Tag: M.W:100-200

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 51421-99-9, name is 4-Chloro-2-methoxypyrimidine. This compound has unique chemical properties. The synthetic route is as follows. Computed Properties of C5H5ClN2O

General procedure: This compound was prepared using a method analogousto that of Example 102 (intermediate 102.1 ), 4-chloro-2-methoxypyrimidine replacing 2,6-difluoropyridine andintermediate 132.4 replacing 2-chloro-5-hydroxybenzoicacid except that the reaction mixture was stirred for 30 min at80 C. LC-MS (B): tR=0.65 min; [M+H]+: 297.04

With the rapid development of chemical substances, we look forward to future research findings about 51421-99-9.

Reference:
Patent; Actelion Pharmaceuticals Ltd.; Hilpert, Kurt; Hubler, Francis; Murphy, Mark; Renneberg, Dorte; US2014/73651; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 1192479-35-8, 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 1192479-35-8, name is 2-Chloro-5-fluoro-4-methoxy-6-methylpyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

A 1 :3 mixture of 4-(bromomethyl)-2-chloro-5-fluoro-6-methoxypyrimidine : 2- chloro-5-fluoro-4-methoxy-6-methylpyrimidine (2.61 g) was dissolved in dry acetonitrile (10 ml) and sodium acetate (0.3 g) added. The reaction mixture was heated at 90C for seventeen hours then the reaction mixture was cooled and poured into cold water and extracted with dichloromethane (100 ml). The organic layer was dried (MgSC”4) and evaporated and the residue was purified by silica gel column chromatography (gradient from 0 to 10% ethyl acetate / hexane) to afford the title compound (0.455 g) as an oil. LCMS: Rt 1.34 min, m/z 235 [M+H]+.

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 1192479-35-8, 2-Chloro-5-fluoro-4-methoxy-6-methylpyrimidine.

Reference:
Patent; EISAI R&D MANAGEMENT CO., LTD.; HALL, Adrian; FARTHING, Christopher Neil; EATHERTON, Andrew John; WO2014/13076; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 116247-92-8, 1-Pyrimidin-2-yl-piperidin-4-one, 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, Computed Properties of C9H11N3O, blongs to pyrimidines compound. Computed Properties of C9H11N3O

B. (4-Bromo-2-methyl-phenyl)-( 1 -pyrimidin-2-yl-piperidin-4-yl)-amine : To the mixture of 4-bromo-2-methylaniline (285 mg, 1.5 mmol) and l-pyrimidin-2-yl-piperidin- 4-one (266 mg, 1.5 mmol) in MeOH/AcOH (10:1, 5 ml) was added BH3-Py in THF (8M, 188 mul). The mixture was stirred at rt for 2h. The reaction mixture was concentrated and to the residue was added HCl (10%, 10 ml). The resulting mixture was stirred at room temperature for 30 min., then with cooling, the mixture was adjusted to alkaline with solid Na2CO3 and water. The aqueous layer was extracted with EtOAc (5 x 30 ml). The EPO EtOAc was dried (Na2SO4) and concentrated. The residue was subjected to ISCO to give the titled compound as a white solid (140 mg). HPLC: column, Luna Phenyl-Hexyl 5 mum 4.6×50 mm, 10-90% solvent B (acetonitrile) in solvent A (IO mM ammonium acetate aq) over 3 min., flow rate 3 ml/min, retention time, 2.71 min.; MS (MH+: 347 and 349). 1H NMR (400 MHz, chloroform- d), delta ppm 1.46 (ddd, J=24.30, 10.86, 4.04 Hz, 2H), 2.10 (s, 3 H), 2.17 (dd, J=13.14, 2.78 Hz, 2 H), 3.20 (ddd, J=14.00, 11.87, 2.78 Hz, 1 H), 3.40 (br. s., 1 H), 3.60 (br. s., 1 H), 4.68 (ddd, J=13.52, 3.41, 3.28 Hz, 2 H), 6.50 (t, J=4.67 Hz, 1 H), 6.57 (d, J=8.59 Hz, 1 H), 7.19 (s, 1 H), 7.23 (dd, J=8.59, 2.27 Hz, 1 H), 8.33 (d, J=4.80 Hz, 2 H).; B. (4-Bromo-2-methyl-phenyl)-( 1 -pyrimidin^-yl-piperidin^-yl)- amine : To the mixture of bromoaniline (285 mg, 1.5 mmol) and ketone (266 mg, 1.5 mmol) in MeOH/AcOH (10:1, 5 ml) was added BH3-Py in THF (8M, 188 mul). The mixture was stirred at rt for 2h. The reaction mixture was concentrated and to the residue was added HCl (10%, 10 ml). The resulting mixture was stirred at rt for 30 min., then with cooling, EPO the mixture was adjusted to alkaline with solid Na2CO3 and water. The aq. layer was extracted with EtOAc (5x 30 ml). The EtOAc was dried (Na2SO4) and concentrated. The residue was subjected to ISCO to give the titled compound as a white solid (140 mg).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,116247-92-8, 1-Pyrimidin-2-yl-piperidin-4-one, and friends who are interested can also refer to it.

Reference:
Patent; LEXICON PHARMACEUTICALS, INC.; WO2008/58064; (2008); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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. 17321-93-6, name is 2-Amino-5-bromo-4-methylpyrimidine, the common compound, a new synthetic route is introduced below. Application In Synthesis of 2-Amino-5-bromo-4-methylpyrimidine

Intermediate G 4-Methyl-5-(4,4,5,5-tetramethyl-[l,3,2]dioxoborolan-2-yl]-pyrimidin-2-ylamine; Palladium II dichloride (0.189 g, 1.06 mmol) is added to a solution of [1,1- bis(diphenylphosphino)ferrocene] (0.608 g, 1.06 mmol) in degassed dimethylformamide (20 ml) and the mixture is stirred at 50° C for 15 min. After cooling to room temperature 5-bromo-4-methylpyrimidine-2-ylamine (1.0 g, 5.32 mmol), bis-(4,4,5,5-tetramethyl- [l,3]dioxolan-2-yl]-borane (1.65 g, 6.38 mmol) and potassium acetate (1.57 g , 16 mmol) are added. The mixture is heated at 95° C for 16 hours then the solvent is removed under reduced pressure. The crude mixture is suspended in DCM (250 ml) and filtered through a pad of Celite.(R). (filter agent), the filtrate was washed with water (20 ml), dried over MgSO4 and evaporated to dryness. Purification by flash chromatography on silica using cyclohexane/ ethyl acetate (4 : 1) mixture provides the title compound.

The synthetic route of 17321-93-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NOVARTIS AG; WO2009/13348; (2009); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 69034-12-4, 2-Chloro-5-(trifluoromethyl)pyrimidine, 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, 69034-12-4, blongs to pyrimidines compound. category: pyrimidines

To a solution of ingenol (145 mg, 0.416 mmol) and 2-chloro-5- (trifluoromethyl)pyrimidine (76 mg, 0.416 mmol) in DMF ( 3 ml_) at RT was added triethylamine (0.1 16 ml_, 0.832 mmol). After 39.5 hours, the mixture was purified by C18 using an ISCO instrument [20-60% ACN gradient over 25 min, 30 g ISCO gold column] to give impure product which was further purified by silica gel chromatography [10-75% EtOAc in hexanes, 12 g ISCO column]. The fractions were concentrated and lyophilized from ACN/water to give (1 aR,2S,5R,5aR,6S,8aS,9R,10aR)-5,5a,6-trihydroxy-1 ,1 ,7,9-tetramethyl- 4-(((5-(trifluoromethyl)pyrimidin-2-yl)oxy)methyl)-1 a,2,5,5a,6,9,10,10a-octahydro-1 H-2,8a- methanocyclopenta[a]cyclopropa[e][10]annulen-1 1 -one (10.8 mg, 0.021 mmol, 5% yield). 1H NMR (400 MHz, CHLOROFORM-d) delta ppm 0.65 – 0.76 (m, 1 H), 0.93 – 1 .02 (m, 4 H), 1 .06 (s, 3 H), 1 .13 (s, 3 H), 1 .73 – 1 .83 (m, 1 H), 1 .87 (s, 3 H), 2.22 – 2.39 (m, 2 H), 2.44 (d, J=5.1 Hz, 1 H), 2.97 (d, J=10.8 Hz, 1 H), 3.87 (d, J=10.3 Hz, 1 H), 4.10 (s, 1 H), 4.16 (d, J=1 1 .5 Hz, 1 H), 4.47 (d, J=6.0 Hz, 1 H), 4.91 (d, J=12.3 Hz, 1 H), 5.08 (d, J=12.1 Hz, 1 H), 5.96 (s, 1 H), 6.28 (d, J=4.0 Hz, 1 H), 8.75 (s, 2 H); LCMS(ESI) m/z: 495.3 (M+1).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,69034-12-4, its application will become more common.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY (NO.2) LIMITED; TAI, Vincent Wing-Fai; TANG, Jun; (98 pag.)WO2017/130156; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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. 22536-63-6, name is 2-Chloro-4-methoxypyrimidine, molecular formula is C5H5ClN2O, 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. COA of Formula: C5H5ClN2O

(1) Under an argon atmosphere, sodium hydride (100 mg) was added to a solution of 4-iodoaniline (220 mg) and 2-chloro-4-methoxypyrimidine (145 mg) in anhydrous DMF (10 ml), and the resulting mixture was stirred at 125C for 21 hours. The reaction solution was cooled to room temperature and water was added thereto, followed by extracting the resulting mixture with ethyl acetate. Organic layer was washed twice with water and once with saturated brine, and dried over anhydrous sodium sulfate. After removing anhydrous sodium sulfate by filtration, the filtrate was concentrated. The residue was purified by column chromatography (silica gel, eluent: hexane/ethyl acetate =10/1) to obtain N-(4-iodophenyl)-4-methoxypyrimidin-2-amine (46 mg).

With the rapid development of chemical substances, we look forward to future research findings about 22536-63-6.

Reference:
Patent; TORAY INDUSTRIES, INC.; EP1840121; (2007); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 5399-92-8, 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. 5399-92-8, name is 4-Chloro-1H-pyrazolo[3,4-d]pyrimidine. A new synthetic method of this compound is introduced below.

To a suspension of 4-Chloro-lH-pyrazolo [3,4-d] pyrimidine (1. lg, 7.1 mmol) in CHC13 (50 mL) was added NBS (1.49 g, 8. 4 mmol. ) The mixture was stirred at room temperature for 5 hours, cooled to OC and the solids were isolated by vacuum filtration, rinsed with cold CHC13, and air dried. The solid was purified by column chromatography on silica (50% EtOAc/hexanes) to give 3-Bromo-4-chloro-lH-pyrazolo [3, 4-d] pyrimidine (1.3, 77%. )

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,5399-92-8, its application will become more common.

Reference:
Patent; ARRAY BIOPHARMA INC.; WO2005/51304; (2005); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 62968-37-0, 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. 62968-37-0, name is 4-(2-Chloropyrimidin-4-yl)morpholine, molecular formula is C8H10ClN3O, 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.

General procedure: Toa stirred solution of appropriate alcohol (1.0 mmol) and suitablysubstituted heteroaryl halide (1.2 mmol) in dimethyl sulphoxide (5ml) was added and Cs2CO3(652 mg, 2.0 mmol) and mixture was stirred overnight at 80 C.The reaction mixture was cooled to room temperature and diluted withwater (20 ml). The mixture was extracted with ethyl acetate (2 x 50ml) and the combined organic extracts were washed with water (2 x 50ml) and dried (Na2SO4).The solvent was evaporated under reduced pressure and the residuethus obtained was purified by flash silica gel column chromatographyusing 13% methanol in chloroform as eluant to yield the desired heteroarylethers.

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 62968-37-0, 4-(2-Chloropyrimidin-4-yl)morpholine.

Reference:
Article; Das, Sanjib; Shelke, Dnyaneshwar E.; Harde, Rajendra L.; Avhad, Vijayshree B.; Khairatkar-Joshi, Neelima; Gullapalli, Srinivas; Gupta, Praveen K.; Gandhi, Maulik N.; Bhateja, Deepak K.; Bajpai, Malini; Joshi, Ashwini A.; Marathe, Megha Y.; Gudi, Girish S.; Jadhav, Satyawan B.; Mahat, Mahamad Yunnus A.; Thomas, Abraham; Bioorganic and Medicinal Chemistry Letters; vol. 24; 15; (2014); p. 3238 – 3242;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 60025-09-4 ,Some common heterocyclic compound, 60025-09-4, molecular formula is C5H3ClN4, 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.

S)-2-(1 -Aminoethyl)-5-((2-hydroxyphenyl)thio)-3-phenylpyrrolo[2,1 -f|[1 ,2,4]triazin- 4(3H)-one (183 mg, 0.36 mmol) was treated with 4-amino-6-chloropyrimidine-5- carbonitrile (84 mg, 0.54 mmol), and Lambda/,/V-diisopropylethylamine (380 muIota, 2.18 mmol) in ie f-butanol according to the method described in Example 17. The crude was purified by reverse phase using SP1Purification System to give 69 mg (38% yield) of the title compound as a white solid. Purity 100%.LRMS (m/z): 497 (M+1 )+1H NMR (400 MHz, DMSO-d6) delta 9.84 (s, 1 H), 7.78 (s, 1 H), 7.66 (t, J = 4.8 Hz, 2H), 7.49 (d, J = 8.0 Hz, 1 H), 7.46 – 7.38 (m, 1 H), 7.37 – 7.26 (m, 3H), 7.20 (s, 2H), 7.15 – 7.03 (m, 2H), 6.88 (dd, J = 8.0, 1.0 Hz, 1 H), 6.80 – 6.71 (m, 1 H), 6.25 (d, J = 2.8 Hz, 1 H), 4.88 (p, J = 6.6 Hz, 1 H), 1 .36 (d, J = 6.6 Hz, 3H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,60025-09-4, its application will become more common.

Reference:
Patent; ALMIRALL, S.A.; ERRA SOLA, Montserrat; CARRASCAL RIERA, Marta; TALTAVULL MOLL, Joan; CATURLA JAVALOYES, Juan Francisco; BERNAL ANCHUELA, Francisco Javier; PAGES SANTACANA, Lluis Miquel; MIR CEPEDA, Marta; CASALS COLL, Gaspar; HERNANDEZ OLASAGARRE, Maria Begona; WO2014/60432; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 14080-50-3 ,Some common heterocyclic compound, 14080-50-3, molecular formula is C6H4N2OS, 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.

2nd step: 250 ml single-port bottle adding CP0763A 45g, phosphorus oxychloride 75 ml and N, N – dimethyl aniline 7.5 ml, heating reflux 2 hours for inspection, raw material of reaction. After the steaming and remove most of the phosphorus oxychloride, adding ice water quenching. Then the pH is adjusted with ammonia water 6 – 7, filtering, the filter cake is washed for three times. Solid dissolves clear EA adding activated carbon to decolorize. Drying reciprocation product job (CP0763 B) 34g. Yield: 68%;

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,14080-50-3, its application will become more common.

Reference:
Patent; Yang, Wei; Niu, Yuqiang; (14 pag.)CN104725398; (2017); B;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia