Tag: M.W:100-200

Synthetic Route of 6328-58-1, 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.6328-58-1, name is 6-Methyl-2-(methylthio)-1H-pyrimidin-4-one, molecular formula is C6H8N2OS, molecular weight is 156.21, as common compound, the synthetic route is as follows.

[00588] To solution of 6-methyl-2-(methylsulfanyl)-3,4-dihydropyrimidin-4-one Intermediate 1 Step 1 (EV-AO5743-001, 7 g, 44.8 mmol) in water (50ml) and dioxane (100ml) was added NaOH (2.15 g, 53.8 mmol) followed by l-(chloromethyl)-4- methoxybenzene (8.42 g, 53.8 mmol) and stirred at 50 C for 1 h. The reaction mixture was cooled to r.t. and the resultant precipitate filtered under vacuum and purified by chromatography on Si02, eluting with Heptane/EtOAc (gradient 100:0 – 0: 100) to afford the title compound (1.54 g, 11.4%) as an oil. [00589] Method A: LC-MS: m z = +277.0 (M+H)+; RT = 1.40 min.

The chemical industry reduces the impact on the environment during synthesis 6328-58-1, I believe this compound will play a more active role in future production and life.

Reference:
Patent; QUARTET MEDICINE, INC.; ECOLE POLYTECHNIQUE FEDERALE DE LAUSANNE (EPFL); TEBBE, Mark, Joseph; ATTON, Holly, Victoria; AVERY, Craig; BROMIDGE, Steven, Mark; KERRY, Mark; KOTEY, Adrian, Kotei; MONCK, Nathaniel, J.; MENICONI, Mirco; RIDGILL, Mark, Peter; TYE, Heather; SAIAH, Eddine; JOHNSSON, Kai, Peter; GORSKA, Katarzyna, Irena; PENG, Hairuo; MCCALL, John, Michael; (356 pag.)WO2017/59191; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 18740-38-0, Thieno[2,3-d]pyrimidine-2,4(1H,3H)-dione, 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, 18740-38-0, blongs to pyrimidines compound. SDS of cas: 18740-38-0

A total of 0.8 mL N,N-dimethylaniline was added to 3.0 g of thieno[2,3-d]pyrimidine-2,4-(1H,3H)-dione 6a in 20 mL POCl3. The mixture was then heated under reflux for 16 h. Excess POCl3 was removed in vacuo, and the resulting residue was treated with ice water to yield a precipitate. The solid was collected by filtration, washed with water and dried over a funnel to afford solid 7a (1.3 g, yield 35.5%). 1H NMR (400 MHz, CDCl3): delta 7.62 (d, J = 6.4 Hz, 1H), 7.43 (d, J = 6.4 Hz, 1H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,18740-38-0, its application will become more common.

Reference:
Article; Deng, Jifeng; Peng, Li; Zhang, Guicheng; Lan, Xiaobing; Li, Chufang; Chen, Fuxin; Zhou, Yayao; Lin, Zuoxian; Chen, Ling; Dai, Renke; Xu, Hongjiang; Yang, Ling; Zhang, Xiquan; Hu, Wenhui; European Journal of Medicinal Chemistry; vol. 46; 1; (2011); p. 71 – 76;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 5604-46-6, 2-Amino-4,6-dichloropyrimidine-5-carbaldehyde, 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-Amino-4,6-dichloropyrimidine-5-carbaldehyde, blongs to pyrimidines compound. Recommanded Product: 2-Amino-4,6-dichloropyrimidine-5-carbaldehyde

4, 6-DICHLORO-2-AMINO-5-FORMYLPYRIMIDINE (1.90 g, 9.89 mmol) and diisopropylethylamine (3.30 ml, 18.95 mmol) were dissolved in anhydrous 1,4-dioxane (25.0 ml). The mixture was stirred on an ice bath and 4-ethyl ester piperidine (1.46 ml, 9.47 mmol) dissolved in dioxane (25.0 ml) was added dropwise. The mixture attained room temperature and after 30 min. the desired product was observed by LCMS m/z 313 (M+H+). The solvent was removed under reduced pressure, and the crude residue dissolved in dioxane (20 ml), to it were added diisopropylethylamine (6,31 ml, 36.22 mmol) and 2-Methyl-5-trifluoromethyl-2H-pyrazol-3- ol (3.95 g, 23.77 mmol). The mixture heated at 90 C for 18 h. Aqueous work up yielded a pale orange solid. Recrystalization from ether and hexanes, followed by filtration of the solid yielded white crystals. Yield 50. 28%,’H NMR 400MHZ DMSO 8 (ppm): 9.90 (s, 1H); 7.42 (d, 2H); 6.76 (s, 1H); 4.09 (M, 2H); 3.95 (d, 2H); 3.76 (s, 3H); 3.09 (M, 2H); 2.63 (M, 1H); 1.90 (M, 2H); 1. 66 (M, 2H); 1.19 (t, 3H). LCMS (ESI) m/z 443 (M+H+, 100 %)

The synthetic route of 5604-46-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ARENA PHARMACEUTICALS INC.; WO2004/65380; (2004); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 22536-61-4, 2-Chloro-5-methylpyrimidine, 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, Safety of 2-Chloro-5-methylpyrimidine, blongs to pyrimidines compound. Safety of 2-Chloro-5-methylpyrimidine

[0613] Synthesis of methyl 5-methylpyrimidine-2-carboxylate: Me [0614] To a stirred solution of 2-chloro-5-methylpyrimidine (200 mg, 1.55 mmol) in MeOH: CH3CN (4: 1, 10 mL) under argon atmosphere were added Pd(dppf)Cl2 (227 mg, 0.31 mmol) and triethyl amine (0.45 mL, 3.11 mmol) at RT; heated to 100 C and stirred for 16 h in steel bomb under CO pressure. The reaction was monitored by TLC; after completion of the reaction, the reaction mixture was filtered through celite and the filtrate was concentrated in vacuo to obtain the crude. The crude was purified through silica gel column chromatography using 60% EtOAc/ Hexanes to afford 5-methylpyrimidine-2-carboxylate (146 mg, 62%) as brick red solid. [0615] 1H-NMR (CDCls, 400 MHz): delta 8.74 (s, 2H), 4.08 (s, 3H), 2.42 (s, 3H); LC-MS: 81.73%; 153 (M++l); (column: X Bridge C-18, 50 3.0 mm, 3.5 mupiiota); RT 2.10 min. 0.05% Aq TFA: ACN; 0.8 mL/min); TLC: 70% EtOAc/ Hexanes (R 0.2)

The synthetic route of 22536-61-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ENVIVO PHARMACEUTICALS, INC.; RIPKA, Amy; SHAPIRO, Gideon; MCRINER, Andrew, J.; BURSAVICH, Matthew, Gregory; WO2013/142269; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 873-83-6 , The common heterocyclic compound, 873-83-6, name is 6-Aminopyrimidine-2,4(1H,3H)-dione, molecular formula is C4H5N3O2, 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.

General procedure: A mixture of aromatic aldehyde (1 mmol), malononitrile (0.66 g, 1 mmol), 6-aminouracil(1 mmol), and KBr (0.1 g, 1 mmol) in EtOH (15 mL) was electrolyzed at 78 °C in an undividedcell equipped with a magnetic stirrer, a platinum anode and a zinc cathode under a constantcurrent density of 5 mA cm-2. The progress of the reaction was monitored by thin layerchromatography. After the electrolysis was finished, the mixture was filtered and the filtercake was washed twice with an ethanol/water (1:1) solution to yield pure products 4a?j.

The synthetic route of 873-83-6 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Kazemi-Rad, Reyhaneh; Azizian, Javad; Kefayati, Hassan; Journal of the Serbian Chemical Society; vol. 81; 1; (2016); p. 29 – 34;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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.155-10-2, name is 4-Amino-2-chloro-5-fluoropyrimidine, molecular formula is C4H3ClFN3, molecular weight is 147.5381, as common compound, the synthetic route is as follows.SDS of cas: 155-10-2

Step 3. l-(4-Amino-5-fluoro-pyrimidin-2-yl)-3-trifluoromethyl-lH-pyrazole-4-carboxylic acid (adamantan- 1 -ylmethy l)-amide; A solution of 3-trifluoromethyl-lH-pyrazole-4-carboxylic acid (adamantan- 1- ylmethyl)-amide (100 mg, 0.306 mmol), 2-chloro-5-fluoro-pyrimidin-4-ylamine (52 mg, 0.35 mmol) and Cs2CO3 (130 mg, 0.4 mmol) in NMP (1.0 mL) is heated in a microwave reactor at150 C for 1 h. The mixture is poured into H2O. The crude product is filtered out, dissolved in 10% MeOH in DCM, and dried over anhydrous Na2SO4. The title compound is purified byPTLC (eluted with 5% MeOH in DCM). 1H NMR (CD3OD): 8.96 (s, IH), 8.1 l(s, IH), 3.0 (s, 2H), 1.98 (m, 3H), 1.78-1.68 (m, 6H), 1.58 (s, 6H). MS (M+l) = 439.29; Rtau = 1.34 min.*IC50.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,155-10-2, 4-Amino-2-chloro-5-fluoropyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; NEUROGEN CORPORATION; WO2009/12482; (2009); A2;,
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. 4316-98-7, name is 6-Chloro-4,5-diaminopyrimidine, the common compound, a new synthetic route is introduced below. COA of Formula: C4H5ClN4

Step 2: 6-Chloro-8-propylpurine To a solution of 4,5-diamino-6-chloropyrimidine (0.289 g, 2 mmol) in 2-methoxyethanol (10 ml) were added trimethylorthobutyrate (0.5 ml, 3 mmol) and p-toluenesulfonic acid (0.03 g), and the mixture was refluxed for 18 hours and then concentrated in vacuo. The residue was partitioned between water and ethylacetate. The organic phase was then washed with brine and dried (MgSO4). The crude product obtained after evaporation of the solvent was purified by flash column chromatography on silica-gel using ethylacetate/hexane (1:1).

The synthetic route of 4316-98-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Merck & Co., Inc.; US5102880; (1992); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 23956-12-9 ,Some common heterocyclic compound, 23956-12-9, molecular formula is C6H8N2O3, 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.

General procedure: To a solution of dry 2 (140 mg, 0.897 mmol) and K2CO3 (619.6 mg, 4.48 mmol) in anhydrous DMF (10 mL) at 15 C MOMCl (0.27 mL, 3.56 mmol) was added. Reaction mixture was stirred at r.t. overnight. Solvent was evaporated in vacuo and residue was purified by column chromatography (CH2Cl2 : MeOH = 20 : 1) to yield white powder of 12a (42.7 mg, 23.8 %, m.p. = 124126 C), colorless oil of 12b (26.5 mg, 14.8 %) and white powder of 12c (5.4 mg, 2.5 %, m.p. = 9294 C). 12a: 1H-NMR: 11.01 (1H, s, NH-3), 7.29 (1H, s, H-6), 5.17 (2H, s, CH2-N1), 4.55 (1H, t, J = 5.30 Hz, OH), 3.47 (2H, q, J = 6.14 Hz, H-2′), 3.27 (3H, s, OCH3-N1), 2.36 (2H, t, J = 6.54 Hz, H-1′). 13C-NMR: 164.43 (C-4), 151.49 (C-2), 142.04 (C-6), 111.00 (C-5), 77.93 (CH2-N1), 59.73 (C-2′), 56.45 (OCH3-N1), 30.27 (C-1′). ESI-MS 201 [M+H]+. Anal. calcd. For C8H12N2O4: C 48.00, H 6.04. Found: C 47.94, H 6.06. 12b: 1H-NMR: 10.81 (1H, s, NH-1), 7.54 (1H, s, H-6), 5.26 (2H, s, CH2-N3), 4.48 (1H, t, J = 5.62 Hz, OH), 3.53 (2H, t, J = 6.20 Hz, H-2′), 3.22 (3H, s, OCH3-N3), 2.38 (2H, t, J = 6.55 Hz, H-1′). 13C-NMR: 164.92 (C-4), 151.78 (C-2), 139.46 (C-6), 109.11 (C-5), 65.93 (CH2-N3), 59.69 (C-2′), 55.04 (OCH3-N3), 26.99 (C-1′). ESI-MS 201 [M+H]+. Anal. calcd. For C8H12N2O4: C, 48.00; H, 6.04. Found: C 48.07, H 6.06. 12c: 1H-NMR: 7.63 (1H, s, H-6), 5.21 (2H, s, CH2-N1), 5.08 (2H, s, CH2-N3), 4.60 (1H, t, J = 5.49 Hz, OH), 3.29 (3H, s, OCH3-N1), 3.28 (3H, s, OCH3-N3), 3.51 (2H, q, J = 6.16 Hz, H-2′), 2.40 (2H, t, J = 6.51 Hz, H-1′). 13C-NMR: 164.23 (C-4), 151.72 (C-2), 141.55 (C-6), 110.21 (C-5), 79.11 (CH2-N1), 71.99 (CH2-N3), 59.56 (C-2′), 57.38 (OCH3-N1), 56.64 (OCH3-N3), 30.79 (C-1′). ESI-MS 245 [M+H]+. Anal. calcd. For C10H16N2O5: C 49.17, H 6.60. Found: C 49.09, H 6.59.

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. 23956-12-9, 5-(2-Hydroxyethyl)pyrimidine-2,4(1H,3H)-dione, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Kraljevi?, Tatjana Gazivoda; Klika, Mateja; Kralj, Marijeta; Martin-Kleiner, Irena; Jurmanovi?, Stella; Mili?, Astrid; Padovan, Jasna; Rai?-Mali?, Silvana; Bioorganic and Medicinal Chemistry Letters; vol. 22; 1; (2012); p. 308 – 312;,
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. 956034-07-4, name is 2,4-Dichlorofuro[3,2-d]pyrimidine. A new synthetic method of this compound is introduced below., category: pyrimidines

2,4-Dichlorofuro[3,2-d]pyrimidine 37 (23 mg, 1.0 eq) was suspended in methanol (1.7 ml) and treated with morpholine (0.09 ml, 4.0 eq). Reaction mixture was stirred at room temperature for 2 h, before being quenched with saturated aq. NaHCO3. Mixture was extracted with dichloromethane. The combined organic layers were dried (Na2SO4) and concentrated to yield 2-chloro-4-morpholinofuro[3,2-d]pyrimidine 38 (14 mg, 48%) which was used in the next reaction without further purification.

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, 956034-07-4, 2,4-Dichlorofuro[3,2-d]pyrimidine.

Reference:
Patent; PIRAMED LIMITED; GENENTECH, INC.; BAYLISS, Tracy; CHUCKOWREE, Irina; FOLKES, Adrian; OXENFORD, Sally; WAN, Nan, Chi; CASTANEDO, Georgette; GOLDSMITH, Richard; GUNZNER, Janet; HEFFRON, Tim; MATHIEU, Simon; OLIVERO, Alan; STABEN, Steven; SUTHERLIN, Daniel, P.; ZHU, Bing-Yan; WO2008/70740; (2008); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 6237-96-3, 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. 6237-96-3, name is 4,6-Dichloro-2-ethylpyrimidin-5-amine, molecular formula is C6H7Cl2N3, 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.

EXAMPLE 128 6-Chloro-5,6-diamino-2-ethylpyrimidine The material prepared in the foregoing Example 127 (6.19 g, 32 mmol) was dissolved in 2-propanol (75 ml) and 10 ml of anhydrous ammonia was added. This was sealed in a pressure vessel and heated at 110 for 4 hr. The mixture was vented and then evaporated to a solid residue under a stream of nitrogen. This residue was leached with CH2 Cl2 (3*10 ml) and the soluble material (3 g) was shown (tlc, EtOAc:hexanes, 1:1) to be predominantly unreacted starting material, whereas the insoluble material (3.29 g, 19 mmol) was chromatographically pure title compound, suitable for the next reaction (Yield, 60%; quantitative, based on recovered starting material).

According to the analysis of related databases, 6237-96-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Merck & Co., Inc.; US5057517; (1991); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia