Pyrimidines

Reference of 13036-57-2, Adding some certain compound to certain chemical reactions, such as: 13036-57-2, name is 2-Chloro-4-methylpyrimidine,molecular formula is C5H5ClN2, 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 13036-57-2.

To a solution of methyl 3-(2,6-difluorophenylsulfonamido)-2-fluorobenzoate (6.6 g, 19.11 mmol) in tetrahydrofuran (THF) (80 mL) stirred under nitrogen at -30 C. was added the solution of LiHMDS (65 mL, 65 mmol) in tetrahydrofuran dropwise over 40 mins. The reaction mixture was stirred at -5 C. for 2 hours. The reaction mixture was cooled again to -30 C. 2-Chloro-4-methylpyrimidine (2.95 g, 22.94 mmol) in tetrahydrofuran (THF) (10 mL) was added dropwise to the reaction mixture. The reaction mixture was stirred at -10 C. for 1 h, and warmed to room temperature for another 1.5 hours. The reaction mixture was cooled to 0 C. and quenched by addition of the satureated aqueous NH4Cl(80 mL) and extracted with ethyl acetate (100 ml*3). The combined organic layers were washed with water and brine, dried over Na2SO4, filtered and concentrated under reduced pressure to afford the crude product, which was purified by silica gel chromatography with petroleum ether/EtOAc (2:1) to produce the N-(3-(2-(2-chloropyrimidin-4-yl)acetyl)-2-fluorophenyl)-2,6-difluorobenzenesulfonamide (5.05 g, 6.37 mmol, 33.3% yield). LCMS [M+H]+=442.

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. 13036-57-2, 2-Chloro-4-methylpyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Adams, Jerry Leroy; Dhanak, Dashyant; Heerding, Dirk A.; Manning, Calvin O.; US2013/53562; (2013); 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. 23002-51-9, name is 6-Chloro-1H-pyrazolo[3,4-d]pyrimidine, molecular formula is C5H3ClN4, 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. Quality Control of 6-Chloro-1H-pyrazolo[3,4-d]pyrimidine

Example 74 : N-( 1 -Methyl- 1 H-pyrazo 1-4-yl)- 1 -phenyl- 1 H-pyrazo lo [3 ,4-d]pyrimidin-6-amine Step (i)A suspension of 6-chloro-lH-pyrazolo[3,4-d]pyrimidine (lOOmg, 0.65mmol), benzene boronic acid (1.5eq), copper acetate (2eq) and pyridine (2eq) in dichloromethane (2mL) was heated in the microwave at 80C for 15min. After cooling to rt, the mixture was filtered and the resulting filtrate concentrated to give 6-chloro-1-phenyl-1H-pyrazolo[3,4-d]pyrimidine as a green oil (138mg, 92%) which was used without further purification in the next step.

With the rapid development of chemical substances, we look forward to future research findings about 23002-51-9.

Reference:
Patent; CELLZOME LIMITED; RAMSDEN, Nigel; HARRISON, Richard John; OXENFORD, Sally; BELL, Kathryn; PITON, Nelly; DAGOSTIN, Claudio; BOUSSARD, Cyrille; RATCLIFFE, Andrew; WO2011/48082; (2011); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 58536-46-2, 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 58536-46-2, name is 4-(4-Bromophenyl)-2,6-diphenylpyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

wherein the fluoro compound in the atmosphere of nitrogen 13H-fluorenone[1,9-ab]carbazole (15.0g, 0.52mol), 4-(4-bromophenyl)-2,6-diphenyl-pyrimidine (19.03g , 0.57mol) and then completely dissolved in 240ml xylene and sodium tert- butoxide (5.94g, added 0.61mol), and bis(tri-tert-butylphosphine)palladium (0) (0.13g, 0.0026mol, insert a) after heating and stirring for 5 hours. After concentrated under reduced pressure the xylene in the filtrate cooled to room temperature, remove the base and recrystallized from ethyl acetate to the compound 1-17: to produce a (16.31g, yield 73%).

According to the analysis of related databases, 58536-46-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; LG Chemical Co., Ltd.; Cha, Yong Bum; Kim, Jin Ju; (89 pag.)KR2016/29670; (2016); A;,
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Pyrimidine – Wikipedia

Related Products of 4994-86-9 ,Some common heterocyclic compound, 4994-86-9, molecular formula is C5H5ClN2, 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 1 4-Chloro-2-methylpyrimidine (135 mg) was added to a solution of 1-(4-bromophenylsulphonyl)-4-(4-piperidylcarbonyl)piperazine (415 mg) in THF (15 ml) containing triethylamine (0.2 ml). The mixture was heated under reflux for 16 hours. After cooling, the THF was evaporated. The residue was treated with H2 O(20 ml) and the aqueous extracted with ethyl acetate (3*20 ml). The combined organic phases were washed with saturated brine (1*20 ml) dried and evaporated to give an oil which was purified by chromatography on silica gel. Elution with dichloromethane/methanol/0.88 NH3 (96:3:1) gave an oil. Trituration with diethyl ether (10 ml) gave, as a colourless solid, l-(4-bromophenylsulphonyl)-4-[1-(2-methylpyrimidyl)-4-piperidylcarbonyl]piperazine (152 mg), mp 200-202 C.; NMR: 1.39-1.48 (m, 2H), 1.55-1.69 (m, 2H), 2.30 (s, 3H), 2.80-3.00 (m, 7H), 3.45-3.67 (m, 4H), 4.32 (m, 2H), 6.57 (d, 1H), 7.65 (d, 2H), 7.83 (d, 2H), 8.03 (d, 1H); EI-MS m/z 508 (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,4994-86-9, its application will become more common.

Reference:
Patent; Zeneca Limited; US6093718; (2000); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 22536-65-8, 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.22536-65-8, name is 2-Chloro-5-methoxypyrimidine, molecular formula is C5H5ClN2O, molecular weight is 144.56, as common compound, the synthetic route is as follows.

A solution of (R)-4-((2-fluoro-4-piperidin-4-ylmethoxy)phenyl)-2H-benzo[ d] [1.3]oxathiole 3- oxide (150 mg, 0.41 mmol)), 2-chloro-5-methoxypyrimidine (72 mg, 0.49 mmol) and triethylamine (63 mg, 0.60 mmol) in acetonitrile (20 mL) was stirred at reflux for 6 hours. Upon cooling, a precipitate was formed, filtered off and washed sequentially with water and with hexanes. The crude product after washing was subjected to column chromatography eluting with dichloromethane to obtain the title compound (58 mg, 30 percent) as a white solid.

Statistics shows that 22536-65-8 is playing an increasingly important role. we look forward to future research findings about 2-Chloro-5-methoxypyrimidine.

Reference:
Patent; Peu Lama Na Perm Syutikeolseu In Keu .; Man Su-reu-ta-rek-su-ha-il; Cha Pi-beu-mi-ka-il; Yu Din-mi-ka-il; Ge Jen-cheu-be-i-yu-ri; Ni Ki-tin-al-rek-san-deu-reu; (190 pag.)KR2019/15535; (2019); A;,
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Pyrimidine – Wikipedia

Reference of 1558-17-4, 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. 1558-17-4, name is 4,6-Dimethylpyrimidine, molecular formula is C6H8N2, 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.

n-Butyllithium (2.5 M in hexanes; 5.00 mL, 12.5 mmol) was slowly added drop- wise to a -78 C solution of 4,6-dimethylpyrimidine (1.08 g, 9.99 mmol) in tetrahydrofuran (20 mL). After the reaction mixture had been stirred for 20 minutes at-78 C, solid carbon dioxide (dry ice, 5.0 g) was added, and the reaction mixture was warmed to room temperature (15 C) and stirred for 1 hour. Water (3.0 mL) was thenadded, and the resulting mixture was concentrated in vacuo to provide the product as a white solid. Yield: 1.53 g, 9.68 mmol, 97%. H NMR (400 MHz, D20) 8.78 (5, 1 H), 7.28 (5, 1 H), [3.60 (5) and 3.59 (br 5), total 2H], 2.43 (5, 3H).

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 1558-17-4, 4,6-Dimethylpyrimidine.

Reference:
Patent; PFIZER INC.; BRODNEY, Michael Aaron; CHAPPIE, Thomas Allen; CHEN, Jinshan Michael; COE, Jotham Wadsworth; COFFMAN, Karen Jean; GALATSIS, Paul; GARNSEY, Michelle Renee; HELAL, Christopher John; HENDERSON, Jaclyn Louise; KORMOS, Bethany Lyn; KURUMBAIL, Ravi G.; MARTINEZ-ALSINA, Luis Angel; PETTERSSON, Martin Youngjin; REESE, Matthew Richard; ROSE, Colin Richard; STEPAN, Antonia Friederike; VERHOEST, Patrick Robert; WAGER, Travis T.; WARMUS, Joseph Scott; ZHANG, Yuan; (193 pag.)WO2018/163066; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 51940-64-8 ,Some common heterocyclic compound, 51940-64-8, molecular formula is C7H6Cl2N2O2, 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.

REFERENCE EXAMPLE 1 Ethyl 2,4-dichloropyrimidine-5-carboxylate was allowed to react with p-toluidine at room temperature in acetonitrile in the presence of diisopropylethylamine, thereby obtaining ethyl 2-chloro-4-(4-methylanilino)pyrimidine-5-carboxylate (light yellow powder).

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. 51940-64-8, Ethyl 2,4-Dichloro-5-pyrimidinecarboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Yamanouchi Pharmaceutical Co., Ltd.; US6432963; (2002); B1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 33097-13-1 ,Some common heterocyclic compound, 33097-13-1, molecular formula is C6H3Cl2N3S, 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.

[0408] Step 1 : To a suspension of 4,6-dichloro-2-(methylthio)pyrimidine-5-carbonitrile (176 mg, 0.8 mmol) in DMF (2 mL) was added benzo[d][l,3]dioxol-5-amine (137.1 mg, 1 mmol). After stirring at room temperature for 15 h, the mixture was diluted with water, the resulting precipitate was collected by filtration to give 4-(benzo[d][2,3]dioxol-5-ylamino)-6- chloro-2-(methylthio)pyrimidin-5-carbonitrile (273 mg).

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. 33097-13-1, 4,6-Dichloro-2-(methylthio)pyrimidine-5-carbonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; PORTOLA PHARMACEUTICALS, INC.; PANDEY, Anjali; XU, Qing; HUANG, Wolin; JIA, Zhaozhong J.; SONG, Yonghong; WO2012/61415; (2012); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 330786-24-8, 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. 330786-24-8, name is 3-(4-Phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine, molecular formula is C17H13N5O, 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.

The solution of (S)-1-boc-3-methylsulfonyloxy piperidine (115.5 g) indimethylacetamide (300 ml) was added to the reaction mixture of 3-(4-phenoxyphenyl)- 1 H-pyrazolo[3 ,4-d]pyrimidine-4-amine (50 g), cesium carbonate(13.4 g) and potassium carbonate (108.3 g) in dimethylacetamide (450 ml) at 55C.The reaction mass was heated to 85C, stirred for 14h, filtered and concentrated.The concentrated mass was dissolved in 1:1 mixture of methanol-toluene (1250 ml)and added hydrochloric acid (117 ml; 18% w/v). The reaction mixture was stirredfor 6 h at 45C, separated the aqueous layer and concentrated under vacuum. The concentrated mass was stirred with methanol (100 ml) and ethyl acetate (625 ml), filtered the solid and dried to yield (R)-3-(4-phenoxyphenyl)-1-(piperidin-3-yl-1H- pyrazolo[3 ,4-d]pyrimidine-4-amine hydrochloride (59 g; 78.4%).HPLC Purity: 99.6%

According to the analysis of related databases, 330786-24-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; NATCO PHARMA LIMITED; MUDDASANI, Pullareddy; BUDIDETI, Shankar Reddy; MADALAPU, Veerababu; GATTU, Anitha; KONDA, Bala Ankireddy; NANNAPANENI, Venkaiah Chowdary; (20 pag.)WO2017/134684; (2017); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 302964-08-5, 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 302964-08-5 as follows.

2- (2,6-diazaspiro [3.3] heptane-2-ol) (60,86 mg, 0.6 mmol) was added to a solution of 2 – ((6-chloro-2-methylpyrimidine Yl) amino) -N- (2-chloro-6-methylphenyl) thiazole-5-carboxamide (52,158 mg, 0.4 mmol) and N, N-diisopropylethylamine ML, 0.8 mmol) in 1,4-dioxane (5 mL), heated to reflux and reacted overnight. TLC monitored the disappearance of the starting material.The reaction was stopped at room temperature and the solvent was removed. The resulting solid was washed twice with methanol and diethyl ether and separated by high performance liquid chromatography to give a pale yellow solid (10 mg, yield 5%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,302964-08-5, its application will become more common.

Reference:
Patent; Fudan University; Dong, Xiaochun; Zhao, WeiLi; Zhao, Yichao; Lin, Zhaohu; Lu, Xiuhong; Wang, Wen; Dong, Qian; (12 pag.)CN104151321; (2016); B;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia