Day: May 6, 2021

Adding a certain compound to certain chemical reactions, such as: 13223-25-1, 2-Chloro-4,6-dimethoxypyrimidine, 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: 2-Chloro-4,6-dimethoxypyrimidine, blongs to pyrimidines compound. Recommanded Product: 2-Chloro-4,6-dimethoxypyrimidine

A mixture of 2-chloro-4,6-dimethoxy-pyrimidine (3.35 g, 19.19 mmol, 1.0 equiv; commercially available) and 4-amino-piperidine-1-carboxylic acid tert-butyl ester (5.0 g, 24.94 mmol, 1.3 equiv; commercially available) in anhydrous DMF (100 mL) was heated to 100 C. for 48 h. The organic phase was concentrated under reduced pressure and the residue extracted with ethyl acetate (3*50 mL) from a solution of 1 M NaOH (100 mL). The combined organic phases were dried over MgSO4 and the product purified by silica column chromatography using a MPLC system (CombiFlash Companion, Isco Inc.) eluding with a gradient of heptane/ethyl acetate providing 1.97 g (30%) of the title compound. MS (ISP): 339.3 [M+H]+.

The synthetic route of 13223-25-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Binggeli, Alfred; Christ, Andreas; Maerki, Hans-Peter; Martin, Rainer Eugen; US2007/225271; (2007); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 659729-09-6, 4-Chloro-6-(4-(trifluoromethyl)phenyl)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, category: pyrimidines, blongs to pyrimidines compound. category: pyrimidines

4-Chloro-6-(4-(trifluoromethyl)phenyl)pyrimidine (2.55 g, 9.86 mmol) was dissolved in CH3CN (50 ml) and cooled to 0C. Tetrabutylammonium cyanide (4.55 g, 16.9 mmol) and DABCO (3.32 g, 29.6 mmol) were added and the reaction mixture was stirred at 0C for 2 hours. The reaction mixture was then absorbed onto a small amount of silica gel and purified by flash column (0-20% EtOAc over 35 min) to give 6-(4-(trifluoromethyl)phenyl)pyrimidine-4-carbonitrile as a white solid (2.26 g; 92%).

The synthetic route of 659729-09-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; BROTHERTON-PLEISS, Christine E.; CHEN, Huifen; CHEN, Shaoqing; CHEN, Zhi; ERICKSON, Shawn David; ESTRADA, Anthony; KIM, Kyungjin; LI, Hongju; LOVEY, Allen John; LYSSIKATOS, Joseph P.; QIAN, Yimin; SO, Sung-Sau; WOVKULICH, Peter Michael; YI, Lin; WO2014/49047; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 5751-20-2, 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.5751-20-2, name is 2-(Methylthio)pyrimidin-4(3H)-one, molecular formula is C5H6N2OS, molecular weight is 142.18, as common compound, the synthetic route is as follows.

2-(Methylthio)pyrimidin-4(3H)-one (3 g, 21 mmol) and 4-aminobenzonitrile (2.99 g, 25 mmol) were weighed in a 50 mL round bottom flask.Nitrogen protection,Slowly warm up to 180 ¡ã C,Reaction 8h.After the reaction was cooled, it was sonicated by adding 20 mL of acetonitrile, filtered, and the filter cake was washed with acetonitrile, and the residue of 4-aminobenzonitrile was not detected by TLC, and the cake was dried to give a pale yellow solid which was 4-((4-oxo-1,6) – dihydropyrimidin-2-yl)amino)benzonitrile, yield 73.6percent,

The chemical industry reduces the impact on the environment during synthesis 5751-20-2, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Shandong University; Liu Xinyong; Zhou Zhongxia; Zhan Peng; (32 pag.)CN109369623; (2019); A;,
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. 3977-29-5, name is 2-Amino-6-methylpyrimidin-4(1H)-one, molecular formula is C5H7N3O, 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: C5H7N3O

Methyl isocytosine (2.0 g) was added to 4,4′-methylenebis (phenylisocyanate) (MDI, 8.1 g) dissolved in 35 mL THF and subsequently stirred at an oil bath temperature of 75 [C] under an argon atmosphere. After 4 hours, 40 [ML] chloroform was added and the white precipitate was separated by filtration and washed with chloroform. 1H NMR (400 MHz, DMSO-d6): 8 10.0 (1H), 8.6 (1H), 7.4 [(5H),] 7.2 (4H), 5.8 (1H), 3.8 (2H), 2.1 (3H). FT-IR (neat): v [(CRI-1)] 3329,2954, 2257,1699, 1658,1578, [1508,] 1244.

With the rapid development of chemical substances, we look forward to future research findings about 3977-29-5.

Reference:
Patent; SUPRAPOLIX, B.V.; WO2004/16598; (2004); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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 5751-20-2, name is 2-(Methylthio)pyrimidin-4(3H)-one. This compound has unique chemical properties. The synthetic route is as follows. Computed Properties of C5H6N2OS

EXAMPLE 4; N4-(3-(dimethylamino)propyl)-N2-m-biphenylpyrimidine-2,4-diamine hydrochloride (11); Preparation of 2-(3-biphenylamino)pyrimidin-4(3H)-one (9): To 2-(methylthio)-pyrimidine-4(3H)-one, 1, (790 mg, 5.5 mmol) in diglyme (5 mL) is added 3-amino-biphenyl (1.91 g, 11.2 mmol). The resulting mixture is stirred at reflux for 18 hours. The mixture is cooled to room temperature and hexane is added and a precipitate forms which is collected by filtration to afford 1.34 g (92percent yield) of the desired compound which is used without further purification. MS (ESI, pos. ion) m/z: 264 (M+1).

With the rapid development of chemical substances, we look forward to future research findings about 5751-20-2.

Reference:
Patent; DJUNG, Jane Far-Jine; Golebiowski, Adam; Hunter, Jack A.; Shrum, Gary P.; US2007/293525; (2007); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 945950-37-8, 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. 945950-37-8, name is 4-Methyl-7H-pyrrolo[2,3-d]pyrimidine, molecular formula is C7H7N3, 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.

Step 3: To a stirred solution of(3R,3aS,6aR)-6-((2-amino-3-chioroquinolin-7- vi)methyi)hexahvdro-2H-cyciopenta[b]furan-2,3,3a-triol (60 mg, 0171 mmol) in thy MeCN (1 mL) under argon was added (E)diazene-1,2diylbis(piperidin-LyImethanone) (64.7 mg, 0257 mmol) in MeCN (0.5 rnL) dropwise at () C. This was followed by the addition of tribulyiphosphine (0.068 n1., 0274 mmoi) in MeCN (C.5 mL) dropwise al 0 C. The resulting solution was stirred al 31) C for -i iv Separately, to a stirred solution of 4-methyi7Hpyrroio[2,3djpyrimidine (43.3 mg, 0.325 mmol) in dry DMF (1 inL) was added Na[1 (1231 mg.60% in mineral oil. 0308 mmol) at room temperature. The suspension was stirred at room temperature for 30 minutes, then the suspension was transferred to the solution originally containing the triol via syringe. The resulting reaction mixture was stirred at room temperature for 1 iv The reaction was quenched with water (10 mL) and extracted with EtOAc (2 x 10 mL).The combined organic layers were dried over anhydrous sodium sulfate and filtered. The filtrate was concentrated under reduced pressure. The residue was purified by reverse phase column chromatography (ACN/water with 10 mM NI-{4HC03 modifier) to afford (2R,3 R.3aS,6S.6aR)-6- ((2-amino-3-chioroquinohn-7-yi)mnethyI)-2-(4-mnethyl7Wpyrrolo[2,3-djpyrimi din-7- vi)hexahydro-2H-cyciopenta[b]furan3.3adioi as a solid. MS: 466 (M + 1). ?H-NMR (400 MHz.DMSOd6) oe 8.69 (s, IH), 8.12 (s, IH), 7.88 (d, J = 3.6 Hz, IH), 7.54 (d, J = 8.0 Hz, 1H), 7.28 (s,1H), 7.08 (dd, J == 8.4, 1.6 Hz, 1H), 6.82 (d, J == 3.6 Hz, 11-1), 6.64 (br s, 2H), 600 (d, J 8.4 Hz,1H), 5.31 (d, J = 6.8 Hz, 1H), 5.12 (s, 1H), 4.22 (t, J = 8.0 Hz, 1H). 400 (d, J = 6.0 Hz, 1H), 285279 (m, 1H), 2.69 (s, 3H), 2.65 2.60 (in, IH). 2.33 — 225 (m, 1H), 1.98 1.93 (in, IH). 1.80167 (m, 2H), 1.58 1.51 (m, IH).

According to the analysis of related databases, 945950-37-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MERCK SHARP & DOHME CORP.; IDENIX PHARMACEUTICALS LLC; MACHACEK, Michelle; WITTER, David; GIBEAU, Craig; HUANG, Chunhui; KAWAMURA, Shuhei; SLOMAN, David, L.; SILIPHAIVANH, Phieng; QUIROZ, Ryan; WAN, Murray; SCHNEIDER, Sebastian; YEUNG, Charles, S.; REUTERSHAN, Michael, H.; HENDERSON, Timothy, J.; PAPARIN, Jean-Laurent; RAHALI, Houcine; HUGHES, Jonathan, M., E.; SANYAL, Sulagna; YE, Yingchun; CANDITO, David, A.; FIER, Patrick, S.; SILVERMAN, Steven, M.; (277 pag.)WO2020/33288; (2020); 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. 31519-62-7, name is 2-Pyrimidinecarboxylic acid, molecular formula is C5H4N2O2, 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. SDS of cas: 31519-62-7

Example 58: Saturated sodium hydrogen carbonate (10 mL) was added to compound I E (106 mg, 0.29 mmol) in dichloromethane (10 mL) and left to stir at room temperature for 5 min. The organic material was extracted into dichloromethane (3 x 10 mL), dried with anhydrous potassium carbonate, and concentrated in vacuo. This was combined with pyrimidine-2-carboxylic acid (45 mg, 0.38 mmol), HBTU (164 mg, 0.43 mmol) and DIPEA (77.8 mu,, 0.45 mmol) in DMF (6 mL) and placed in the orbital shaker overnight. The resulting solution was diluted with dichloromethane and washed with a saturated aqueous solution of sodium hydrogen carbonate and water. The organic layer was dried with anhydrous magnesium sulphate, filtered, and concentrated in vacuo to yield a yellow oil. This oil was purified using HPLC to yield compound 58 as a yellow solid (3.7 mg, 3.2%). LCMS (+esi): 403.1 (M+H+), RT = 6.80 min.

With the rapid development of chemical substances, we look forward to future research findings about 31519-62-7.

Reference:
Patent; THE WALTER AND ELIZA HALL INSTITUTE OF MEDICAL RESEARCH; LUDWIG INSTITUTE FOR CANCER RESEARCH LIMITED; LESSENE, Guillaume Laurent; BAELL, Jonathan Bayldon; BURGESS, Antony Wilks; MARUTA, Hiroshi; WO2012/3544; (2012); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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. 302964-08-5, name is 2-((6-Chloro-2-methylpyrimidin-4-yl)amino)-N-(2-chloro-6-methylphenyl)thiazole-5-carboxamide. A new synthetic method of this compound is introduced below., Recommanded Product: 2-((6-Chloro-2-methylpyrimidin-4-yl)amino)-N-(2-chloro-6-methylphenyl)thiazole-5-carboxamide

Intermediate 3 (5 g, 1 equivalent) was added to dimethyl sulfoxide (DMSO) (13 volumes) followed by addition of HEP (3 molar equivalents). The reaction mixture was maintained between 25-300C for 15-24 hours. Water (20 volumes) was added and maintained at this temperature for 45 minutes. The resultant solid was filtered and washed with water and dried in a vacuum tray drier at 500C for 8-12 hours. The isolated solid weighed 4.5 g. XRPD characterisation showed the isolated product to be crystalline dasatinib monohydrate substantially matching the XRP diffractogram according to Figure 1. Chemical Purity >; 97% as measured by HPLC.

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, 302964-08-5, 2-((6-Chloro-2-methylpyrimidin-4-yl)amino)-N-(2-chloro-6-methylphenyl)thiazole-5-carboxamide.

Reference:
Patent; GENERICS [UK] LIMITED; MYLAN INDIA PRIVATE LIMITED; GORE, Vinayak Govind; PATKAR, Laxmikant; BAGUL, Amit; VIJAYKAR, Priyesh Surendra; EDAKE, Mahesh; WO2010/139980; (2010); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 1780-26-3, 2-Methyl-4,6-dichloropyrimidine, 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, 1780-26-3, blongs to pyrimidines compound. name: 2-Methyl-4,6-dichloropyrimidine

To stirred solution of 13M sulfuric acid (125 mL) at about 0 C., 4,6-dichloro-2-methylpyrimidine (20.0 g, 307 mmol) was added portion wise over about 30 min. The solution was then stirred at about 0 C. for about 1.5 h and the reaction was allowed to warm to ambient temperature over about 1.5 h. The reaction was allowed to stir at RT overnight. The acidic mixture was poured into stirred 6N sodium hydroxide (500 mL) in ice, maintaining the temperature white solid was collected and washed with warm water to afford 6-chloro-2-methylpyrimidin-4-ol 40.2 g (91%) 1H NMR (400 MHz, DMSO) delta: 12.85 (brs, 1H), 6.34 (s, 1H), 2.30 (s, 3H). LC/MS (Table 1, Method d) Rt=0.74 min; MS m/z: 145.1 (M+H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1780-26-3, its application will become more common.

Reference:
Patent; Abbott Laboratories; Calderwood, David J.; Breinlinger, Eric C.; Swann, Steven L.; Chitty, Venkata Srikanth; Shastry Hosahalli, Subramanyah Seetharama; Mukherjee, Subhendu; Thunuguntla, Siva Sanjeeva Rao; US2013/23526; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 24415-66-5, 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 24415-66-5, name is 7-Chloro-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

Example 8: S-CCSR^RH-Methyl-S-CmethyKS-methyl-Il^^ltriazoloIl^-alphalpyrimidin-T- yl)amino)piperidin-l-yI)-3-oxopropanenitrile (56)To a solution of 7-chloro-5-methyl-[l,2,4]triazolo[l,5-a]pyrimidine (55) (0.145 g, 0.865 mmol) in dioxane (2 niL) was added 3-((3i?,4i?)-4-methyl-3-(methylamino)piperidin- 1 -yl)-3- oxopropanenitrile hydrochloride (21) (0.2 g, 0.86 mmol), potassium carbonate (0.119 g, 0.86 mmol), water (5 mL) and heated with stirring at 100 C for 4 h. The reaction mixture was diluted with water (10 mL) and extracted with ethyl acetate (2 x 100 mL). The organic layers were combined washed with water (20 mL), brine (10 mL), dried and concentrated in vacuum. The crude residue obtained was purified by flash column chromatography (silica gel 12 g, eluting with 0-50% CMA 80 in chloroform) to afford (56) which was re-crystallized from ethyl acetate to furnish 3- ((3i?,4i?)-4-Methyl-3-(methyl(5-methyl-[l,2,4]triazolo[l,5-alpha]pyrimidin-7-yl)amino)piperidin-l-yl)- 3-oxopropanenitrile (56) (18 mg, 6.35%) as a white solid; mp 119.3 0C. 1HNMR (300 MHz, DMSO) delta 8.37 (2s, IH), 6.43 (2s, IH), 5.26 – 5.04 (m, IH), 4.22 – 4.02 (m, 2H), 3.93 – 3.72 (m, 2H), 3.67 – 3.40 (m, IH), 3.30 – 3.14 (m, IH), 3.11 (2s, 3H), 2.47 (2s, 3H), 2.40 – 2.27 (m, IH), 1.79 – 1.48 (m, 2H), 1.05 (2d, J= 7.2, 3H); MS (ES+) 328.2 (100%: M+1); HPLC [(Zorbax SBC3, 3.0 x 150 mm, 5 mum, with a ZGC SBC3, 2.1 x 12.5 mm guard cartridge, “A” Buffer=(98% of 0.1 M Ammonium Acetate in 2% acetonitrile) “B” Buffer=100% Acetonitrile, UV Absorbance; Rt – 26.69, (99.51 %); Analysis: Calcd for C16H21N7O ? 0.25 H2O: C, 57.90; H, 6.52; N, 29.54; Found: C, 57.95; H, 6.48; N, 29.29.

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 24415-66-5, 7-Chloro-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidine.

Reference:
Patent; BIOCRYST PHARMACEUTICALS, INC.; BABU, Yarlagadda, S.; CHAND, Pooran; KOTIAN, Pravin, L.; KUMAR, V., Satish; WO2010/14930; (2010); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia