Tag: M.W:100-200

Related Products of 128694-63-3, A common heterocyclic compound, 128694-63-3, name is 1-Methyl-3-(trifluoromethyl)-1H-pyrazole-5-carboxylic acid, molecular formula is C6H5F3N2O2, 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.

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-(trifluoromethyl)- 1 H-pyrazole-5-carboxylic acid (0.087 g, 0.45 mmol), and pyridine (0.16 m E, 1.96 mmol) in acetonitrile (2.5 mE) in a sealed tube was added propylphosphonic anhydride solution (50 wt % in ethyl acetate, 0.61 mE, 1.02 mmol). The sealed tube was heated to 1000 C. for 16 hand the precipitation formed. Afier cooling, 1 -methyl-N-(4-(2-oxo-i ,2,3,4-tetrahydroquinolin-6-yl)thi- azol-2-yl)-3-(trifluoromethyl)-i H-pyrazole-5-carboxamide (0.160g, 93%). ?H NMR (400 MHz, DMSO-d): oe 12.97(bs, 1H), 10.20 (s, 1H), 7.74 (m, 1H), 7.71 (m, 1H), 7.59 (s, 1H),6.91 (d, 1H, J=8.0 Hz), 4.23 (s, 3H), 2.93 (t, 2H, J=7.2 Hz),2.48 (partial masked under d-DMSO, m, 2H); MS (ESI):Calcd. for C,8H,4F3N5025: 421, found 422 (M+i).

The synthetic route of 128694-63-3 has been constantly updated, and we look forward to future research findings.

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

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. 873191-23-2, name is 5-(Bromomethyl)-1,3-dimethyl-1H-pyrazole, A new synthetic method of this compound is introduced below., name: 5-(Bromomethyl)-1,3-dimethyl-1H-pyrazole

General procedure: To a cooled solution of compound 6 (361.0 mg, 1 mmol) in DMF (10 mL) was added NaH (60% in oil, 48.0 mg, 1.2 mmol) carefully. The mixture was stirred at 0 C for 1h. A solution of R1X (X=Cl, Br; 1.2 mmol) in DMF (5 mL) was then added dropwise in the mixture. The mixture was heated to 40 C and stirred for 8-16 h. The reaction mixture was cooled and quenched at 0 C with a saturated NH4Cl aqueous solution. Then mixture was concentrated under vacuum to remove most of the DMF and re-dissolved with CH2Cl2. After filtering, the filtrate was washed with saturated NaCl aqueous solution, dried with MgSO4 and concentrated under vacuum. The crude material was purified by column chromatography (PE/EA) on silica gel to afford compound 6a-6r.

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:
Article; Chen, Peng; Zhang, Dianwen; Li, Meng; Wu, Qiong; Lam, Yuko P.Y.; Guo, Yan; Chen, Chen; Bai, Nan; Malhotra, Shipra; Li, Wei; O’Connor, Peter B.; Fu, Hongzheng; European Journal of Medicinal Chemistry; vol. 183; (2019);,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Some common heterocyclic compound, 873191-23-2, name is 5-(Bromomethyl)-1,3-dimethyl-1H-pyrazole, molecular formula is C6H9BrN2, 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. name: 5-(Bromomethyl)-1,3-dimethyl-1H-pyrazole

General procedure: The phenanthridine skeletons1-8 (0.1 mmol) were dissolved in dryTHF (10 mL), and NaH (50 mg, 2 mmol), and 3-(bromomethyl)pyridine,3-(chloromethyl)-1,5-dimethyl-1H-pyrazole or 5-bromomethyl-1,3-dimethyl-1H-pyrazole (1 mmol) were added. The mixture was stirred atrt. for 12 h and quenched with H2O (50 mL) in an ice bath. The solutionwas evaporated to remove the THF and extracted with CH2Cl2(2×30 mL). The organic layer was washed with saturated NaHCO3 andbrine, dried over MgSO4, filtered and concentrated. The residue waspurified by column chromatography using petroleum-EtOAc as theeluent to afford about 35 mg of each phenanthridine compound.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 873191-23-2, its application will become more common.

Reference:
Article; Chen, Duo-zhi; Yang, Bi-juan; He, Xiao-li; Fan, Shi-rui; Cai, Jie-yun; Jing, Chen-xu; Zhang, Heng; Zhang, Yu; Li, Lin; Hao, Xiao-jiang; Bioorganic Chemistry; vol. 84; (2019); p. 285 – 294;,
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. 70817-26-4, name is (1-Phenyl-1H-pyrazol-4-yl)methanol, A new synthetic method of this compound is introduced below., SDS of cas: 70817-26-4

(1 -Phenyl- lH-pyrazol-4-yl)~methanol (2 g) in dichloromethane (15 mL) was treated with thionyl chloride (10 mL) and the mixture stirred at 200C for Ih. The resulting suspension was diluted with wA¸hexane (15 mL) and the solid collected by filtration to afford the subtitled compound as an off-white solid (1.120 g).1H NMR (400 MHz, CDCl3) I’ 8.61 (IH, s), 7.84 – 7.80 (3H, m), 7.53 – 7.47 (2H, m), 7.35 7.30 (IH, m), 4.77 (2H, s).

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; ARGENTA DISCOVERY LIMITED; ASTRAZENECA AB; WO2009/153536; (2009); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Synthetic Route of 920006-32-2, These common heterocyclic compound, 920006-32-2, name is 1-Isopropylpyrazole-5-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.

tert-Butyl [2-(3-chloro-5-fluorobenzyl)-4-methyl-1,3-thiazol-5-yl]carbamate (240 mg, 0.67 mmol) obtained in Example 145-E) was dissolved in 12M hydrochloric acid (1 mL) and ethanol (1 mL), and the mixture was stirred at room temperature for 1 hr. The reaction mixture was concentrated under reduced pressure, basified with saturated aqueous sodium hydrogen carbonate solution, and extracted with ethyl acetate. The extract was dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The residue was dissolved in DMF (2 mL), 1-(1-methylethyl)-1H-pyrazole-5-carboxylic acid (104 mg, 0.67mmol)), HATU (307 mg, 0.81 mmol) and DIEA (0.058 mL, 0.34 mmol) were added at room temperature, and the mixture was stirred at 60C for 3 hr. The reaction mixture was diluted with saturated aqueous sodium hydrogen carbonate solution, and extracted with ethyl acetate. The extract was washed with water and saturated brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography [eluent: hexane-ethyl acetate (90:10-50:50)] to give the title compound (130 mg) as a pale-brown powder (yield 49%). MS (ESI+): [M+H]+ 393. 1H NMR (300 MHz, CDCl3) delta 1.51 (6H, d, J = 6.8 Hz), 2.40 (3H, s), 4.20 (2H, s), 5.30-5.65 (1H, m), 6.64 (1H, d, J = 2.3 Hz), 6.87-7.05 (2H, m), 7.11 (1H, s), 7.57 (1H d, J = 1.9 Hz), 7.72 (1H, brs).

The synthetic route of 920006-32-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Takeda Pharmaceutical Company Limited; EP2530078; (2012); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

These common heterocyclic compound, 39846-84-9, name is Ethyl 5-nitro-1H-pyrazole-3-carboxylate, 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 C6H7N3O4

Zinc powder (50 g, 765 mmol) was added portion-wise at 0 C to a solution of ethyl 5-nitro-1H- pyrazole-3-carboxylate (10 g, 53.5 mmol) in acetic acid (100 mL) and water (20 mL). The resulting mixture was stirred to rt for 3 h, then filtered and the pH of the filtrate was adjusted to 8 with ammonium hydroxde and extracted with EtOAc (2 x 500 mL). The combined organic layers dried over Na2S04 and concentrated which gave the title compound (6 g, 53%) as a solid. The compound was used in next step without further purification. MS (ES+) 156.11 [M+H]+.

The synthetic route of Ethyl 5-nitro-1H-pyrazole-3-carboxylate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MEDIVIR AKTIEBOLAG; ERSMARK, Karolina; KARLSTROeM, Sofia; KLASSON, Bjoern; LUNDGREN, Stina; ROSENQUIST, Asa; SALVADOR ODEN, Lourdes; (155 pag.)WO2018/226150; (2018); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Synthetic Route of 113808-86-9, 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. 113808-86-9, name is 3,5-Dimethylpyrazole-4-carboxylic Acid belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

EXAMPLE 11; [4-(5-{3-[(1-Acetyl-piperidine-4-carbonyl)-(3-chloro-4-methyl-phenyl)-amino]-propyl}-hexahydro-pyrrolo[3,4-c]pyrrole-2-carbonyl)-3,5-dimethyl-pyrazol-1-yl]-acetic acid trifluoro acetate (II-18); step 1-; A mixture of 3,5-dimethyl-1H-pyrazole-4-carboxylic acid (820 mg; CAS Reg No. 113808-86-9), 11a (2.42 g), TEA (2.2 mL) and PyBOP (5.84 g) in DMF (15 mL) was stirred at RT overnight. The reaction was quenched by addition of water and partitioned between water and EtOAc. The organic layer was separated and washed 3 times with water and once with brine, dried (MgSO4), filtered and evaporated. The residue was purified via SiO2 chromatography eluting with DCM/MeOH/NH4OH to afford 0.829 g of 62a.

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, 3,5-Dimethylpyrazole-4-carboxylic Acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Lemoine, Remy; Melville, Chris Richard; Rotstein, David Mark; Wanner, Jutta; US2007/191335; (2007); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

920006-32-2, name is 1-Isopropylpyrazole-5-carboxylic Acid, 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. Quality Control of 1-Isopropylpyrazole-5-carboxylic Acid

DIPEA (94 pL, 0.57 mmol) was added to a stirred solution of Intermediate 56 (70 mg, 0.19 mmol), 1 -(propan-2-yl)- 17/-pyrazolc-5-carboxylic acid (44 mg, 0.28 mmol) and HATU (112 mg, 0.29 mmol) in DCM (2.5 mL) at r.t. The reaction mixture was stirred at r.t. for 18 h, then diluted with water (5 mL) and extracted with DCM (3 x 15 mL). The combined organic phases were separated using a hydrophobic PTLE frit, and concentrated in vacuo. The residue was purified by flash column chromatography on silica, using a gradient of fc/7-butyl methyl ether in heptane (0-80%), to afford the title compound (61 mg, 65%) as a white solid. 5H (250 MHz, DMSO-de) 10.12 (s, 1H), 8.45 (d, J8.2 Hz,1H), 7.70-7.66 (m, 1H), 7.50 (d, 1.9 Hz, 1H), 7.43-7.33 (m, 2H), 7.12 (d, J5.6 Hz, 1H), 6.95 (d, 2.0 Hz, 1H), 6.81 (d, J5.7 Hz, 1H), 5.44-5.34 (m, 1H), 4.37 (t, j 8.5 Hz, 1H), 3.99-3.90 (m, 2H), 3.77-3.67 (m, 2H), 2.11-2.01 (m, 2H), 1.91-1.75 (m, 2H), 1.74-1.65(m, 2H), 1.63-1.56 (m, 1H), l.37 (d, 6.6 Hz, 3H), 1.34 (d, J6.6 Hz, 3H), 1.32-1.26 (m, 1H), 1.25-1.18 (m, 1H), 1.16-1.10 (m, 2H), 1.10-1.01 (m, 1H), 0.92-0.81 (m, 5H). uPLC- MS (method 1): MH+ m/z 491, RT 4.06 minutes.

The synthetic route of 920006-32-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; UCB BIOPHARMA SRL; BRACE, Gareth Neil; BROOKINGS, Daniel Christopher; FOULKES, Gregory; LECOMTE, Fabien Claude; (0 pag.)WO2020/11731; (2020); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Related Products of 89260-46-8, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 89260-46-8 name is 3-(1H-Pyrazol-3-yl)aniline, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

A cooled (0 0C) solution of 6-(cyclopropylmethyl(propyl)amino)pyrimidine-4- carboxylic acid (Intermediate 21 , 112 mg; 0.45 mmol) in DCM was treated with diisopropylethylamine (78.4 mL; 0.52 mmol) and methyl chloroformate(36.2 mL; 0.47 mmol). After stirring at 0 0C for 15 minutes, 3-(1 H-pyrazol-3- yl)aniline (Apollo, 107 mg; 0.67 mmol) was added and the mixture stirred for 72 hours. The solvent was evaporated and the compound purified by preparative HPLC to give the title compound as a white solid. 1H NMR (400MHz, CDCI3) delta 10.08 (1 H, br s), 8.58 (1 H, s), 8.19 (1 H, s), 7.76 (1 H, d, J = 8.0 Hz), 7.64 (1 H, d, J = 2.3 Hz), 7.57 (1 H, d, J = 7.7 Hz), 7.49- 7.34 (2H, m), 6.67 (1 H, d, J = 2.3 Hz), 3.53 (4H, s), 1.75-1.63 (2H, m), 1.09 (1 H, s), 0.97 (3H, t, J = 7.4 Hz), 0.57 (2H, d, J = 7.7 Hz), 0.35-0.29 (2H, m). MS (ESI-) 375. HPLC (Condition C) Rt 3.75 min (HPLC purity 99.9%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3-(1H-Pyrazol-3-yl)aniline, and friends who are interested can also refer to it.

Reference:
Patent; LABORATOIRES SERONO SA; WO2009/19167; (2009); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Application of 84547-87-5, 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 84547-87-5 as follows.

(c) 3,8-Dichlorodipyrazolo[T .5-a; 1 ‘,5’-d]pyrazine-4,9-dior.eA mixture of 4-chloropyrazole-3-carboxylic acid (2.0 mmol, 300 mg; see step (b) above) in tbionyl chloride (25 mL) was heated at reflux for 3 days. The excess thionyl chloride was removed in vacuo and the crude product employed in the next step without purification.

According to the analysis of related databases, 84547-87-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BIOLIPOX AB; WO2007/45868; (2007); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics