1186608-73-0 | Pyridine-derivatives

Simple exploration of 3-Methyl-1H-pyrazolo[3,4-b]pyridin-5-amine

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1186608-73-0, its application will become more common.

Adding a certain compound to certain chemical reactions, such as: 1186608-73-0, 3-Methyl-1H-pyrazolo[3,4-b]pyridin-5-amine, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound, 1186608-73-0, blongs to pyridine-derivatives compound. name: 3-Methyl-1H-pyrazolo[3,4-b]pyridin-5-amine

3-Methyl-lH-pyrazolo[3,4-b]pyridin-5-amine (0.100 g, 0.675 mmol, Example4, Step B), 2,6-difluoro-3-(3-fluoropropylsulfonamido)benzoic acid (0.211 g, 0.709 mmol), EDCI (0.136 g, 0.709 mmol) and HOBt (0.091 g, 0.675 mmol) were dissolved in DMF (1.9 mL) and stirred at room temperature for 16 hours. The reaction mixture was purified by reverse phase HPLC to give 2,6-difluoro-3 -(3 -fluoropropylsulfonamido)-N-(3 -methyl- IH- pyrazolo[3,4-b]pyridin-5-yl)benzamide (0.085 g, 29%) as a solid. 1H NMR (400 MHz, d6- DMSO) delta 13.22 (s, IH), 11.05 (s, IH), 9.93 (br s, IH), 8.60-8.59 (m, IH), 8.55-8.54 (m, IH), 7.59-7.53 (m, IH), 7.30-7.25 (m, IH), 4.62 (t, IH), 4.50 (t, IH), 3.26-3.23 (m, 2H), 2.20-2.07 (m, 2H); m/z (ES-MS) 428.1 (100.0%) [M+l].

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1186608-73-0, its application will become more common.

Reference:
Patent; ARRAY BIOPHARMA INC.; GENENTECH, INC.; AHRENDT, Kateri A.; BUCKMELTER, Alexandre J.; DE MEESE, Jason; GRINA, Jonas; HANSEN, Joshua D.; LAIRD, Ellen R.; LUNGHOFER, Paul; MORENO, David; NEWHOUSE, Brad; REN, Li; SEO, Jeongbeob; TIAN, Hongqi; WENGLOWSKY, Steven Mark; FENG, Bainian; GUNZNER, Janet; MALESKY, Kim; MATHIEU, Simon; RUDOLPH, Joachim; WEN, Zhaoyang; YOUNG, Wendy B.; WO2009/111279; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Simple exploration of 3-Methyl-1H-pyrazolo[3,4-b]pyridin-5-amine

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1186608-73-0, its application will become more common.

New learning discoveries about 3-Methyl-1H-pyrazolo[3,4-b]pyridin-5-amine

Statistics shows that 1186608-73-0 is playing an increasingly important role. we look forward to future research findings about 3-Methyl-1H-pyrazolo[3,4-b]pyridin-5-amine.

Reference of 1186608-73-0, 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.1186608-73-0, name is 3-Methyl-1H-pyrazolo[3,4-b]pyridin-5-amine, molecular formula is C7H8N4, molecular weight is 148.17, as common compound, the synthetic route is as follows.

EXAMPLE 16: Tetra-butyl 3-(3-methyl-lH-pyrazolo r3.4-blpyridine-5- ylamino)piperidine- 1 -carboxylateTo a stirred solution of 3-Methyl-lH-pyrazole[3,4-¾]pyridn-5-amine (500mg, 3.3mmol) in EtOH (50ml), tert-butyl 3 -oxopiperidine-1 -carboxylate (74mg, l . lmmol) was added and reaction mass was cooled to 0C. Acetic acid (0.018ml, 0.33mmol) was added after which reaction mixture was stirred for 20 minutes. Sodium cyanoborohydride (42mg, 0.66mmol) was added and stirred for 12h at RT. TLC showed absence of SM. The reaction mixture was quenched with brine solution and extracted with ethyl acetate. The extract was washed with water and concentrated. Organic layer was dried over anhydrous sodium sulphate, dried and concentrated. Product was purified by flash column chromatography over 230-400 mesh silica gel using 2-5% MeOH/ DCM as eluent to afford the desired product 20, 500mg (Yield: 45%) as white solid. The product was confirmed by 1HNMR and MS spectrum analysis. 1H NMR (400 MHz, CDC13) delta: 8.13 (s, 1H), 7.19 (s, 1H), 3.95 (m, 1H), 3.25 (m, 1H), 3.43 (m, 1H), 3-3.25 (m, 2H), 2.52 (s, 3H), 2.15 (m. 1H), 1.78 (m, 1H), 1.6 (m, 2H), 1.49 (s, 9H); Ms- 331 (M-56), LCMS- 97%.

Statistics shows that 1186608-73-0 is playing an increasingly important role. we look forward to future research findings about 3-Methyl-1H-pyrazolo[3,4-b]pyridin-5-amine.

Reference:
Patent; ARRIEN PHARMAEUTICALS LLC; VANKAYALAPATI, Hariprasad; APPALANENI, Rajendra, P.; REDDY, Y., Venkata Krishna; WO2012/135631; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Sources of common compounds: 1186608-73-0

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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. 1186608-73-0, name is 3-Methyl-1H-pyrazolo[3,4-b]pyridin-5-amine. A new synthetic method of this compound is introduced below., HPLC of Formula: C7H8N4

EXAMPLE 4: 5-Bromo-3-methyl-lH-pyrazolo-r3,4-&1pyridineA stirred solution 3-Methyl-lH-pyrazole[3,4-b]pyridin-5-amine (200mg, 1.35mmol) in 48% hydrobromic acid (1.46ml, 27.02mmol) and water (1.5ml) was cooled to -5 C. A solution of sodium nitrite (lOOmg, 1.47mmol) in water (0.5ml) was added to this reaction mixture at 0 C. Then this reaction mixture was added to a suspension of copper (I) bromide (300mg, 2.02mmol) in 48% hydrobromic acid (0.4ml) maintained at 0C. Reaction mixture was stirred for 4h at RT. Reaction mixture was extracted with ethyl acetate. The extract was washed with water (3x 20ml) and sodium carbonate solution (2x 15ml). The combined organic layer was dried over anhydrous sodium sulphate, filtered and concentrated. Purification was done by flash column over 230-400 mesh silica gel eluting with 25% ethyl acetate/ petroleum ether to get the desired product 6, lOOmg (Yield -35%) as white solid. The product was confirmed by 1HNMR and MS spectrum analysis. 1H NMR (400 MHz, CDC13) delta: 10.92 (bs, 1H), 8.59 (s, 1H), 8.21 (s, 1H), 2.59 (s, 1H); MS: 212 (M+l).