Category: 641569-94-0

Synthetic Route of 641569-94-0, 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. 641569-94-0, name is 4-Methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzoic acid. A new synthetic method of this compound is introduced below.

4-methyl-3-[[4-(3-pyridinyl)-2-pyrimidinyl]amino]benzoic acid (100 g, 0.326 mole) and 5-(4-methyl- IH-imidazol-1-yl)-3-(trifluoromethyl)benzenamine (78.75 g, 0.326 mole) were stirred in N-methyl pyrrolidone (700 ml) at 55-60C. Thionyl chloride (83 ml, 0.978 mole) was added and the temperature of the reaction mass was raised to 75C and stirred for 6 hours. The reaction masswas cooled to 40-45C, and water (500 ml) was added. The reaction mass was cooled to 20-25C and acetone (3000 ml) was added. The reaction mass was further stirred for 12 hours. The solid was isolated by filtration and washed with acetone to obtain nilotinib base.Yield :- 200 g

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,641569-94-0, its application will become more common.

Reference:
Patent; CIPLA LIMITED; KING, Lawrence; RAO, Dharmaraj Ramachandra; MALHOTRA, Geena; PATHI, Srinivas Laxminarayan; CHINIMILLI, Venugopalarao; GANGRADE, Manish Gopaldas; (21 pag.)WO2016/151304; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.641569-94-0, name is 4-Methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzoic acid, molecular formula is C17H14N4O2, molecular weight is 306.32, as common compound, the synthetic route is as follows.Safety of 4-Methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzoic acid

[00203] To a 1 liter reactor was fed 40 g of 4-methyl-3-(4-(pyridine-3-yl)pyrimidin- 2-ylamino)benzoic acid (0.13 mol), 200 ml of N-methyl pyrrolidone (NMP) (5V) and 13 ml of thionyl chloride (0.18 mol). The reactor was heated to 60C and maintained at 60C for 1.5 hr. After 1.5 hr of heating, 31.5 g of 3-(trifluoromethyl)-5-(4-methyl-lH-imidazol- 1 -yl)benzenamine (0.13 mol) was fed into the reactor. The reactor was then heated to 90C, and maintained for 30 minutes at this temperature. Then 200 ml (5 V) of water was added. The resulting mixture was maintained for 2 hours at 90C. Then, an additional 240 ml (6V) of N-methyl pyrrolidone was added, followed by 26.5 ml of sodium hydroxide (47% aqueous) to raise the pH to 6.5-7. The reactor was then cooled to 40C and maintained for 3 hours. The mixture was then filtered and the filter cake was washed with ethanol and water. The washed material was then dried in a vacuum tray oven overnight to provide dry Nilotinib base (62.1 g, Yield 90%)

At the same time, in my other blogs, there are other synthetic methods of this type of compound,641569-94-0, 4-Methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzoic acid, and friends who are interested can also refer to it.

Reference:
Patent; TEVA PHARMACEUTICAL INDUSTRIES LTD.; TEVA PHARMACEUTICALS USA, INC.; PIRAN, Maytal; RENDELL, Jacob; WO2011/163222; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 641569-94-0, With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.641569-94-0, name is 4-Methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzoic acid, molecular formula is C17H14N4O2, molecular weight is 306.32, as common compound, the synthetic route is as follows.

Dissolve 4-Methyl-3-[[4- (3-pyridinyl) -2-pyrimidinyl] amino] benzoic acid (16.6 mg) and compound D (20 mg) in CH2Cl2 (0.5 mL),N, N-diisopropylamine (14 uL),N, N-Dimethyl-4-aminopyridine (3.3 mg),1- (3-Dimethylaminopropyl) -3-ethylcarbodiimide hydrochloride (15.5 mg) was added and allowed to stir at room temperature. The mixture was stirred overnight, washed with saturated aqueous sodium hydrogen carbonate solution and saturated brine, dried over sodium sulfate and filtered. The obtained filtrate was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography (chloroform: methanol = 95: 5 ? 9: 1) to obtain IMT-5 precursor (tin compound) (34.6 mg, white solid).

Statistics shows that 641569-94-0 is playing an increasingly important role. we look forward to future research findings about 4-Methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzoic acid.

Reference:
Patent; Kyoto University; Arkray Corporation; Saji, Hideo; Kimura, Hiroyuki; Matsuda, Hirokazu; Soma, Tasukukei; Nakanishi, Shuichi; (26 pag.)JP2019/64987; (2019); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 641569-94-0, name is 4-Methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzoic acid, molecular formula is C17H14N4O2, The 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. Computed Properties of C17H14N4O2

Example 13; Preparation of 3-(4-(pyridin-3-yl)pyrimidin-2-ylamino)-4-methylbenzoyl chloride, dihydrochloride of the formula (X-Cl).2HCl:Thionyl chloride (1400 ML) was added to 3-(4-(pyridin-3-yl)pyrimidin-2-ylamino)-4-methylbenzoic acid of formula X (39 gms). This mixture was heated to 60-70 C. and stirred for 10-12 hours. The reaction mixture was then cooled to 30-27 C. The obtained slurry was filtered and the solid was washed with dichloromethane. The wet product was dried at 55-60 C. under reduced pressure. Dry wt: 140 gm Yield: 95.4 Purity: above 98% by HPLC Hydrochloride content (by Argentometry titration): 27.48%

With the rapid development of chemical substances, we look forward to future research findings about 641569-94-0.

Reference:
Patent; TEVA PHARMACEUTICAL INDUSTRIES LTD.; US2010/16590; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 641569-94-0, name is 4-Methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzoic acid. This compound has unique chemical properties. The synthetic route is as follows. 641569-94-0

Add 4-Methyl-3-[[4- (3-pyridinyl) -2-pyrimidinyl] amino] benzoic acid (107.2 mg, 0.35 mmol), add thionyl chloride (0.50 mL), DMF (3 drops) and bring to room temperature The mixture was stirred for 17 hours. The solution was then concentrated to dryness.After that, THF (5.0 mL) was added and 3-Bromo-4- (4-methyl-piperazin-1-ylmethyl) -phenylamine (C) (82.4 mg, 0.29 mmol),DMAP (1.2 mg, 0.01 mmol),N, N-Diisopropylethylamine (60.6 muL, 0.35 mmol) was added and the mixture was stirred at room temperature for 2.5 hours. Add water and ethyl acetate,After washing with saturated aqueous sodium hydrogen carbonate solution, the solvent was distilled off. The obtained residue is subjected to silica gel column chromatographyPurification by (chloroform: methanol = 5: 1) gave IMT-5 precursor (43.0 mg, 0.075 mmol, 25%, white solid)

Statistics shows that 641569-94-0 is playing an increasingly important role. we look forward to future research findings about 4-Methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzoic acid.

Reference:
Patent; Kyoto University; Arkray Corporation; Saji, Hideo; Kimura, Hiroyuki; Matsuda, Hirokazu; Soma, Tasukukei; Nakanishi, Shuichi; (26 pag.)JP2019/64987; (2019); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

641569-94-0, With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.641569-94-0, name is 4-Methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzoic acid, molecular formula is C17H14N4O2, molecular weight is 306.32, as common compound, the synthetic route is as follows.

[DIETHYLCYANOPHOSPHONATE (ALDRICH,] Buchs, Switzerland; 0.33 mL, 2.0 [MMOL)] is added to a stirred mixture of [4-METHYL-3- [ [4- (3-PYRIDINYL)-2-PYRIMIDINYL] AMINO]-BENZOIC] acid (306 mg, 1.0 [MMOL),] [3- [ (1-HYDROXY-1-METHYLETHYL)]-5- (1,] 1, 1-trifluoromethyl) benzeneamine (220 mg, 1.0 [MMOL)] and triethylamine [(560, UL,] 4.0 [MMOL)] in 5 mL N,N-dimethylformamide at [10C.] After stirring for 3 hours at [60C,] the mixture is treated with saturated aqueous solution of sodium hydrogen carbonate and extracted three times with ethyl acetate. The combined extracts are dried (MgSO4), filtered and the solvent is evaporated off under reduced pressure to afford a crude product which is recrystallised from ethylacetate to give the title compound as a crystalline solid, m. p. [253-258C.]

Statistics shows that 641569-94-0 is playing an increasingly important role. we look forward to future research findings about 4-Methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzoic acid.

Reference:
Patent; NOVARTIS AG; NOVARTIS PHARMA GMBH; WO2004/5281; (2004); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

641569-94-0, 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. 641569-94-0, name is 4-Methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzoic acid. A new synthetic method of this compound is introduced below.

The compound of formula VI (3.5 g), Toluene (35 ml),Thionyl chloride (14 ml) was added to the reaction flask, The temperature was raised to 80 C for 5 h. The reaction solution was spin-dried, A solution of 3- (4-ethyl-1H-imidazol-1-yl) -5- (trifluoromethyl) aniline (2.0 g) Acetonitrile (70 ml), The temperature was raised to 80 C for 7 h. The reaction solution was concentrated, To give a black oil, The black oil was separated and purified on a silica gel column, The eluent is dichloromethane: Methanol = 30: 1, Collect products, Concentration gave 2.9 g of the compound of formula II, The molar yield was 69% and the HPLC purity was 98.40%.

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. 641569-94-0, 4-Methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzoic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Jiangsu Xiansheng Pharmaceutical Co., Ltd.; Guo Qi; Huang Junjie; Liao Mingyi; (7 pag.)CN106905298; (2017); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem