Category: 55589-47-4

Adding a certain compound to certain chemical reactions, such as: 55589-47-4, 3-Methylpicolinaldehyde, 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, Recommanded Product: 3-Methylpicolinaldehyde, blongs to pyridine-derivatives compound. Recommanded Product: 3-Methylpicolinaldehyde

(7-(4-Methylpiperazin-1-yl)-1H-imidazo[4,5-b]pyridin-2-yl)methanamine (50 mg, 0.2 mmol) was dissolved in 2 mL of DCE (1,2-Di Chloroethane) 3-methyl-2-pyridinecarboxaldehyde (0.2 mmol, 24 mg) and NaBH(OAc)3 (64 mg, 0.3 mmol) were added and the mixture was stirred at room temperature for 2 h. Diluted with DCM and washed with saturated sodium bicarbonate and saturated brine, the organic layer was dried over anhydrous sodium sulfate, concentrated by filtration, and the residue was purified by column chromatography to give the title compound as a pale yellow gum (46percent yield).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,55589-47-4, 3-Methylpicolinaldehyde, and friends who are interested can also refer to it.

Reference:
Patent; Chinese Academy Of Sciences Shanghai Pharmaceutical Institute; Long Yaqiu; Cao Bin; (103 pag.)CN103570683; (2018); B;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 55589-47-4, 3-Methylpicolinaldehyde, 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, 55589-47-4, blongs to pyridine-derivatives compound. HPLC of Formula: C7H7NO

To a solution of X4-172-4 (1.0 g, 7.34 mmol), L-proline (338 mg, 2.94 mmol) and 3-methylpicolinaldehyde (1.07 g, 8.81 mmol) in MeOH (200.0 mL) was added methanamine aq. (8 mL, 40percent). The solution was stirred at room temperature overnight. The solvent was removed under reduce pressure and purified by column chromatography to give X4- 172-1 (1.4 g, 70.5 percent yield) as yellow solid. LCMS (Agilent LCMS 1200-6120, Column: Waters X-Bridge C18 (50 mm*4.6 mm*3.5 jim); Column Temperature: 40 °C; Flow Rate: 2.0 mL/min; Mobile Phase: from 90percent [(total 10mM AcONH4) water/CH3CN = 9/1 (v/v)] and 10percent [(total 10mM AcONH4) water/CH3CN = 1/9 (v/v)] to 10percent [(total 10mM AcONH4) water /CH3CN =9/1 (v/v)] and 90percent [(total 10mM AcONH4) water/CH3CN = 1/9 (v/v)] in 1.6 mm, then under this condition for 2.4 mm, finally changed to 90percent [(total 10mM AcONH4) water/CH3CN = 9/1 (v/v)] and 10percent [(total 10mM AcONH4) water/CH3CN = 1/9 (v/v)] in 0.1 mm and under this condition for 0.7 mm). Purity: 61.0 percent. Rt = 1.09 mm; MS Calcd.: 270.1; MS Found: 271.1 [M + H]t

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,55589-47-4, its application will become more common.

Reference:
Patent; X4 PHARMACEUTICALS, INC.; BOURQUE, Elyse Marie Josee; SKERLJ, Renato; (279 pag.)WO2017/223229; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 55589-47-4 ,Some common heterocyclic compound, 55589-47-4, molecular formula is C7H7NO, 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.

Step D – 4- (5-(l-(6-methoxypyrimidine-4-yI)-8-f(3-methgammalpgammaridin~2~yl) methyll-2, 4-dioxo-l, 3, 8- triazaspiroN. 51 dec-3-yI| pyridin-2-gammal) benzoic acid, (10-1) A suspension of Compound 10-C (0.9 mmol), triacetoxyborohydride (2.09 mmol) and 3- methylpyridine-2-carboxaldehyde (1.43 mmol) in dry methylene chloride was treated with acetic acid (2.85 mmol) and stirred at ambient temperature over night. The mixture was diluted with methylene chloride and water and the pH was adjusted to pH 7 with 1 N NaOH. The layers were separated and the aqueous layer washed (x2) with methylene chloride. The combined organic layers was dried (MgSClambdai) and concentrated. Reverse Phase HPLC purification (Method C) afforded the title Compound 10-D (Example 10-1) as a salt of trifluoroacetic acid; 1H NMR(DMSO): delta = 13.05 -13.43 (b, 1H), 10.15-10.29 (b, 1H), 8.85 (s, 1H), 8.79 (s, 1H), 8.53 (s, 1H), 8.26-8.29 (m, 3H), 8.08-8.12 (m, 3H), 7.76 (d, J= 7.7 Hz, 1H), 7.55 (s, 1H), 7.39-7.42 (m, 1H), 4.73 (s, 2H), 3.98 (s, 3H), 3.78 (m, 2H), 3.66 (m, 2H), 3.52-3.58 (m, 2H), 2.52 (m, 2H), 2.37 (s, 3H). LCMS (Method A): 1.58 min, m/z (MH)+ = 580.1.

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. 55589-47-4, 3-Methylpicolinaldehyde, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MERCK SHARP & DOHME CORP.; PIERCE, Joan, M.; HALE, Jeffrey, J.; MIAO, Shouwu; VACHAL, Petr; WO2010/147776; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 55589-47-4, 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. 55589-47-4, name is 3-Methylpicolinaldehyde, molecular formula is C7H7NO, 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.

The compound (104.9 mg) obtained in Example 47-3 was dissolved in methanol (3.2 ml) and then added with the compound (36.3 mg) obtained in Example 53-1 and sodium cyanoborohydride (31.4 mg). Then, the solution was adjusted to pH 5 with acetic acid and then stirred at room temperature for 14 hours. After completion of the reaction, a 1 mol/l sodium hydroxide aqueous solution was added to the reaction solution, followed by separation/extraction with chloroform. The organic layer was dried with anhydrous sodium sulfate and the solvent was then distilled off. The residue was purified through silica gel column chromatography (chloroform/ethyl acetate) and then treated with hydrochloric acid, thereby obtaining hydrochloride (91.5 mg) of the subject compound as a white solid. MS(FAB,Pos.)m/z=525[M+H]+1H-NMR(500MHz,DMSO-d6) :delta=0.88(6H,t,J=7.3Hz),1.60-1.80(4H,m),2.37(3H,s),2.95(4H,t,J=7.1Hz),3.84(2H,s),4.16(2H, s),4.25(2H,s),4.28(2H,s),7.53(2H,d,J=8.5Hz),7.55(2H,d,J=8.3H z),7.62(2H,s),7.76(1H,dd,J=4.8,7.6Hz),7.83(2H,d,J=8.5Hz),7.8 6(2H,d,J=8.3Hz),8.22(1H,d,J=7.6Hz),8.65(1H,d,J=4.9Hz).

According to the analysis of related databases, 55589-47-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Kureha Chemical Industry Co., Ltd.; EP1550657; (2005); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

55589-47-4, 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.55589-47-4, name is 3-Methylpicolinaldehyde, molecular formula is C7H7NO, molecular weight is 121.14, as common compound, the synthetic route is as follows.

To a solution of X4-012-3 (4.0 g, 21.5 mmol), L-proline (1.0 g, 8.7 mmol) and 3-methylpicolinaldehyde (3.4 g, 28.0 mmol) in MeOH (200.0 mL) was added aq. methanamine (6 mL, 40percent). The solution was stirred at room temperature overnight. The solvent was removed under reduced pressure and purified by column chromatography to give X4-012-4 (4.1 g, 59.6 percent yield) as an orange solid. The structure was confirmed by H-HNOESY. LCMS (Agilent LCMS 1200-6120, Column: Waters X-Bridge C18 (50 mm*4.6 mm*3.5 iim); Column Temperature: 40 ¡ãC; Flow Rate: 2.0 mL/min; Mobile Phase: from 90percent [(total 10 mM AcONH4) water/CH3CN = 9/1 (v/v)] and 10percent [(total 10 mM AcONH4) water/CH3CN = 1/9 (v/v)] to 10percent [(total 10 mM AcONH4) water/CH3CN = 9/1 (v/v)] and 90percent [(total 10 mM AcONH4) water/CH3CN = 1/9 (v/v)] over 1.6 mm, then held under this condition for 2.4 mm, finally changed to 90percent [(total 10 mM AcONH4) water/CH3CN = 9/1 (v/v)] and 10percent [(total 10 mM AcONH4) water/CH3CN = 1/9 (v/v)] over 0.1 mm and held under this condition for 0.7 mi. Purity: 74.83 percent. Rt = 1.49 mm; MS Calcd.: 320.1; MS Found: 321.2 [M + H], MS Found:353.3 [M+MeOH].

Statistics shows that 55589-47-4 is playing an increasingly important role. we look forward to future research findings about 3-Methylpicolinaldehyde.

Reference:
Patent; X4 PHARMACEUTICALS, INC.; BOURQUE, Elyse Marie Josee; SKERLJ, Renato; (279 pag.)WO2017/223229; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 55589-47-4, name is 3-Methylpicolinaldehyde. This compound has unique chemical properties. The synthetic route is as follows. 55589-47-4

To a 50 mL RBF was added tert-butyl 4-(3-aminopropyl)piperazine-1-carboxylate (1.105 g, 4.54 mmol), DCE (Volume: 10.32 ml), 3-methylpicolinaldehyde (.5 g, 4.13 mmol) and STAB-H (1.575 g, 7.43 mmol). The reaction was stirred overnight then diluted with DCM and quenched with 2M NaOH. The organic layer was dried with Na2SO4, filtered and concentrated to a yellow oil which was purified via silica gel chromatography (DCM 2 minutes, 10percent B(80:20:3, DCM:MeOH:NH4OH) 5 minutes and 50percent B 9 minutes) to afford tert-butyl 4-(3-(((3-methylpyridin-2-yl)methyl)amino)propyl)piperazine-1-carboxylate (0.88 g, 2.53 mmol, 61 percent yield).1H NMR (400 MHz, CDCl3): delta = 8.37 (d, J= 5.0 Hz, 1H), 7.42 (d, J= 7.3 Hz, 1H), 7.07 (dd, J= 7.6, 4.8 Hz, 1H), 3.88 (s, 2H), 3.43 (t, J= 5.2 Hz, 4H), 2.79 (t, J= 6.8 Hz, 2H), 2.45 (t, J= 7.2 Hz, 2H), 2.39 (t, J= 5.2 Hz, 4H), 2.30 (s, 3H), 1.78 (pent, J= 7.0 Hz, 2H), 1.45 (s, 9H);

At the same time, in my other blogs, there are other synthetic methods of this type of compound,55589-47-4, 3-Methylpicolinaldehyde, and friends who are interested can also refer to it.

Reference:
Patent; EMORY UNIVERSITY; LIOTTA, Dennis C.; JECS, Edgars; WILSON, Robert James; NGUYEN, Huy Hoang; KIM, Michelle Bora; WILSON, Lawrence; MILLER, Eric James; TAHIROVIC, Yesim Altas; TRUAX, Valarie; KAISER, Thomas; (311 pag.)WO2018/156595; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

55589-47-4, Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 55589-47-4, name is 3-Methylpicolinaldehyde. This compound has unique chemical properties. The synthetic route is as follows.

To a microwave vial was added 4-[6-(2,4-dimethylpyrazol-3-yl)pyridazin-3-yl]oxy- l,2,3,3a,4,5,6,6a-octahydrocyclopenta[c]pyrrole hydrochloride (12 mg, 0.04 mmol) in DCM (0.5 mL) and THF (0.5 mL). Next, 3-methyl-2-pyridinecarboxaldehyde (20.5 mu^, 0.18 mmol) was added followed by sodium triacetoxyborohydride (39 mg, 0.18 mmol). The resulting suspension was stirred at ambient temperature for 18h then analyzed by LCMS. To the reaction was added saturated NaHCCb, and extracted with chloroform/IPA (4: 1). The organic solvents were concentrated, and the crude product was dissolved in DMSO (1 mL) and purified using the Gilson (Acidic, 30 x 50 mm column, 15 – 60percent ACN/ 0.1percent aqueous TFA, 4 min run). Fractions containing the product were basified with saturated NaHCC and extracted with chloroform/IPA (4: 1). The solvents were concentrated to give the title compound (8.1 mg, 0.020 mmol, 55percent yield, 5: 1 dr) as a clear oil. LCMS (90 sec method): RT = 0.598, m/z = 405.2 [M + H]+. Major Product NMR (400 MHz, chloroform-^: delta 8.33 – 8.34 (m, 1H), 7.45 (d, J = 9.10 Hz, 1H), 7.42 – 7.44 (m, 1H), 7.39 (s, 1H), 7.07 – 7.11 (m, 1H), 6.98 (d, J = 9.10, 1H), 5.55 – 5.61 (m, 1H), 4.02 (s, 3H), 3.71 (s, 2H), 3.09 – 3.15 (m, 1H), 2.76 – 2.86 (m, 1H), 2.64 – 2.71 (m, 2H), 2.48 – 2.52 (m, 1H), 2.44 (s, 3H), 2.30 – 2.35 (m, 1H), 2.13 (s, 3H), 1.97 – 2.10 (m, 2H), 1.71 – 1.80 (m, 1H), 1.53 – 1.57 (m, 1H).

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 55589-47-4, 3-Methylpicolinaldehyde.

Reference:
Patent; VANDERBILT UNIVERSITY; LINDSLEY, Craig W.; CONN, P. Jeffrey; ENGERS, Darren W.; TEMPLE, Kayla J.; (87 pag.)WO2019/89676; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem