Tag: M.W:200-300

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 10250-64-3 as follows. category: pyrazoles-derivatives

To a suspension of 6-(2-amino-5-chlorothiazol-4-yl)-3,4-dihydroquinolin-2(1H)-one (0.100 g, 0.41 mmol) and 1-methyl-3-phenyl-1H-pyrazole-5-carboxylic acid (0.091 g, 0.45 mmol), and pyridine (0.16 mL, 1.96 mmol) in acetonitrile (2.5 mL) in a sealed tube was added propylphosphonic anhydride solution (50 wt % in ethyl acetate, 0.61 mL, 1.02 mmol). The sealed tube was heated to 100 C. for 16 h and the precipitation formed. After cooling, the precipitate was collected by filtration and washed with cold 1:1 acetonitrile/water to give 1-methyl-N-(4-(2-oxo-1,2,3,4-tetrahydroquinolin-6-yl)thiazol-2-yl)-3-phenyl-1H-pyrazole-5-carboxamide (0.151 g, 86%). 1H NMR (400 MHz, DMSO-d): delta 12.94 (bs, 1H), 10.20 (s, 1H), 7.60 (m, 5H), 7.56 (s, 1H), 7.47 (m, 2H), 7.37 (m, 1H), 6.91 (d, 1H, J=8.0 Hz), 4.20 (s, 3H), 2.93 (t, 2H, J=7.2 Hz), 2.48 (partial masked under d-DMSO, m, 2H); MS (ESI): Calcd. for C23H19N5O2S: 429, found 430 (M+1)+.

According to the analysis of related databases, 10250-64-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Nantbio, Inc.; Tao, Chunlin; Nallan, Laxman; Ho, David G.; Wang, Qinwei; Weingarten, Paul; Juncker-Jensen, Anna B.; (121 pag.)US2018/201610; (2018); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Application of 10199-57-2, These common heterocyclic compound, 10199-57-2, name is 5-Methyl-1-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.

Example 74 Production of N-[4-({2-[(cyclopropylcarbonyl)amino]imidazo[1,2-b]pyridazin-6-yl}oxy)phenyl]-5-methyl-1-phenyl-1H-pyrazole-3-carboxamide Using 5-methyl-1-phenyl-1H-pyrazole-3-carboxylic acid (196 mg, 0.97 mmol), tetrahydrofuran (2.0 mL), N,N-dimethylformamide (30 muL, 0.39 mmol), oxalyl chloride (85 muL, 0.97 mmol), N-[6-(4-aminophenoxy)imidazo[1,2-b]pyridazin-2-yl]cyclopropanecarboxamide (200 mg, 0.65 mmol) and N,N-dimethylacetamide (4.0 mL), and in the same manner as in Example 255, the title compound (223 mg, 70%) was obtained as a white powder. 1H-NMR (DMSO-d6, 300 MHz) delta 0.76-0.83 (4H, m), 1.86-1.96 (1H, m), 2.31 (3H, s), 6.85 (1H, s), 7.02 (1H, d, J=9.6 Hz), 7.23 (2H, d, J=9.3 Hz), 7.36-7.46 (5H, m), 7.71 (2H, J=9.3 Hz), 7.92 (1H, s), 8.01 (1H, d, J=9.6 Hz), 10.62 (1H, s), 11.05 (1H, s).

Statistics shows that 5-Methyl-1-phenyl-1H-pyrazole-3-carboxylic acid is playing an increasingly important role. we look forward to future research findings about 10199-57-2.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; US2009/137595; (2009); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

These common heterocyclic compound, 1239363-40-6, name is 1-Cyclopropyl-4-iodo-1H-pyrazole, 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. Product Details of 1239363-40-6

Intermediate 10: To a stirred solution of Intermediate 1OA (460 mg, 1.965 mmol) in THF (5 mL) at 0 C was added iPrMgCl (1.08 1 mL, 2.162 mmol) quickly. After 30 mm, additional 0.15 eq of iPrMgCl was added and after 30 mm, the mixture was cooled to -78 C. N-Methoxy-N-methylacetamide (304 mg, 2.95 mmol) was added quickly andthe reaction was warmed to RT for 3h. The reaction mixture was concentrated in vacuo and diluted with EtOAc. The organic layer was washed with H20. The organic layer was dried over MgSO4, filtered and concentrated in vacuo. The crude product was purified to give Intermediate 10 (250mg, 1.665 mmol, 85% yield) as a clear liquid. LCMS Anal. Calc?d for C8H,0N20 150.8, found [M+H] 151.0.

The synthetic route of 1-Cyclopropyl-4-iodo-1H-pyrazole has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; MENG, Wei; ZHAO, Guohua; WO2015/134701; (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. 59340-27-1, name is 1,3,5-Trimethyl-1H-pyrazole-4-sulfonyl chloride belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. category: pyrazoles-derivatives

E. General coupling protocol for the synthesis of compounds with general structure (249)Exemplified by the synthesis of N-((ls,4s)-4-fluoro-4-(3-(trifluoromethyl)phi sulfonyl)cyclohexyl)- 1 , 3, 5-trimethyl- lH-pyrazole-4- sulfonamide (251) [00330] Cis-4-fluoro-4-(3-(trifluoromethyl)phenylsulfonyl)cyclohexanamine (110) (75 mg, 0.21 mmol), TEA (111 mu,, 0.8 mmol), and l,3,5-trimethyl-lH-pyrazole-4- sulfonyl chloride (250) (0.21 mmol) were stirred at room temperature for 16 hours. The reaction was concentrated in vacuo and the crude material purified by reverse phase HPLC to give N-(Cis-4-fluoro-4-(3-(trifluoromethyl)phenylsulfonyl)cyclohexyl- 1 ,3,5-trimethyl- lH-pyrazole-4- sulfonamide (251).

The synthetic route of 59340-27-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ZALICUS PHARMACEUTICALS LTD.; PAJOUHESH, Hassan; GALEMMO, Robert; HOLLAND, Richard; ZHOU, Yuanxi; ZHU, Yongbao; SIMONSON, Eric; CHAHAL, Navjot; GRIMWOOD, Mike; WO2011/35159; (2011); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Related Products of 1146629-77-7, The chemical industry reduces the impact on the environment during synthesis 1146629-77-7, name is (4-(1H-Pyrazol-4-yl)-7H-pyrrolo[2,3-d]pyrimidin-7-yl)methyl pivalate, I believe this compound will play a more active role in future production and life.

Add to a solution of 37 (400 mg, 1.34 mmol, prepared in Lin, Q. et al., Org. Lett., 2009, 11, 1999-2002) in acetonitrile (10 mL)36 (418 mg, 3.34 mmol),Then DBU (421 muL, 2.81 mmol) was added.The reaction was stirred at room temperature for 15 hours.It was then concentrated under reduced pressure. The crude mixture was diluted with water and extracted with EtOAc EtOAc. The organic layers were combined, washed with EtOAc EtOAc m.Purification by normal phase column chromatography (SiO2, 0-60% ethyl acetate / hexanes) and purified by reverse column chromatography (C18, 5-70% acetonitrile/water containing 0.1% formic acid) +/-) 38 (68 mg, 12%).

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-(1H-Pyrazol-4-yl)-7H-pyrrolo[2,3-d]pyrimidin-7-yl)methyl pivalate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Kang Saite Pharmaceutical Pin Co., Ltd.; I ·R·xierfuman; J ·F·liu; A ·J·mogen; B ·pandeya; S ·L·habisen; (30 pag.)CN104725380; (2019); B;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

These common heterocyclic compound, 34091-51-5, name is 5-Iodo-1-methyl-1H-pyrazole, 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. Recommanded Product: 34091-51-5

Production Example 11 1′-(4-Fluorophenyl)-2-methyl-1’H,2H-3,4′-bipyrazole Under a nitrogen atmosphere, a mixture of 5-iodo-1-methyl-1H-pyrazole (600 mg), [1-(4-fluorophenyl)-1H-pyrazol-4-yl]boronic acid (650 mg), tetrakistriphenylphosphine palladium (166 mg), 2 M sodium carbonate aqueous solution (2.9 mL), ethanol (3.0 mL) and toluene (6.0 mL) was stirred at 100 C. for 4 hours. Thereafter, water was added to the reaction solution, and the obtained mixture was then extracted with ethyl acetate. The organic layer was concentrated under a reduced pressure, and the residue was then purified by column chromatography (silica gel cartridge, hexane:ethyl acetate=9:1 to ethyl acetate), so as to obtain the title compound (450 mg) in the form of a light yellow solid. 1H NMR (600 MHz, CHLOROFORM-d) delta ppm 3.97 (s, 3H) 6.34 (d, J=1.83 Hz, 1H) 7.14-7.22 (m, 2H) 7.46-7.53 (m, 1H) 7.66-7.72 (m, 2H) 7.83 (s, 1H) 7.98 (s, 1H); MS (ESI pos.) m/z: 243 [M+H]+

The synthetic route of 5-Iodo-1-methyl-1H-pyrazole has been constantly updated, and we look forward to future research findings.

Reference:
Patent; TAISHO PHARMACEUTICAL CO., LTD.; Nakamura, Toshio; Sakagami, Kazunari; Konishi, Kazuhide; Yamamoto, Kanako; Masuda, Seiji; Matsuda, Yohei; Okada, Kumiko; Shibata, Tsuyoshi; Ohta, Hiroshi; Yasuhara, Akito; Kawamoto, Hiroshi; Amada, Hideaki; Urabe, Hiroki; Nishikawa, Rie; Kashiwa ASHIWA, Shuhei; US2013/137865; (2013); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Application of 179692-08-1, 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.

Example 15, Step C [00154] To a solution of compound 15c (38 g, 143 mmol) in acetonitrile (380 mL) at r.t. was added K2C03 (39.5 g, 286 mmol) and then PMBCI (24 mL, 177 mmol). The reaction mixture was stirred at 60C overnight. After cooling to r.t., the mixture was filtered and concentrated under reduced pressure. The residue was purified by chromatography on silica gel to afford compound 15d (32 g, 58%).[00155] This compound was characterized by proton NMR (1HNMR) and mass spectroscopy (MS) in accordance with the procedures described herein. Proton NMR yielded the following results: 1H NMR (DMSO-d6, 400MHz): delta 8.13(s, 1 H), 7.23(d, J = 8.8 Hz, 2H), 6.90(d, J = 8.8 Hz, 2H), 5.29(s, 2H), 4.24 (q, J = 6.8 Hz, 2H), 3.71 (s, 3H); 1.26(t, J = 6.8 Hz, 3H). Mass spectroscopy indicated MS (ESI): m/z 387 (M+H)+.

The synthetic route of Ethyl 4-iodo-1H-pyrazole-5-carboxylate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK SHARP & DOHME CORP.; ADDEX PHARMA SA; LIVERTON, Nigel, J.; BOLEA, Christelle; CELANIRE, Sylvain; LUO, Yunfu; WO2012/6760; (2012); 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. 37687-24-4, name is Diethyl 3,5-pyrazoledicarboxylate belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. HPLC of Formula: C9H12N2O4

reparation of intermediate 11-7; To a solution of diethyl 3,5-pyrazoledicarboxylate (1 g, 4.712 mmol) in acetone (20 ml), 2-bromo-3′-methoxyacetophenone (1.079 g, 4.712 mmol) and potassium carbonate (0.716 mg, 5.184 mmol) were added. The reaction mixture was stirred at RT 12h. The solvent was evaporated and residue was dissolved in DCM and washed with water. The organic phase was dried over Na2S04 and concentrated in vacuo. The residue, a yellow oil, (1.605g, 95% yield) was used in the next reaction step without further purification as intermediate II-7.

The synthetic route of 37687-24-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CENTRO NACIONAL DE INVESTIGACIONES ONCOLOGICAS (CNIO); PASTOR FERNANDEZ, Joaquin; MARTINEZ GONZALEZ, Sonia; ALVAREZ ESCOBAR, Rosa Maria; RODRIGUEZ HERGUETA, Antonio; MARTIN HERNANDO, Jose Ignacio; RAMOS LIMA, Francisco, Javier; WO2011/89400; (2011); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Related Products of 1202993-11-0, 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. 1202993-11-0, name is 5-Chloro-3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carboxylic acid belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

5-Chloro-3-(difluoromethyl)- 1-methyl-i H-pyrazole-4-carboxylic acid (700 mg, 2.38 mmol) was dissolved in abs. dichioromethane (20 ml) in a baked-out round- bottom flask under argon and at room temperature, and oxalyl chloride (257 mg, 2.02 mmol) and catalytic amounts of N,N-dimethylformamide were added. The resulting reaction solution was then stirred under reflux conditions for 3 h. Afier cooling to room temperature, the reaction mixture was concentrated and coevaporated with a little abs. toluene.By thorough removal of solvent residues, 5-chloro-3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carbonyl chloride (743 mg, 2.38 mmol) was obtained, which was then, without further purification, dissolved again in abs. dichloromethane (10 ml) and added dropwise to a solution, cooled to 0 C., of N,N-dimethylhydrazine (0.18 ml, 2.38 mmol) and triethylamine (0.40 ml, 2.85 mmol) in dichloromethane (10 ml) under argon. The resulting reaction mixture was stirred at room temperature for a further 30 minutes, and then water and dichloromethane were added. The aqueous phase was repeatedly extracted vigorously with dichloromethane, and the combined organic phases were then dried over magnesium sulfate, filtered and concentrated. Final purification of the resulting crude product by column chromatography gave 5-chloro-3-(difluoromethyl) -N’,N’,1-trimethyl-1H-pyrazole-4-carbohydrazide in the form of a colorless solid (541 mg, 90% of theory). 5-Chloro-3-(difluoromethyl) -N?,N?,1 -trimethyl- iH-pyrazole-4-carbohydrazide (212 mg, 0.84 mmol) was dissolved in abs. tetrahydrofuran (5 ml) under argon, and sodium hydride (37 mg, 0.92 mmol, 60% purity) was added at room temperature. Stirring at room temperature for 30 minutes was followed by the addition of picolyl chloride (107 mg, 0.84 mmol), and the resulting reaction mixture was stirred under reflux conditions for 2 hours. After cooling to room temperature, sat. sodium hydrogencarbonate solution, water and dichioromethane were added. The aqueous phase was repeatedly extracted vigorously with dichioromethane, and the combined organic phases were then dried over magnesium sulfate, filtered and concentrated. Final purification of the resulting crude product by colunm chromatography gave 5-chloro-3-(difluoromethyl)-N?,N?, 1 -trimethyl-N-(pyridin-2-ylmethyl)- iH-pyrazole4-carbohydrazide in the form of a colorless solid (196 mg, 68% of theory). ?H-NMR (400 MHz, CDC13 oe, ppm) 8.64 (m, iH), 7.73 (m, iH), 7.63 (m, iH), 7.36 (m, iH), 7.15-6.88 (br. t, iH, CHF2), 5.11 (s, 2H), 3.86 (s, 3H), 3.48 (s, 6H).

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-3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carboxylic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Bayer CropScience Aktiengesellschaft; FRACKENPOHL, Jens; BOJACK, Guido; BRUENJES, Marco; HELMKE, Hendrik; LEHR, Stefan; BRUECHNER, Peter; TIEBES, Joerg; MOSRIN, Marc; DITTGEN, Jan; SCHMUTZLER, Dirk; DESBORDES, Philippe; (92 pag.)US2018/206498; (2018); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Related Products of 345637-71-0, The chemical industry reduces the impact on the environment during synthesis 345637-71-0, name is 2-(5-Methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl)acetic acid, I believe this compound will play a more active role in future production and life.

To a solution of (3-bromophenyl) (methyl)(((2-(piperidin-4-yl) thiazol-4-yl) methyl)imino)^6-sulfanone ; (362 mg, 0.9 mmol) in N, N-dimethylformamide (8 ml), N, N-diisopropylethylamine (0. 18 mi, 1.1 mmol) was added at 25 C. The resulting reaction mixture was stirred for 10 min, then (HATU (498 mg, 1.3 mmol) and 2-(5-methyl-3-(trifluoromethyl)- l H-pyrazoI- l -yl)acetic acid (200 mg, 1 .0 mmol) were added and stirred at 25 C for l h. The reaction was quenched with water ( 10 mL) then extracted twice with ethyl acetate ( 15mL), combined ethyl acetate layer was washed with brine ( 10 mL) and dried over sodium sulphate, concentrated and purified by preparative HPLC to obtain (3-bromophenyl)(methyl)(((2-( l -(2-(5- methyl-3-(trifluoromethyl)- l H-pyrazol- l -yI)acetyl)piperidin-4-yl)thiazol-4-yl)methyl)imino)-6- sulfanone ( 170 mg, 0.3 mmol, 32 % yield).

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; PI INDUSTRIES LTD.; SHANBHAG, Gajanan; SHARMA, Aditya; RENUGADEVI, G.; PABBA, Jagadish; DENGALE, Rohit Arvind; ROY, Dipankar; S.P., Mohan Kumar; BELKAR, Yogesh Kashiram; AUTKAR, Santosh Shridhar; GARG, Ruchi; VENKATESHA, Hagalavadi M; KLAUSENER, Alexander Guenther Maria; (114 pag.)WO2019/48988; (2019); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics