Tag: M.W:100-200

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. 1193-21-1, name is 4,6-Dichloropyrimidine, the common compound, a new synthetic route is introduced below. Recommanded Product: 1193-21-1

298 mL of methanol was added to 387 mL (7.98 mols) of hydrazine monohydrate, cooled at 10C (inside temperature), and 149 g (1.00 mol) of 4,6-dichloropyrimidine was gradually added to the mixture liquid (at inside temperature of not higher than 20C), then the ice bath was removed, and this was restored to room temperature and stirred at the temperature for 30 minutes. Afterwards, this was further heated up to 60C (inside temperature), and stirred at the temperature for 5 hours. After the reaction, 750 mL of water was added thereto, and cooled with ice to 8C (inside temperature), and the precipitated crystal was collected through filtration, washed with water poured thereto, and then with isopropanol poured thereto. This was dried at room temperature for 36 hours to give 119 g of the intermediate (c) (white powder, yield 84.5%). The NMR data of the obtained intermediate (c) are as follows: 1H-NMR (300 MHz, d-DMSO): 7.80 (s, 1H), 7.52 (s, 2H), 5.98 (s, 1H), 4.13 (s, 4H)

The synthetic route of 1193-21-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; FUJIFILM Corporation; EP2228409; (2010); A2;,
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Pyrimidine – Wikipedia

Electric Literature of 1780-33-2, Adding some certain compound to certain chemical reactions, such as: 1780-33-2, name is 4,6-Dichloro-2,5-dimethylpyrimidine,molecular formula is C6H6Cl2N2, 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 1780-33-2.

Preparation F (6–Chloro-2,5-dimethylpyrimidin-4-yl)-(2,4,6-trimethylphenyl)-acetonitrile To a solution of mesitylacetonitrile (0.900 g, 5.65 mmol) in 8 ml dry THF was added sodium hydride (60percent in oil, 0.250 g, 6.21 mmol) and the mixture was stirred at room temperature for 40 minutes. 2,5-Dimethyl-4,6-dichloropyrimidine (1.000 g, 5.65 mmol) was added and the resulting mixture was heated at reflux for 5 hours. The mixture was quenched with water and extracted with ethyl acetate. The organic layer was dried and concentrated to give 1.800 g of a yellow oil. The oil residue was purified through silica gel column chromatography using 10percent ethyl acetate in hexane as eluent to give 0.986 9 (58.3percent) of the title compound as a white solid, mp 100-102¡ã C. 1 H NMR (CDCl3) delta6.86 (s, 2H), 5.60 (s, 1H), 2.69 (s, 3H), 2.25 (s, 3H), 2.18 (s, 6H), 1.92 (s, 3H) ppm.

According to the analysis of related databases, 1780-33-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Pfizer Inc.; US5962479; (1999); A;,
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Synthetic Route of 4595-59-9 , The common heterocyclic compound, 4595-59-9, name is 5-Bromopyrimidine, molecular formula is C4H3BrN2, 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.

Example 3 N-((1R,2R)-2-Hydroxy-cyclohexyl)-6-(2-pyrimidin-5-yl-ethyl)-5-(4-trifluoromethyl-phenyl)-nicotinamidea) 5-Trimethylsilanylethynyl-pyrimidine; Tetrakis(triphenylphosphine)palladium(O) (727 mg, 0.6 mmol) was added to a stirred, degassed suspension of 5-bromopyrimidine (5.0 g, 31.4 mmol) and copper(I)iodide (120 mg, 0.6 mmol) in toluene and diisopropylamine (1:1, 200 ml) under nitrogen. The reaction mixture was heated to 60 C., trimethylsilylacetylene (4.89 ml, 34.6 mmol) was added and the reaction mixture was stirred for 3 hours at 60 C.. The reaction mixture was allowed to cool to room temperature, diluted with ethyl acetate (200 ml) and washed with saturated aqueous ammonium chloride solution (3¡Á100 ml). The organic layer was separated, dried over MgSO4 and concentrated in vacuo. The crude product was purified by flash column chromatography (5% ethyl acetate/heptane) to give 5-trimethylsilanylethynyl-pyrimidine as a pale brown solid, 4.71 g (85% yield). LC at 215 nm; Rt 2.07: 88%, m/z (ES+): 177 (M+H).

The synthetic route of 4595-59-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Hebeisen, Paul; Roever, Stephan; US2008/70931; (2008); A1;,
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Application of 1004-39-3, 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.1004-39-3, name is 4,6-Diaminopyrimidine-2-thiol, molecular formula is C4H6N4S, molecular weight is 142.18, as common compound, the synthetic route is as follows.

General procedure: DBU (0.33 ml, 2.2 mmol) was added dropwise at roomtemperature to a stirred suspension of the respective thiol2a-n (2.2 mmol) in anhydrous MeCN (4 ml). The obtainedmixture was stirred for 15 min and then furoxan 1d (0.34 g,1.0 mmol) was added. The reaction mixture was furtherstirred for 48-120 h until complete conversion of thestarting furoxan 1d (control by TLC, eluent CHCl3). Thereaction mixture was then diluted with H2O (20 ml). The precipitate formed was filtered off, carefully washed withwater, 0.75 N NaOH, then again with water, acetonitrile(~1 ml), and air-dried.

The chemical industry reduces the impact on the environment during synthesis 1004-39-3, I believe this compound will play a more active role in future production and life.

Reference:
Article; Fershtat, Leonid L.; Epishina, Margarita A.; Kulikov, Alexander S.; Struchkova, Marina I.; Makhova, Nina N.; Chemistry of Heterocyclic Compounds; vol. 51; 2; (2015); p. 176 – 186; Khim. Geterotsikl. Soedin.; vol. 51; 2; (2015); p. 176 – 186,11;,
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Application of 4270-27-3, 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. 4270-27-3, name is 6-Chloropyrimidine-2,4(1H,3H)-dione, molecular formula is C4H3ClN2O2, 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: 6-Chloropyrimidine-2,4(1H, 3H)-dione derivatives 1 (1.0 mmol) and N-hydroxyformimidoyl chloride derivatives 2 (1.2 mmol) were combined and dissolved in methanol (15mL), followed by the addition of triethylamine (3.0 mmol). Subsequently, the reaction mixture was stirred in a round-bottom flask (25mL) at room temperature for 5h. After completion of the reaction as indicated by TLC, the mixture was evaporated by rotary evaporator, extracted with ethyl acetate, dried over Na2SO4, then concentrated and purified by flash column chromatography (PE/EA=5:1) to yield compounds 3a-t.

According to the analysis of related databases, 4270-27-3, the application of this compound in the production field has become more and more popular.

Reference:
Article; Jiang, Kun-Ming; Jin, Yi; Lin, Jun; Tetrahedron; vol. 73; 47; (2017); p. 6662 – 6668;,
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Reference of 4595-59-9, 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 4595-59-9 as follows.

An oven dried 5 mL microwave vial with a 10 mm stir bar was charged with 5-bromopyrimidine (115 mg, 0.5 mmol), naphthalene-1-boronic acid (152 mg, 1.0 mmol) and tribasic potassium phosphate monohydrate (288 mg, 1.25 mmol). The vial was equipped with a septum and subjected to three evacuation/Argon backfill cycles. A toluene solution (0.1 mL) of Pd(OAc)2 (0.56 mg, 0.0025 mmol) and EvanPhos (1.8 mg, 0.0038 mmol) was added via syringe followed by toluene (0.9 mL). The reaction was stirred in an oil bath at 40 C. under argon. GC/MS monitoring showed complete consumption of the halide after 6 h. The vessel was cooled to rt and diluted with water (1 mL). The aqueous phase was extracted in flask with EtOAc (3*1 mL). The combined organic phases were flushed over a short plug of silica gel in a pasteur pipette and then washed with EtOAc. Volatiles were removed in vacuo. The mixture was chromatographed over silica gel eluting with 1:3 diethyl ether:hexanes (Rf=0.20, 3:7 diethyl ether:hexanes) which yielded an off-white powder (99 mg, 96%). 1H NMR (400 MHz, chloroform-d) delta 9.31 (s, 1H), 8.89 (s, 2H), 7.95 (dd, J=8.4, 3.7 Hz, 2H), 7.75 (d, J=8.2 Hz, 1H), 7.61-7.48 (m, 3H), 7.42 (d, J=7.0 Hz, 1H). 13C NMR (101 MHz, chloroform-d) delta 157.72, 157.40, 134.44, 133.87, 132.50, 131.26, 130.95, 129.53, 128.78, 127.84, 127.18, 126.54, 125.52, 124.65.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,4595-59-9, its application will become more common.

Reference:
Patent; The Regents of the University of California; Lipshutz, Bruce H.; Handa, Sachin; Landstrom, Evan; (35 pag.)US2018/117574; (2018); A1;,
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Pyrimidine – Wikipedia

Application of 31462-59-6, 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.31462-59-6, name is Pyrimidine-4-carboxylic acid, molecular formula is C5H4N2O2, molecular weight is 124.1, as common compound, the synthetic route is as follows.

General Procedure 13 was followed in the preparation of Intermediate 19. 2129 General Procedure 13 2131 Intermediate 19 2132 [0243] Thionyl chloride (3.55mL, 48.4 mmol, 3 eq) was added dropwise to a solution of 2133 pyrimidine-4-carboxylic acid (2 g, 16.1 mmol) in EtOH (15 mL) and the resulting mixture 2134 was heated to reflux for 14 h. The mixture was then cooled to RT and made alkaline with 2135 saturated aqueous NaHC03 to pH 8. The basic solution was then extracted with EtOAc (4 x 2136 50 mL). The combined organic layers were washed with brine (30 mL), dried over Na2S04, 2137 filtered and concentrated in vacuo to afford Intermediate 19 (1.7g, 77%). 1H NMR: (DMSO- 2138 d6) 5 9.40 (d, J= 1.0 Hz, 1H), 9.10 (d, J= 5.1 Hz, 1H), 8.05 (dd, J= 5.1, 1.3 Hz, 1H), 4.39 2139 (q, J= 7.1 Hz, 2H), 1.35 (t, J= 7.1 Hz, 3H); MS: 153 [M + H]+; TLC: 40% hexane in EtOAc: 2140 Rf: 0.40

The chemical industry reduces the impact on the environment during synthesis 31462-59-6, I believe this compound will play a more active role in future production and life.

Reference:
Patent; VERSEON, INC.; SHORT, Kevin, Michael; PHAM, Son, Minh; WILLIAMS, David, Charles; KITA, David, Ben; WO2014/145986; (2014); A1;,
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Synthetic Route of 149849-94-5, 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. 149849-94-5, name is Methyl 2-chloropyrimidine-4-carboxylate, molecular formula is C6H5ClN2O2, 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.

To a solution of methyl 2-chloropyrimindine-4-carboxylate (750 mg, 4.35 mmol) in methanol(20 mL) stirred under nitrogen at 0 C was added sodium borohydride (329 mg, 8.7 mmol)portion-wise. The reaction minxture was allowed to warm to rt and stirred at rt for 2 h. Asaturated solution of ammonium chloride in water (40 mL) and EtOAc (40 mL) were added.After separation, the aqueous layer was extracted with EtOAc (2 x 40 mL). The combined organic layers were washed with brine, dried over sodium sulfate, and evaporated in vacuo to afford a brown oil. This residue was purified by normal phase column chromatography [(EtOHIEtOAc 4: 1)/CyH 0-40%j to afford (2-chloropyrimindin-4-yl)methanol (187 mg, 1.3 mmol, purity: 42 %, recovery: 30 %) as a light yellow solid. LCMS (m/z) 145 and 147 (M+H), retention time: 1.26 min LC/MS Method 1.

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 149849-94-5, Methyl 2-chloropyrimidine-4-carboxylate.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; DAUGAN, Alain Claude-Marie; DONCHE, Frederic G.; FAUCHER, Nicolas Eric; GEORGE, Nicolas S.; (243 pag.)WO2018/92089; (2018); A1;,
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Reference of 4316-93-2, 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. 4316-93-2, name is 4,6-Dichloro-5-nitropyrimidine, molecular formula is C4HCl2N3O2, 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.

A solution of (lR,3R,4S)-3-(((/er/-butyldimethylsilyl)oxy)methyl)-4-((triisopropylsilyl)oxy)cyclopentan-l -amine (1.05 g, 2.48 mmol) and 4,6-dichloro-5- nitropyrimidine (578 mg, 2.98 mmol) in a mixture of THF (12.5 mL), DMF (6.0mL) and triethylamine (0.88 mL, 6.2 mmol) was stirred at room temperature for 1 hour. The reaction solution was partitioned between saturated aqueous NaHC03(30 mL) and EtOAc (50 mL).Upon separation, the aqueous phase was extracted with additional EtOAc (2×50 mL). The combined organic phases were dried over anhydrous MgS04and concentrated to afford N- i ( 1 R,3R,4S)-3-( i [/tv7-butyl(dimethyl)silyl]oxy }methyl)-4-[(triisopropylsilyl)oxy]cyclopentyl }- 6-chloro-5-nitropyrimidin-4-amine (1.31 g, 94 %) which was carried on to step 2 without further purification. LCMS (FA): m/z = 559.2 (M+H).

According to the analysis of related databases, 4316-93-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; CIAVARRI, Jeffrey; ENGLAND, Dylan Bradley; GIGSTAD, Kenneth M.; GOULD, Alexandra E.; GREENSPAN, Paul; HU, Yongbo; HUANG, Shih-Chung; LANGSTON, Steven Paul; MIZUTANI, Hirotake; SHI, Zhan; VYSKOCIL, Stepan; XU, He; (156 pag.)WO2019/180683; (2019); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 16357-83-8, Adding some certain compound to certain chemical reactions, such as: 16357-83-8, name is 4-Aminopyrimidine-5-carbaldehyde,molecular formula is C5H5N3O, 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 16357-83-8.

General procedure: Appropriate substituted benzoyl hydrazine 4 (1 equiv) was added to a solution of intermediate 2 (1mmol) in ethanol (10mL). The reaction mixture was stirred for 3h at reflux under the condition of the presence of acetic acid as catalyzer, then poured into cold water and the resulting solid was collected by filtrated, washed with EtOH (10mL), and dried in the atmospheric pressure to give the desired title compounds A, B, and C.

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. 16357-83-8, 4-Aminopyrimidine-5-carbaldehyde, other downstream synthetic routes, hurry up and to see.

Reference:
Article; He, Haifeng; Xia, Hongying; Xia, Qin; Ren, Yanliang; He, Hongwu; Bioorganic and Medicinal Chemistry; vol. 25; 20; (2017); p. 5652 – 5661;,
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