New learning discoveries about 1005-37-4

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1005-37-4, 6-Chloro-N4-methylpyrimidine-2,4-diamine, and friends who are interested can also refer to it.

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.1005-37-4, name is 6-Chloro-N4-methylpyrimidine-2,4-diamine, molecular formula is C5H7ClN4, molecular weight is 158.59, as common compound, the synthetic route is as follows.Product Details of 1005-37-4

Example 2596-(4-methoxy-2,3-dimethylphenyl)-4-N-methylpyrimidine-2,4-diamine.A mixture of 6-chloro-4-N-methylpyrimidine-2,4-diamine (24 mg, 0.15 mmol), (4- methoxy-2,3-dimethylphenyl)boronic acid (32 mg, 0.18 mmol), potassium carbonate (41 mg, 0.30 mmol) and tetrakis(triphenylphosphine)palladium (0) (9mg, 0.008 mmol) in 1 ,4-dioxane (3 mL) and water (1 mL) was heated in a sealed tube at 90C overnight. The reaction mixture was concentrated and purified by preparative H PLC. LCMS [M+H] 259.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1005-37-4, 6-Chloro-N4-methylpyrimidine-2,4-diamine, and friends who are interested can also refer to it.

Reference:
Patent; THOMAS HELLEDAYS STIFTELSE FOeR MEDICINSK FORSKNING; SCOBIE, Martin; HELLEDAY, Thomas; KOOLMEISTER, Tobias; JACQUES, Sylvain; DESROSES, Matthieu; JACQUES-CORDONNIER, Marie-Caroline; WO2014/84778; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

A new synthetic route of 6-Chloro-N4-methylpyrimidine-2,4-diamine

The synthetic route of 1005-37-4 has been constantly updated, and we look forward to future research findings.

Reference of 1005-37-4 , The common heterocyclic compound, 1005-37-4, name is 6-Chloro-N4-methylpyrimidine-2,4-diamine, molecular formula is C5H7ClN4, 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.

2-Amino-4-anilino-6-methylaminopyrimidine was synthesized, via 2-amino-4-chloro-6-methylaminopyrimidine, with 2-amino-4,6-dichloropyrimidine as a starting material. 2-Amino-4,6-dichloropyrimidine (32.8 g), a 40% aqueous methylamine solution (34.5 mL), and ethanol (300 mL) were mixed, followed by stirring at an internal temperature of 70 C. for 4 hours. Subsequently, the solvent was concentrated under reduced pressure, and crystallization from acetonitrile was performed. The product was collected by filtration and was used without purification for the subsequent step. The crude product of 2-amino-4-chloro-6-methylaminopyrimidine, aniline (27.4 mL), methoxyethanol (100 mL), and hydrochloric acid (0.2 mL) were mixed, followed by stirring with heating at 120 C. for 3 hours. After cooling, the reaction solution was added to sodium bicarbonate water (500 mL)/ethyl acetate under ice cooling to extract the product with ethyl acetate. After concentration, purification by column chromatography (ethyl acetate/methanol) was performed to yield 18 g of 2-amino-4-anilino-6-methylaminopyrimidine. Synthesis was performed as in Synthetic example 1a-1 with 2-amino-4-anilino-6-methylaminopyrimidine, methyl m-methylbenzoate, and sodium methoxide. The product was purified by silica gel column chromatography using ethyl acetate/n-hexane and recrystallization from ethyl acetate/n-hexane to yield compound (6-14). (0405) The NMR spectrum of produced compound (6-14) is as follows. (0406) 1H-NMR (solvent: d6-DMSO, standard: tetramethylsilane) delta (ppm) 2.37 (3H, s) 2.75 (3H, d) 5.51 (1H, s) 6.87-6.91 (1H, m) 7.15-7.24 (2H, m) 7.34-7.38 (2H, m) 7.65-7.74 (4H, m) 8.95 (1H, s) 10.02 (1H, s)

The synthetic route of 1005-37-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; FUJIFILM Corporation; YAMAMOTO, Aiko; TANAKA, Satoshi; NIORI, Teruki; NAGURA, Masato; NORO, Masaki; YOSHIDA, Aiko; FUKAGAWA, Nobutaka; KUWAYAMA, Yasukazu; (89 pag.)US2016/159750; (2016); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Brief introduction of 1005-37-4

Statistics shows that 1005-37-4 is playing an increasingly important role. we look forward to future research findings about 6-Chloro-N4-methylpyrimidine-2,4-diamine.

Reference of 1005-37-4, 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.1005-37-4, name is 6-Chloro-N4-methylpyrimidine-2,4-diamine, molecular formula is C5H7ClN4, molecular weight is 158.59, as common compound, the synthetic route is as follows.

Intermediate 42 -(3-amino-2-methylphenyl)-4-N-methylpyrimidine-2,4-diamine. Tetrakis(triphenylphosphine)palladium (0) (5 mol%) was added to a stirred mixture of 6-chloro-4-N-methylpyrimidine-2,4-diamine (3.00 mmol), (3-amino-2- methylphenyl)boronic acid (1.3 equiv.), sodium carbonate (3.2 equiv.), 1 ,4- dioxane (4 mL) and water (1 mL). The tube was sealed and the reaction was heated at 90C for 5 h. The mixture was concentrated and purified by column chromatography (13% MeOH in DCM) to give the title compound. LCMS [M+H]+ 230; 1 H NMR (400 MHz, DMSO-d6) delta ppm 6.88 (1 H, t, J=7.71 Hz), 6.71 – 6.81 (1 H, m), 6.61 (1 H, dd, J=7.96, 1.14 Hz), 6.44 (1 H, dd, J=7.58, 1.01 Hz), 5.90 (2 H, br. s.), 5.64 (1 H, s), 4.83 (2 H, s), 2.75 (3 H, d, J=4.55 Hz), 1.98 (3 H, s).

Statistics shows that 1005-37-4 is playing an increasingly important role. we look forward to future research findings about 6-Chloro-N4-methylpyrimidine-2,4-diamine.

Reference:
Patent; THOMAS HELLEDAYS STIFTELSE FOeR MEDICINSK FORSKNING; SCOBIE, Martin; WALLNER, Olov; KOOLMEISTER, Tobias; VALLIN, Karl Sven Axel; HENRIKSSON, Carl Martin; HOMAN, Evert; HELLEDAY, Thomas; JACQUES, Sylvain; DESROSES, Matthieu; JACQUES-CORDONNIER, Marie-Caroline; FISKESUND, Roland Julius Yu; (359 pag.)WO2015/187089; (2015); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Sources of common compounds: 1005-37-4

With the rapid development of chemical substances, we look forward to future research findings about 1005-37-4.

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 1005-37-4, name is 6-Chloro-N4-methylpyrimidine-2,4-diamine. This compound has unique chemical properties. The synthetic route is as follows. Quality Control of 6-Chloro-N4-methylpyrimidine-2,4-diamine

Example 508 {2-[2-amino-6-(methylamino)pyrimidin-4-yl]phenyl}methanol 6-chloro-4-N-methylpyrimidine-2,4-diamine (20 mg, 0,13 mmol), 1 ,3-dihydro-2, 1- benzoxaborol-1-ol (25 mg, 0, 19 mmol), K2C03 (78 mg, 0,57 mmol), Tetrakis(triphenylphosphine)palladium(0) (7,3 mg, 0,0060 mmol), MeCN (1 ,5 mL) and water (0,5 mL) were heated in the micro for 10 min at 120C. The organic phase was filtered and purified by basic prep-HPLC to afford {2-[2-amino-6- (methylamino)pyrimidin-4-yl]phenyl}methanol. LCMS [M+H]+ 231

With the rapid development of chemical substances, we look forward to future research findings about 1005-37-4.

Reference:
Patent; THOMAS HELLEDAYS STIFTELSE FOeR MEDICINSK FORSKNING; SCOBIE, Martin; WALLNER, Olov; KOOLMEISTER, Tobias; VALLIN, Karl Sven Axel; HENRIKSSON, Carl Martin; HOMAN, Evert; HELLEDAY, Thomas; JACQUES, Sylvain; DESROSES, Matthieu; JACQUES-CORDONNIER, Marie-Caroline; FISKESUND, Roland Julius Yu; (359 pag.)WO2015/187089; (2015); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Extracurricular laboratory: Synthetic route of 1005-37-4

With the rapid development of chemical substances, we look forward to future research findings about 1005-37-4.

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. 1005-37-4, name is 6-Chloro-N4-methylpyrimidine-2,4-diamine, molecular formula is C5H7ClN4, 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. name: 6-Chloro-N4-methylpyrimidine-2,4-diamine

Example 3296-[4-(Aminomethyl)phenyl]-4-N-methylpyrimidine-2,4-diamine.Tetrakis(triphenylphosphine)palladium (0) (5 mol%) was added to a stirredmixture of 6-chloro-4-N-methylpyrimidine-2,4-diamine (1.00 mmol), [4-(aminomethyl)phenyl]boronic acid (1.3 eq.), sodium carbonate (4.2 eq.), dioxane(4 ml) and water (1 ml) in a tube. The tube was sealed and the reaction washeated at 90C overnight. The solvent were removed in vacuum and to theremaining solid was added ethyl acetate and washed with water. The organic phase was dried over magnesium sulfate. The crude material was then purified by flash chromatography (0-*15 % MeOH/DCM) to give the title compound. LCMS [M+H] 230; 1H NMR (400 MHz, DMSO-d6) OH ppm 7.86 (2 H, d, J=7.58Hz), 7.38 (2 H, d, J=8.59 Hz), 6.19 (1 H, 5), 5.96 (2 H, 5), 3.76 (2 H, 5), 2.79 (3 H, d, J=4.80 Hz).

With the rapid development of chemical substances, we look forward to future research findings about 1005-37-4.

Reference:
Patent; THOMAS HELLEDAYS STIFTELSE FOeR MEDICINSK FORSKNING; SCOBIE, Martin; HELLEDAY, Thomas; KOOLMEISTER, Tobias; JACQUES, Sylvain; DESROSES, Matthieu; JACQUES-CORDONNIER, Marie-Caroline; WO2014/84778; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Extended knowledge of 6-Chloro-N4-methylpyrimidine-2,4-diamine

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1005-37-4, its application will become more common.

Electric Literature of 1005-37-4 ,Some common heterocyclic compound, 1005-37-4, molecular formula is C5H7ClN4, 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 1 : A mixture of 6-chloro-4-N-methylpyrimidine-2,4-diamine (48 mg, 0.30 mmol), 3-(dihydroxyboranyl)benzoic acid (60 mg, 0.36 mmol), K2C03 (104 mg, 0.75 mmol) and palladium tetrakis(triphenylphosphine)palladium (0) (17 mg, 0.015 mmol) in 1 ,4-dioxane (3 mL) and water (1 mL) was heated in a sealed tube at 90C for 15 h. Concentrated and purified by preparative HPLC. LCMS [M+H]+ 245.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1005-37-4, its application will become more common.

Reference:
Patent; THOMAS HELLEDAYS STIFTELSE FOeR MEDICINSK FORSKNING; SCOBIE, Martin; WALLNER, Olov; KOOLMEISTER, Tobias; VALLIN, Karl Sven Axel; HENRIKSSON, Carl Martin; HOMAN, Evert; HELLEDAY, Thomas; JACQUES, Sylvain; DESROSES, Matthieu; JACQUES-CORDONNIER, Marie-Caroline; FISKESUND, Roland Julius Yu; (359 pag.)WO2015/187089; (2015); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia