Tag: M.W:100-200

2435-50-9, In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 2435-50-9 as follows.

To a stirred mixture of pyrimidine-4-carbaldehyde (2 g, 18.5 mmol, 1.0 eq.) and hydrazinecarbothioamide (2.02 g, 22.2 mmol, 1.2 eq.) in ethanol (20 mL) and water (20 mL) was added concentrated hydrochloric acid (100 iL) and the reaction heated at 70 C for 4 hours. After cooling to room temperature the precipitate was collected by filtration, washed with ethanol and then dried in air to afford 2-(pyrimidin-4- ylmethylene)hydrazinecarbothioamide as a brown solid (2.1 g, 62% yield). NMR (400 MHz, DMSO) 11.93 (IH, s), 9.21 (IH, d, J=1.3 Hz), 8.86 (IH, d, J=5.3 Hz), 8.59 (IH, s), 8.43 (IH, s), 8.39 (IH, dd, J=1.3, 5.3 Hz), 8.03 (IH, s).

The chemical industry reduces the impact on the environment during synthesis 2435-50-9, I believe this compound will play a more active role in future production and life.

Reference:
Patent; GENKYOTEX SA; MACHIN, Peter; SHARPE, Andrew; LOCK, Christopher James; CHAMBERS, Mark S; HODGES, Alastair; ALLEN, Vivienne; ELLARD, John M; (189 pag.)WO2016/98005; (2016); A1;,
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5413-85-4, 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. 5413-85-4, name is 5-Amino-4,6-dichloropyrimidine, molecular formula is C4H3Cl2N3, 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.

Synthesis of Compound 11.1. A mixture of 4,6-dichloropyrimidin-5-amine (10 g, 6.09 mmol) and methyl amine (20 mL, 40% solution in water) in 1,4 dioxane was heated (80 C.). After 16 hr, the reaction mixture was cooled (0 C.), the solid was filtered, washed with water (2¡Á100 mL), and dried to afford compound 11.1 (8 g, 83%) as white solid. 1H-NMR (200 MHz, DMSO-d6) delta 7.73 (s, 1H), 6.82 (bs, 1H), 4.92 (bs, 2H), 2.87 (d, J=4.4 Hz, 3H). MS m/z 159 [M+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. 5413-85-4, 5-Amino-4,6-dichloropyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Sunesis Pharmaceuticals, Inc; US2009/5359; (2009); A1;,
Pyrimidine | C4H4N2 – PubChem,
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5177-27-5, 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. 5177-27-5, name is 5-Amino-2,4-dichloropyrimidine, the common compound, a new synthetic route is introduced below.

A solution of 3.2 g of 5-amino-2,4-dichloropyrimidine in 50 ml of ethyl acetate was added to a mixture of 25 ml of a saturated aqueous solution of sodium hydrogencarbonate and 25 ml of water. A solution of 4.9 g of 3,5-dimethyl-4-methoxybenzoyl chloride was added at room temperature over a period of 15 min, and the mixture was mixed intensively for 4 h. Then the layers were separated and the aqueous layer was extracted twice with ethyl acetate. After drying over sodium sulfate and filtration the solvent was removed in vacuo to give 7.54 g of raw product. The raw product was triturated with 25 ml of isopropanol. After filtration and washing with 10 ml of isopropanol 2.74 g of the title compound were obtained as a white solid.

Statistics shows that 5177-27-5 is playing an increasingly important role. we look forward to future research findings about 5-Amino-2,4-dichloropyrimidine.

Reference:
Patent; SANOFI; Kadereit, Dieter; Schaefer, Matthias; Hachtel, Stephanie; Dietrich, Axel; Huebschle, Thomas; Hiss, Katrin; US2013/72502; (2013); A1;,
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3764-01-0, 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. 3764-01-0, name is 2,4,6-Trichloropyrimidine, molecular formula is C4HCl3N2, 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.

Intermediate 2; 2,6-dichloro-lambda/-methyl-4-pyrimidinamine ( Intermediate 3 4,6-dichloro-lambda/-methyl-2-pyrimidinamine; To a O0C mixture 2,4,6-trichloropyrimidine (0.50 g, 2.7 mmol) in THF (3 mL) was added methyl amine (2M THF, 3.0 mL, 6.0 mmol) dropwise. The reaction mixture was warmed to room temperature and stirred for 30 minutes, at which time LCMS indicated the formation of the desired product. The reaction mixture was treated with water (10 mL) and extracted with EtOAc (2×10 mL). The organics were washed with brine (10 mL), dried (Na2SO4), and evacuated. The crude material was purified by column chromatography (Gradient from 0-30% EtOAc in Hexanes) to afford 180 mg (1.01 mmol, 38%) of 2,6- dichloro-lambda/-methyl-4-pyrimidinamine and 150 mg (0.85 mmol 31 %) of 4,6-dichloro-lambda/- methyl-2-pyrimidinamine. MS (ES+) m/e 178 [M + H]+ for each.

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. 3764-01-0, 2,4,6-Trichloropyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2008/105968; (2008); A1;,
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Adding a certain compound to certain chemical reactions, such as: 3073-77-6, 2-Amino-5-nitropyrimidine, 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, 3073-77-6, blongs to pyrimidines compound. 3073-77-6

Example 83. iV-[4-(3-Pyrrolidiii-l-yl-propane-l-sulfonyl)-phenvI1-pyrimidine-2,5-diamine (52); [0244] To a solution of 2-amino-5-nitropyrimidine (350 mg, 2.5 mmol) in 20 mL anhydrous 1,4-dioxane were added intermediate 51 described in Example 82 (1.25 g, 3.76 mmol) in 5 mL anhydrous 1,4-dioxane, Xantphos, (289 mg, 0.5 mmol), Pd2(dba)3 (229 mg, 0.25 mmol) and Cs2CO3 (1.63 g, 5 mmol). The reaction mixture was stirred at 1000C for 5 h under argon. The reaction mixture was diluted with methanol and CH2Cl2 (5 mL each) then filtered. The filtrate was washed with brine. The organic phase was dried (Na2SO4) and the solvent was removed. The residue was dissolved in methanol and ethyl EPO acetate (2 mL each) and diluted with 20 mL hexane. The precipitated yellow-brown solid, was isolated by filtration and dried in vacuo (800 mg). The crude product was hydrogenated in 20 mL methanol using Pd/C (10 %, 500 mg) for 2 h. The palladium catalyst was removed by filtration, and the solvent was evaporated. The residue was dried in vacuo to yield the title compound (550 mg, 73 %), which was used without further purification.[0245] 1H NMR (DMSOd6): delta 1.60-1.68 (m, 6H)3 2.32 (m, 4H), 2.39 (m, 2H), 3.19 (m, 2H), 5.02 (bs, 2H), 7.68 (d, J= 9.0 Hz, 2H), 7.87 (d, J= 9.0 Hz, IH), 8.02 (s, 2H), 9.68 (s, IH). MS (ES+): m/z = 362 (M+H)+.

With the rapid development of chemical substances, we look forward to future research findings about 3073-77-6.

Reference:
Patent; TARGEGEN, INC.; WO2006/101977; (2006); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

89793-12-4, 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. 89793-12-4, name is Ethyl 2-chloropyrimidine-5-carboxylate, molecular formula is C7H7ClN2O2, 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.

Synthesis of Intermediate 4 [0270] Compound 2 (620 g, 1.0 equiv) and DIPEA (1080 g, 2.2 equiv. were dissolved in NMP (3100 ml) and stirred for 20 min. Compound 3 (680 g, 1.02 equiv.) was added and the reaction mixture was heated to about 85-95¡ã C. for 4 hrs. The solution was allowed to slowly cool to r.t. This solution was poured onto H2O (20 L) and much of the solid was precipitated out from the solution with strong stirring. The mixture was filtered and the cake was dried under reduced pressure at 50¡ã C. for 24 hr., yielding 896 g of compound 4 (solid, 86.8percent).

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. 89793-12-4, Ethyl 2-chloropyrimidine-5-carboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Acetylon Pharmaceuticals, Inc.; Quayle, Steven Norman; Jones, Simon Stewart; US2015/150871; (2015); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

1004-40-6 , The common heterocyclic compound, 1004-40-6, name is 6-Amino-4-hydroxy-2-mercaptopyrimidine, molecular formula is C4H5N3OS, 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 arylidene cyanoacetic acids 7 (10 mmol), uracil compound 1 (10 mmol) in nitrobenzene (15 mL) was stirred at 150oC for 2.5-4 h. After accomplishment of reac-tion (observed via TLC), the reaction mixture was cooled to room temperature and extra solvent was removed under vacuum. The performed solid was purified by recrystallization from ethyl acetate to afford 6-aminouracil-5-arylpropanenitriles 10 in good yields. The spectral data of products 10 are given below. 2.1.6.1. 3-(6-amino-4-oxo-2-thioxo-1,2,3,4-tetrahydro- pyrimidin-5-yl)-3-(4-hydroxyphenyl) propanenitrile 13a Gray powder. Yield = 87%. Mp = 222 – 225C.IR (cm-1), 3411 (OH), 3335,3280 (NH2), 3269, 3189 (2NH), 2221 (CN), 1671 (C=O amide); 1H NMR (500 MHz, DMSO-d6) delta 11.89 (s, 1H, NH exchangeable with D 2 O), 11.18 (s, 1H, NH exchangeable with D 2 O), 8.47 (s, 1H, OH exchangeable with D 2 O), 7.19 (d, J = 8.8 Hz, 2H), 6.97 (s, 2H, NH 2 ), 6.72 (d, J = 8.8 Hz, 2H), 4.27 (t, J = 5.6 Hz, 1H, CH), 2.90 – 2.84 (t, 2H, CH 2 ).13C NMR (125 MHz, DMSO-d6) delta 178.34, 157.53, 155.68, 151.99, 136.52, 129.28, 117.87, 115.70, 80.87, 38.51, 24.93; MS (m/z) = 288; Anal. Calcd for C 13 H 12 N 4 O 2 S: C, 54.16; H, 4.20; N, 19.43. Found: C, 54.36; H, 4.43; N, 19.28.

According to the analysis of related databases, 1004-40-6, the application of this compound in the production field has become more and more popular.

Reference:
Article; Al-Otaibi, Jamelah S.; Ibrahim, Diaa A.; El Gogary, Tarek M.; Letters in drug design and discovery; vol. 15; 12; (2018); p. 1240 – 1251;,
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873-83-6, 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. 873-83-6, name is 6-Aminopyrimidine-2,4(1H,3H)-dione. This compound has unique chemical properties. The synthetic route is as follows.

Step 1: Synthesis of 7H-pyrrolo[2,3-d]pyrimidine-2,4-diol To a suspended solution of 6-aminouracil (12.7 g, 100 mmol) and sodium acetate (8.2 g, 100 mmol) in H2O (100 mL) at a temperature of 70-75¡ã C., was added a solution of chloroacetaldehyde (50percent in water, 23.6 g, 150 mmol). The resulting reaction mixture was stirred at 80¡ã C. for 20 min, and then cooled to room temperature. The separated solid was collected by filtration, washed with water and acetone, and dried in vacuum to give the title compound as brown solid (14.74 g, 98percent yield). MS(ESI, M-1) m/z 150.2.

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, 873-83-6, 6-Aminopyrimidine-2,4(1H,3H)-dione.

Reference:
Patent; Wyeth; US2010/3250; (2010); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Some common heterocyclic compound, 54-20-6, molecular formula is C5H3F3N2O2, 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.54-20-6

EXAMPLE 9 Into a mixture of 5.0 g of 5-trifluoromethyluracil, 2.9 g of 2,3-dihydrofuran and 0.3 g of triethylamine in 40 ml of dioxane kept at 15 C. under agitation was added 7.5 g of dimethyldichlorosilane as a portion and the reaction was continued for about 2 hours with agitation. The treatment procedure after completion of the reaction was much the same as in Example 1 to give 5.0 g of a crystalline product of N1 -(2-tetrahydrofuryl)-5-trifluoromethyluracil having a melting point of 208 C. The yield was 72.0% of the theoretical.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 54-20-6.

Reference:
Patent; Toshin Chemical Co., Ltd.; US4159378; (1979); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

62802-42-0 ,Some common heterocyclic compound, 62802-42-0, molecular formula is C4H2ClFN2, 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.

A large microwave vial was charged with potassium (2Z)-2-buten-2-yltrifluoroborate (Sigma- Aldrich, 900 mg, 5.6 mmol), potassium phosphate (3.54 g, 16.7 mmol) and 2-chloro-5- fluoro-pyrimidine (686 ^L, 5.6 mmol). DMF (10 mL) and water (2 mL) were added and the mixture was deoxygenated with an Ar stream. Tetrakis(triphenylphosphine)palladium (642 mg, 0.56 mmol) was added, and the slurry was again deoxygentaed with an Ar stream. The vial was then capped and heated in the microwave at 95 C for 12 h. The reaction mixture was then partitioned between water (60 mL) and diethyl ether (2X). The combined organic layers were washed with water (1X) and brine (1X), dried over anhydrous sodium sulfate, and concentrated in vacuo. The residue was purified by silica gel chromatography (eluent: pure DCM) to provide 403.1 (476 mg, 56% yield) as a light yellow oil. LCMS-ESI (pos.) m/z: 153.2 (M+H)+.

According to the analysis of related databases, 62802-42-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; AMGEN INC.; CHEN, Ning; CHEN, Xiaoqi; CHEN, Yinhong; CHENG, Alan C.; CONNORS, Richard V.; DEIGNAN, Jeffrey; DRANSFIELD, Paul John; DU, Xiaohui; FU, Zice; HARVEY, James S.; HEATH, Julie Anne; HEUMANN, Lars V.; HORNE, Daniel B.; HOUZE, Jonathan; KALLER, Matthew R.; KAYSER, Frank; KHAKOO, Aarif Yusuf; KOPECKY, David J.; LAI, Su-Jen; MA, Zhihua; MEDINA, Julio C.; MIHALIC, Jeffrey T.; NISHIMURA, Nobuko; OLSON, Steven H.; PATTAROPONG, Vatee; SWAMINATH, Gayathri; WANG, Xiaodong; WANSKA, Malgorzata; YANG, Kevin; YEH, Wen-Chen; (700 pag.)WO2018/97945; (2018); A1;,
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