiperazin-1-yl)ethyl]aminomethylpyrazole [Compound 1]; 4-phenylpiperazin-1-ylethylamine (50 mg, 0.208 mmol) and 5-methylpyrazole-3-carbaldehyde(25.24 mg, 0.104 mmol) were dissolved in 5 ml of purified CH2Cl2, and then 4 A Molecular sieve (5 beads) was added thereto and was stirred for 12 hours at room temperature. Then, NaBH(OAc)3 (66.28 mg, 0.313 mmol) was added thereto and was stirred for 1 hour at room temperature. The reaction progress and completion were confirmed using TLC (CH2Cl2 : MeOH = 5 : 1). Upon completion of the reaction, water was added to the reaction mixture and the aqueous layer was extracted with CH2Cl2. The organic layer was dried over anhydrous MgSO4, filtered and concentrated under reduced pressure. The concentrate was separated by column chromatography (CH2Cl2 : MeOH = 10 : 1) to obtain the titled compound. Yield: 52.2%. 1H NMR (300 MHz, CDCl3) delta 7.27 (m, 2H), 6.82-6.95 (m, 3H), 6.17 (s, 1H), 4.56 (brs, 1H), 4.01 (s, 2H), 3.17 (t, J = 4.8 Hz, 4H), 3.03 (t, J = 5.8 Hz, 2H), 2.53-2.57 (m, 5H), 2.61 (t, J = 4.8 Hz, 4H).

According to the analysis of related databases, 3273-44-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Korea Institute of Science and Technology; EP1757590; (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. 59843-75-3, name is 3-(p-Tolyl)-1H-pyrazole, A new synthetic method of this compound is introduced below., Recommanded Product: 59843-75-3

EXAMPLE 24 N,N,alpha-Trimethyl-3-(p-tolyl)pyrazole-1-acetamide Following the procedure of Example 1, but substituting 3-(p-tolyl)pyrazole for 4-methyl-3-phenylpyrazole there was obtained N,N,alpha-trimethyl-3-(p-tolyl)pyrazole-1-acetamide having a melting point of 79-82 C. Analysis: Calc’d. for C15 H19 N3 O: C, 70.00; H, 7.44; N, 16.33. Found: C, 70.24; H, 7.29; N, 16.60.

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; The Upjohn Company; US4072498; (1978); A;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Electric Literature of 5744-68-3,Some common heterocyclic compound, 5744-68-3, name is 5-Bromo-3-methyl-1H-pyrazole, molecular formula is C4H5BrN2, 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.

Compound IV was run in acetonitrile, pyridine,With the compound iodobenzene nucleophilic substitution reaction preparation of compound III,

The synthetic route of 5744-68-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PUYER (Nantong) Biopharma Co.,Ltd; WANG, LIN; (12 pag.)CN106349237; (2017); A;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics