Pyrimidines

Adding a certain compound to certain chemical reactions, such as: 139756-21-1, 5-(2-Ethoxyphenyl)-1-methyl-3-propyl-1H-pyrazolo[4,3-d]pyrimidin-7(6H)-one, 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, HPLC of Formula: C17H20N4O2, blongs to pyrimidines compound. HPLC of Formula: C17H20N4O2

I-09a (2.5 g, 8.0 mmol) was added into CISO3H (R-05, 10 mL) at ice-water and stirred at r.t. for 2 hours. The reaction mixture was quenched by adding water, and then filtrated. The filtrate cake was collected and dried under vacuo to give I-i Oa (2.0 g) ESI-MS (Mi-i): 411 calc. for C17H19C1N404S: 410.1.

The synthetic route of 139756-21-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; FUNDACION PARA LA INVESTIGACION MEDICA APLICADA; CUADRADO TEJEDOR, Maria Del Mar; FRANCO FERNANDEZ, Rafael; GARCIA OSTA, Ana Maria; OYARZABAL SANTAMARINA, Julen; RABAL GRACIA, Maria Obdulia; WO2014/131855; (2014); A1;,
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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;,
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Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 13162-43-1, 4,6-Dichloro-2-methyl-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, SDS of cas: 13162-43-1, blongs to pyrimidines compound. SDS of cas: 13162-43-1

General procedure: 10% Pd/C(0.05) gwas added to the solution of substituted pyrimidine (4.48mmol) in ethyl acetate (EA, 20mL) in Parr hydrogenater. Then, replace the air with nitrogen three times, and react for 4hat room temperature in normal pressure. Filter the solution to remove Pd/C through Celite filter agent, the filtrate was concentrated to yield the intermediates 11a,b [46]. 5.4.1 4,6-Dichloro-2-methyl-5-nitropyrimidine (11a) Pale solid; Yield: 84.0%; MS (ESI) m/z: 177.94 [M+H]+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,13162-43-1, 4,6-Dichloro-2-methyl-5-nitropyrimidine, and friends who are interested can also refer to it.

Reference:
Article; Huang, Daowei; Huang, Lei; Zhang, Qingwei; Li, Jianqi; European Journal of Medicinal Chemistry; vol. 140; (2017); p. 212 – 228;,
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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.2134-36-3, name is Ethyl 4-chloro-2-methylpyrimidine-5-carboxylate, molecular formula is C8H9ClN2O2, molecular weight is 200.62, as common compound, the synthetic route is as follows.Formula: C8H9ClN2O2

A suspension of ethyl 4-chloro-2-methylpyrimidine-5-carboxylate (1.00 g) and O-benzylhydroxylamine hydrochloride (1.35 g) in N-ethyldiisopropylamine (16 mL) was heated with stirring at 110 to 120C for 3 hours. After cooling of the reaction mixture, chloroform and water were added thereto, followed by separation of an organic layer. An aqueous layer was extracted with chloroform, combined with the organic layer and dried over sodium sulfate, and the solvent was distilled off under reduced pressure. The obtained residue was purified by silica gel column chromatography [eluent: 90-50% hexane/ethyl acetate] to obtain a yellow oil of ethyl 4-((benzyloxy)amino)-2-methylpyrimidine-5-carboxylate (990 mg). 1H-NMR (CDCl3) delta value: 1.35 (t, J=7.2 Hz, 3H), 2.67 (s, 3H), 4.31 (q, J=7.2 Hz, 2H), 5.05 (s, 2H), 7.35-7.44 (m, 3H), 7.46-7.51 (m, 2H), 8.79 (s, 1H), 10.20 (brs, 1H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,2134-36-3, Ethyl 4-chloro-2-methylpyrimidine-5-carboxylate, and friends who are interested can also refer to it.

Reference:
Patent; Toyama Chemical Co., Ltd.; KAWAI, Hyouei; MURATA, Daigo; SUZUMURA, Yuko; EP2810944; (2014); A1;,
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Electric Literature of 18740-39-1, Adding some certain compound to certain chemical reactions, such as: 18740-39-1, name is 2,4-Dichlorothieno[2,3-d]pyrimidine,molecular formula is C6H2Cl2N2S, 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 18740-39-1.

Example 9 2,4-Bis(2-methylphenylamino)thieno[2,3-d]pyrimidine 2,4-Dichlorothieno[2,3-d]pyrimidine (1.5 g, 0.0073 mol) and o-toluidine (5 ml) were heated in an oil bath at 160° for 2 hours. The reaction mixture was dissolved in chloroform (200 ml) and washed with 2N hydrochloric acid (3 x 100 ml), then sodium carbonate solution, dried over magnesium sulphate, filtered and evaporated under reduced pressure to give a solid, (1.98 g). The solid was purified by column chromatography using dichloromethane as eluant. The fractions containing the product were combined and evaporated under reduced pressure to give a solid. Recrystallization from diethyl ether/petroleum ether (b.p. 40-60°) gave the title compound, (1.0 g), m.p. 121-123°, References for starting materials

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. 18740-39-1, 2,4-Dichlorothieno[2,3-d]pyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SMITHKLINE BEECHAM INTERCREDIT B.V.; EP404356; (1990); A1;,
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Pyrimidine – Wikipedia

Synthetic Route of 151266-23-8, 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.151266-23-8, name is 3-Iodo-1H-pyrazolo[3,4-d]pyrimidin-4-amine, molecular formula is C5H4IN5, molecular weight is 261.02, as common compound, the synthetic route is as follows.

Compound 2-4 is synthesized as shown in Scheme 2. Compound 1-3 is reacted with isopropyl bromide in dimethylformamide with potassium carbonate at 800C, to provide the 1 -isopropyl pyrazolopyrimidine 2-1. This intermediate with the protected indolyl boronic acid species 2-2, using tetrakistriphenylphosphine palladium catalysis in DME-water solvent at 800C for 4-5 hours, to produce the Suzuki coupling product, compound 2-3. Removal of the protecting groups with acid in dioxane yields the product, 2-( 4-amino-lH-pyrazolo[3,4-d]pyrimidin-3-yl iodide (Cpd. 2-4).

Statistics shows that 151266-23-8 is playing an increasingly important role. we look forward to future research findings about 3-Iodo-1H-pyrazolo[3,4-d]pyrimidin-4-amine.

Reference:
Patent; INTELLIKINE, INC.; REN, Pingda; LIU, Yi; LI, Liansheng; CHAN, Katrina; WILSON, Troy, Edward; MARTIN, Michael; ROMMEL, Christian; WO2010/6086; (2010); A2;,
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Electric Literature of 939986-65-9, 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.939986-65-9, name is 6-Chloropyrimidine-4-carbonitrile, molecular formula is C5H2ClN3, molecular weight is 139.5425, as common compound, the synthetic route is as follows.

A mixture of 6-chloropyrimidine-4-carbonitrile (153 mg, 1.10 mmol), Nphenylpiperidine-4-carboxamide hydrochloride 1 (221 mg, 0.914 mmol), K2C03 (253 mg, 1.83 mmol), THF (5 mL), and DMF (4 mL) was stirred at RT for 16 h. The mixture was concentrated under reduced pressure. The residue was partitioned between water, brine, and EtOAc. The organic layer was separated and the aqueous layer re-extracted with EtOAc. The combined organic layers were washed with brine, dried (Na2SO4), filtered, and the filtrate concentrated under reduced pressure to afford compound 2 (274 mg, 81%) as a white solid. LCMS Mass:308.0 (M+1).

Statistics shows that 939986-65-9 is playing an increasingly important role. we look forward to future research findings about 6-Chloropyrimidine-4-carbonitrile.

Reference:
Patent; PHARMAKEA, INC.; ROWBOTTOM, Martin, W.; HUTCHINSON, John, Howard; (185 pag.)WO2017/3862; (2017); A1;,
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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. 105742-66-3, name is 4,5-Dichloro-2,6-dimethylpyrimidine, the common compound, a new synthetic route is introduced below. Recommanded Product: 4,5-Dichloro-2,6-dimethylpyrimidine

General procedure: Compound 5 was synthesized as described.33 Compounds 6 and 7were synthesized in our previous work.34 Compounds 4 (5 mmol), 7(5 mmol) and anhydrous potassium carbonate (5 mmol, 0.69 g) wereadded to a mixed solvent of dimethyl formamide (20 mL) and water(10 mL), and then refluxed for 2-4 h. The progress was monitored byTLC. After the reaction was complete, the reaction solution was pouredinto saturated saline and extracted with ethyl acetate (3×80 mL). Theextract was dried, filtered, and the solvent was removed under reducedpressure to give a crude product. Recrystallization from the mixedsolvent of petroleum ether and ethyl acetate gave pure target compoundsO1-17 (Scheme 2).

The synthetic route of 105742-66-3 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Yan, Zhongzhong; Liu, Aiping; Ou, Yingcan; Li, Jianming; Yi; Zhang, Ning; Liu, Minhua; Huang, Lu; Ren, Jianwei; Liu, Weidong; Hu, Aixi; Bioorganic and Medicinal Chemistry; vol. 27; 15; (2019); p. 3218 – 3228;,
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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.153435-63-3, name is 2-(Tributylstannyl)pyrimidine, molecular formula is C16H30N2Sn, molecular weight is 369.1328, as common compound, the synthetic route is as follows.Formula: C16H30N2Sn

A mixture of compound from step 20d (500 mg, 1.033 mmol), 2-(tri-n-butylstannyl)pyrimidine (395 mg,1.03 mmol), CsF (313 mg, 2.06 mmol) and Pd(PPh3)4 (115.5 mg,0.10 mmol), Cul (38 mg, 0.20 mmol) in DMF (7 mL) was stirred for 48 hours at 40 C. After being cooled to rt, it was concentrated and the residue was partitioned (EtOAc/brine). The organic was dried (Na2SO4), filtered and concentrated. The residue was chromatographed (silica, ethyl acetate/petroleum ether) to give the desired compound as a yellow solid (300 mg, 60%). ESIMS m/z = 486.25, 488.25 [M+H]+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,153435-63-3, 2-(Tributylstannyl)pyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; ENANTA PHARMACEUTICALS, INC.; QIU, Yao-Ling; CAO, Hui; LI, Wei; PENG, Xiaowen; JIN, Meizhong; KASS, Jorden; GAO, Xuri; OR, Yat, Sun; (99 pag.)WO2017/11552; (2017); A1;,
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Application of 10397-13-4 ,Some common heterocyclic compound, 10397-13-4, molecular formula is C8H9Cl2N3O, 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 2 6-(4-Methanesulfonyl-piperazin-l-vI)-2-morphoHn-4-yl-[4,5’lbipyriinidinyl-2′-ylamine (4) A mixture of Intermediate Al (198mg), Intermediate G (230mg) and potassium carbonate (293mg) was stirred in acetonitrile (10ml) at room temperature. After 24 hours the reaction mixture was diluted with ethyl acetate, washed with water, dried (MgSO4) and the solvent removed in vacuo. The residue was recrystallised from ethyl acetate/hexane to yield 4-[4-chloro-6-(4-methanesulfonyl-piperazin-l-yl)-yrimidin-2- yl]-morpholine (206mg). Reaction of 4-[4-chloro-6-(4-methanesulfonyl-piperazin- 1 -yl)-yrimidin-2-yl]- morpholine with 2-aminopyrimidine-5-boronic acid, pinacol ester using standard Suzuki conditions yielded the desired title compound. IH NMR (400MHz, CDCl3) 2.80 (3H,s), 3.28-3.24 (4H,m), 3.82-3.75 (12H,m), 5.20 (2H,s,br.), 6.16 (lH,s), 8.91 (2H,s).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,10397-13-4, its application will become more common.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; GENENTECH, INC.; WO2009/66084; (2009); A1;,
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