Category: 866837-96-9

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. 866837-96-9, name is Ethyl 5-amino-1-phenyl-1H-pyrazole-3-carboxylate belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. HPLC of Formula: C12H13N3O2

To a solution of 2,4-dichloro-5-(pyridin-2-yl)benzoic acid (Preparation 30, 3.76 g, 14.02mmol) and ethyl 5-amino-i -phenyl-1H-pyrazole-3-carboxylate (3.89 g, 16.83 mmol) in 2-methyltetrahydrofuran (150 mL) was added DIPEA (7.33 mL, 42 mmol) and the reactionwas heated to 95C. T3P (50% solution in EtOAc, i6.53 mL, 28 mmol) was added andthe reaction was stirred at 95C for i8 hours. The reaction was cooled and partitioned between saturated aqueous sodium carbonate solution (200 mL) and EtOAc (200 mL). The organic layer was collected, washed with brine, dried over magnesium sulphate and concentrated in vacuo. The residue was triturated with TBME to afford the tftlecompound (5.72 g, 85%).1H NMR (400MHz, DMSO-d6): O ppm 1.33 (t, 3H), 4.35 (q, 2H), 7.03 (s, 1H), 7.47-7.55(m, 4H), 7.61 (d, 2H), 7.72 (d, 2H), 7.75 (5, 1H), 7.98 (t, 1H), 8.74 (d, 1H), 10.88 (1H).LCMS Rt = 3.24 minutes MS mlz 481 [M+H]

The synthetic route of 866837-96-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PFIZER INC.; BAGAL, Sharanjeet Kaur; CUI, Jingrong Jean; GREASLEY, Samantha Elizabeth; LUNNEY, Elizabeth Ann; MCALPINE, Indrawan James; NAGATA, Asako; NINKOVIC, Sacha; OMOTO, Kiyoyuki; SKERRATT, Sarah Elizabeth; STORER, Robert Ian; WARMUS, Joseph Scott; WO2015/170218; (2015); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Reference of 866837-96-9, These common heterocyclic compound, 866837-96-9, name is Ethyl 5-amino-1-phenyl-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.

1 -Phenyl-5-(3-phenyl-ureido)-1 H-pyrazole-3-carboxylic acid 145,3mg (3,63mmol, 1 ,2Eq) of a 60%suspension of NaH in mineral oil aresuspended in 25ml of dioxane, 700mg (3,03 mmol) of ethyl 5-am ino-1 -^-fluorophenyl)-. H-pyrazole-3-carboxylate are added and the resulting mixture is stirred for 10 minutes at RT: Then phenylisocanate (360, 6mg, 3,03mmol, 1 Eq) is added and the resulting mixture is heated to 80C for 5hours. After cooling 7ml of 1 M NaOH are added and the resulting mixture is stirred overnight at RT. The solvent is evaporated in vacuo and the obtained crude product is subjected to HPLCchromatography. 257mg (26%) of the pure product are obtained.

Statistics shows that Ethyl 5-amino-1-phenyl-1H-pyrazole-3-carboxylate is playing an increasingly important role. we look forward to future research findings about 866837-96-9.

Reference:
Patent; SANOFI; RUF, Sven; SADOWSKI, Thorsten; HORSTICK, Georg; SCHREUDER, Herman; BUNING, Christian; OLPP, Thomas; WIRTH, Klaus; WO2012/101199; (2012); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Related Products of 866837-96-9,Some common heterocyclic compound, 866837-96-9, name is Ethyl 5-amino-1-phenyl-1H-pyrazole-3-carboxylate, molecular formula is C12H13N3O2, 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.

5-(3,3-Dimethyl-2-oxo-butylamino)-1 -phenyl-1 H-pyrazole-3-carboxylic acid ethyl ester; O,6g (25,9mmol) of 5-Amino-1 -phenyl-1 H-pyrazole-3-carboxylic acid ethyl ester are dissolved in 50ml DMF, 4,65g (25,9mmol) 1 -bromopinacolone and 16g (49.1 mmol, 1 ,9eq) of Cs2CO3 are added and the resulting mixture is heated to 100C for4hours.The reaction mixture is filtrated and the solvent removed in vacuo, the residue is subjected to preparative HPLC chromatography to obtain 2g (23%) of the product.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Ethyl 5-amino-1-phenyl-1H-pyrazole-3-carboxylate, its application will become more common.

Reference:
Patent; SANOFI; RUF, Sven; SADOWSKI, Thorsten; HORSTICK, Georg; SCHREUDER, Herman; BUNING, Christian; OLPP, Thomas; WIRTH, Klaus; WO2012/101199; (2012); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Reference of 866837-96-9,Some common heterocyclic compound, 866837-96-9, name is Ethyl 5-amino-1-phenyl-1H-pyrazole-3-carboxylate, molecular formula is C12H13N3O2, 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.

5-Amino-1-phenyl-lH-pyrazole-3-carboxylic acid ethyl ester (0.63 g, 2.72 mmoles) was dissolved in 10 ml of anhydrous tetrahydrofuran. Then, 442 mg of benzoyl thioisocyante (2.72 mmoles) was added. The mixture was heated at 90C for 2 hours and the reaction was monitored by LCMS. After the completion of reaction, the THF was removed in vacuo to give 1.02 g of desired product (yield: 96%), which was dried under high vacuum. The product was used for the next step without further purification

The synthetic route of 866837-96-9 has been constantly updated, and we look forward to future research findings.

Electric Literature of 866837-96-9, These common heterocyclic compound, 866837-96-9, name is Ethyl 5-amino-1-phenyl-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.

General Procedure E15-Amino-1-phenyl-1H-pyrazole-3-carboxylic acid2 g (8.65 mmol) of ethyl 5-amino-1-phenyl-1H-pyrazole-3-carboxylate are dissolved in 20 ml EtOH and 20 ml of 1M NaOH solution are added. The mixture is stirred overnight, the solvent removed in vacuo and the crude product subject to HPLC chromatography: Yield: 65%

The synthetic route of 866837-96-9 has been constantly updated, and we look forward to future research findings.

Related Products of 866837-96-9, 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. 866837-96-9 name is Ethyl 5-amino-1-phenyl-1H-pyrazole-3-carboxylate, 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.

Pyridine (12.9 mL, 161 mmol) was added to a solution of ethyl 5-amino-1-phenyl-1H- pyrazole-3-carboxylate (9.32 g, 40.3 mmol) and 5-bromo-2-chlorobenzoic acid (10.4 g,44.3 mmol) in 2-methyl-tetrahydrofuran (100 mL). The reaction was heated to 85C before the addition of propylphosphonic anhydride (38.5 mL, 60.4 mmol, 50% solution in EtOAc) drop-wise. The reaction was heated at 85C for 16 hours before cooling to room temperature. The organic solution was washed with saturated aqueous sodium hydrogen carbonate solution (3 x 25 mL), saturated brine (30 mL) and concentrated invacuo. The resulting solid was triturated with TBME (5 x 50 mL) to afford the titlecompound (13.7 g, 76%).1H NMR (400MHz, CDCI3): O ppm 1.42 (t, 3H), 4.44 (q, 2H), 7.25 (d, 1H), 7.39 (5, 1H),7.51 (m, 5H), 8.02 (d, 1H), 8.43 (5, 1H).LCMS Rt = 3.13 minutes MS mlz 448 [M+H]

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Ethyl 5-amino-1-phenyl-1H-pyrazole-3-carboxylate, and friends who are interested can also refer to it.

Application of 866837-96-9, 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. 866837-96-9, name is Ethyl 5-amino-1-phenyl-1H-pyrazole-3-carboxylate belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

Ethyl 5-amino-1-phenyl-1H-pyrazole-3-carboxylate (498 mg) synthesized according to the method described in W02004/98589 and 4-dimethylaminopyridine (21 mg) were dissolved in pyridine (10 mL), and benzenesulfonyl chloride (461 mg) was added at room temperature. After stirring at 85C for 8 hr, 1 mol/L hydrochloric acid was added, and the mixture was extracted with ethyl acetate. The extract was washed with 1 mol/L hydrochloric acid, water and saturated brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluent: hexane-ethyl acetate=1:1?ethyl acetate), and the obtained solid was washed with a mixed solvent of diisopropyl ether and ethyl acetate to give the title compound as a brown powder (yield 445 mg, yield 69%). 1H-NMR(CDCl3)delta:1.40(3H,t,J=7.2Hz), 4.40(2H,q,J=7.2Hz), 5.29(1H,s), 6.79(1H,s), 7.07-7.10(2H,m), 7.35-7.49(5H,m), 7.60-7.65(1H,m), 7.68-7.72(2H,m).

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, Ethyl 5-amino-1-phenyl-1H-pyrazole-3-carboxylate, other downstream synthetic routes, hurry up and to see.