Day: June 7, 2021

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. 17573-78-3, name is 4,5,6-Trifluoropyrimidine, the common compound, a new synthetic route is introduced below. category: pyrimidines

EXAMPLE 2 STR11 3.6 g (0.12 mol) of sodium hydride (80% in paraffin oil) are added in portions at 0 C. to a mixture of 16.1 g (0.12 mol) of 4,5,6-trifluoropyrimidine and 25.2 g (0.12 mol) of methyl 2-(2-hydroxyphenyl)-3-methoxy-acrylate in 120 ml of dimethylformamide, the batch is allowed to come to room temperature, and stirring is then continued for 2 hours. The reaction mixture is then poured into water and extracted using ethyl acetate, and the extract is concentrated in vacuo. The residue is chromatographed on silica gel (eluent: diethyl ether/petroleum ether 1:1). 3.6 g (9.6% of theory) of methyl 2-[2-(5,6-difluoro-4-pyrimidinyloxy)-phenyl]-3-methyloxy-acrylate of melting point 69 C. are obtained.

The synthetic route of 17573-78-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Bayer Aktiengesellschaft; US5773445; (1998); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 257280-25-4, 5-Bromo-2-phenoxypyrimidine, 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: 257280-25-4, blongs to pyrimidines compound. Recommanded Product: 257280-25-4

2-Phenoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl) pyrimidine (intermediate AV) A mixture of 5-bromo-2-phenoxy-pyrimidine (intermediate AU) (3.00 g, 0.0119 mol), diboron pinacol ester (3.64 g, 0.0143 mol), [1,1′-bis(diphenylphosphino)ferrocene]dichloropalladium(II) complex with dichloromethane (1:1) (0.29 g, 0.00036 mol) and potassium acetate (3.52 g, 0.0358 mol) in N,N-dimethylformamide (70 ml) was heated at 80 C. under a nitrogen atmosphere overnight. The mixture was allowed to cool to ambient temperature and then most of the solvent was removed under reduced pressure. Dichloromethane (70 ml) was added to the residue and the resulting solids were removed by filtration through a pad of celite. The filtrate was concentrated to leave dark oil. The residue was dissolved in dichloromethane (5 mL) and added to heptane (75 mL). The mixture was filtered, and the precipitate was slurried in heptane (75 mL) for 17 hours. After filtration and drying and dried in vacuo 2-phenoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-pyrimidine was obtained as a grey solid (2.95 g, 0.00989 mol): 1H NMR (DMSO-d6, 400 MHz) 8.75 (s, 2H), 7.45 (t, 2H), 7.27 (t, 1H), 7.20 (d, 2H), 1.31 (s, 12H)

At the same time, in my other blogs, there are other synthetic methods of this type of compound,257280-25-4, 5-Bromo-2-phenoxypyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; Abbott Laboratories; US6921763; (2005); B2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 17573-78-3, 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.17573-78-3, name is 4,5,6-Trifluoropyrimidine, molecular formula is C4HF3N2, molecular weight is 134.06, as common compound, the synthetic route is as follows.

To a mixture obtained by adding 110.0 g of 4,5,6-trifluoropyrimidine, 114.6 g of potassium carbonate and 16.6 g of triethylamine to 220.0 g of toluene, 60.4 g of 2-butyn-1-o1 was added dropwise at 25 to 30C over one hour, followed by stirring at 30C for 8 hours. Then, 220.0 g of water was added dropwise in the reaction mixture, followed by stirring for 14 hours. Then, 97.5 g of 3,5-dimethylpiperidine (a mixture of a cis-isomer and a trans-isomer in a mixing ratio of about 7 : 3) was added dropwise and, after the mixture was stirred at 30C for 6 hours, the reaction mixture was allowed to stand. After separating into the organic layer and the aqueous layer, the aqueous layer was removed and the organic layer was then washed once with 220.0 g of 5% hydrochloric acid and then washed once with 220.0 g of water. The organic layer was concentrated to obtain 213.8 g (yield: 94%) of 4-(2-butynyloxy)-5-fluoro-6-(3,5-dimethylpiperidino)pyrimid ine (hereinafter referred to as the present compound (3)). Product purity 96% (HPLC)

The chemical industry reduces the impact on the environment during synthesis 17573-78-3, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Sumitomo Chemical Company, Limited; EP2011795; (2009); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 69034-12-4, 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. 69034-12-4, name is 2-Chloro-5-(trifluoromethyl)pyrimidine. A new synthetic method of this compound is introduced below.

Step 2: To a mixture of B-1.4 (3.5 g, 18 mmol) in dry dioxane (60 mL) under nitrogen is added portion wise potassium ie f-butoxide (4.5 g, 40 mmol) and the mixture is stirred for 15 min before B-1.5 (3.6 g, 20 mmol) is added. The mixture is heated to 60C for 3h, stirred overnight at RT and concentrated. Water is added and the aq. phase extracted with EA. The organic phase is dried and concentrated. The crude product is purified by silica column (using a solvent gradient from 100% cyclohexane to 85% cyclohexane and 15% EA) to provide 1.30 g of B-1.6. ESI-MS: 340 [M+H]+; HPLC (Rt): 1 .47 min (method M)

At the same time, in my other blogs, there are other synthetic methods of this type of compound,69034-12-4, 2-Chloro-5-(trifluoromethyl)pyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; RIETHER, Doris; FERRARA, Marco; HEINE, Niklas; LESSEL, Uta; NICHOLSON, Janet Rachel; PEKCEC, Anton; (70 pag.)WO2017/178338; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 3934-20-1, 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. 3934-20-1, name is 2,4-Dichloropyrimidine, molecular formula is C4H2Cl2N2, 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.

(1) Tert-butyl 4-(4-chloropyrimidin-2-yl)piperazine-1-carboxylate To a solution of 2,4-dichloropyrimidine (50.0 g, 0.338 mol) in ethanol (500 ml) was added tert-butyl piperazine-1-carboxylate (62.8 g, 0.338 mol) and sodium hydrogencarbonate (56.8 g, 0.676 mol) and heated under reflux for 1.5 hours. The reaction was filtered and the filtrate was concentrated. To the residue was added methylene chloride and water followed by extracted. The extract was washed with saturated brine, dried over anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (petroleum ether:ethyl acetate=10:1) to obtain the title compound (6.30 g, 6%). 1H NMR (CDCl3) delta: 1.49 (9H, s), 3.45-3.52 (4H, m), 3.75-3.83 (4H, m), 6.53 (1H, d, J=4.8 Hz), 8.16 (1H, d, J=4.8 Hz).

According to the analysis of related databases, 3934-20-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; US2009/163508; (2009); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 25940-35-6, 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 25940-35-6, name is Pyrazolo[1,5-a]pyrimidine-3-carboxylic acid. This compound has unique chemical properties. The synthetic route is as follows.

A mixture of [1-(5-amino-2,2-dimethyl-3H-benzofuran-6-yl)-4-piperidyl]methyl diethyl phosphate (79 mg, 0.14 mmol), pyrazolo[1,5-a]pyrimidine-3-carboxylic acid (27 mg, 0.17 mmol), 2-(7-aza-1H-benzotriazole-1-yl)-1,1,3,3-tetramethyluronium hexafluorophosphate (78 mg, 0.21 mmol) and diisopropylethylamine (53 mg, 0.41 mmol) in N,N-dimethylformamide (5 mL) was stirred at 20 C for 1h. The mixture was purified by preparative HPLC (Xbridge 21.2*250mm c18, 10um; A: acetonitrile 25-55%; B: 10 mM ammonium bicarbonate in water) to afford [1-[2,2-dimethyl-5-(pyrazolo[1,5-a]pyrimidine-3-carbonylamino)-3H-benzofuran-6-yl]-4- piperidyl]methyl diethyl phosphate (7 mg, 9%) as yellow solid.1H NMR (400 MHz, CDCl3): delta 10.51 (s, 1H), 8.85 (dd, J = 1.6, 4.0 Hz, 1H), 8.79-8.76 (m, 2H), 8.44 (s, 1H), 7.10 (dd, J = 1.6, 7.2 Hz, 1H), 6.63 (s, 1H), 4.14 (q, J=7.2 Hz, 4H), 4.01-4.00 (m, 2H), 3.11 (d, J = 11.6 Hz, 2H), 3.03 (s, 2H), 2.69-2.64 (m, 2H), 1.87-1.77 (m, 5H), 1.48 (s, 6H), 1.35 (t, J = 6.8 Hz, 6H). MS (ESI): m/z = 558.3 [M+1]+.

According to the analysis of related databases, 25940-35-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; GENENTECH, INC.; BRYAN, Marian, C.; GOBBI, Alberto; KIEFER, James, Richard, Jr.; KOLESNIKOV, Aleksandr; OLIVERO, Alan, G.; DROBNICK, Joy; LIANG, Jun; RAJAPAKSA, Naomi; (846 pag.)WO2017/108723; (2017); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 153435-63-3, 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. 153435-63-3, name is 2-(Tributylstannyl)pyrimidine. A new synthetic method of this compound is introduced below.

Description 28: methyl 6-methyl-3-(2-pyrimidinyl)-2-pyridinecarboxylate (D28); To a suspension of methyl 3-iodo-6-methyl-2-pyridinecarboxylate D27 (300 mg), CsF (329 mg, 2.166 mmol) and Pd(Ph3P)4 (50.0 mg, 0.043 mmol) in DMF (10 ml) stirred under nitrogen at room temperature, was added 2-(tributylstannanyl)pyrimidine (480 mg, 1.299 mmol). The reaction mixture was stirred at 130 0C for 30 minutes in a microwave Personal Chemistry. The reaction mixture was partitioned between EtOAc and aqueous NaHCO3 saturated solution; the combined organic phases were dried to give the crude product, which was purified by silica gel chromatography (SNAP KP-NH 55 g; Cy/EtOAc from 100:0 to 70:30). Collected fractions were evaporated to obtain the title compound D28 (101 mg) as white solid. UPLC (Basic GEN_QC): rt = 0.56 minutes, peak observed: 230 (M+l). C12H11N3O2 requires 229. 1H NMR (400 MHz, DMSO-J6) delta ppm 8.92 (d, 2 H), 8.49 (d, 1 H), 7.44 – 7.63 (m, 2 H), 3.75 (s, 3 H), 2.57 (s, 3 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; GLAXO GROUP LIMITED; AMANTINI, David; DI FABIO, Romano; WO2010/122151; (2010); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 932-52-5, 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.932-52-5, name is 5-Aminopyrimidine-2,4(1H,3H)-dione, molecular formula is C4H5N3O2, molecular weight is 127.1014, as common compound, the synthetic route is as follows.

Intermediate 1.1; Dimethyl (2E)-2-[(2.4-dioxo-1.2.3.4-tetrahvdro-5-pyriimdinvD-aminol-2-butenedioate (Scheme 7); To a suspension of 5-aminouracil (B)(4.0 g; 31.5 mmol; 1 eq.) in MeOH (120.00 mL) was added dimethyl acetylenedicarboxylate (C) (5.0 g; 35.2 mmol; 1.1 eq.). The suspension was stirred at room temperature for 46h. The reaction was monitored by NMR. The solid was filtered to afford dimethyl (2E)-2-[(2,4-dioxo-l,2,3,4-tetrahydro-5-pyrimidinyl)amino]-2-butenedioate (8.0 g, 95%) (Intermediate 1.1).Amount: 8.0 g; Yield: 95%; Formula: Ci0HiiO6N3; HPLC Purity: 95% ; HPLC (HzO TFA Q.1%- ACN TFA Q.05%): Rt (min); Area % = 1.37; 93.61: 1H NMR (DMSO-d6) 8 3.64 (s, 3H), 3.66 (s, 3H), 5.21 (s, 1H), 7.42 (s, 1H), 9.07 (s, 1H), 10.86 (br, 1H), 11.31 (br, 1H); LC-MS:M/ZESI: Rt (min) 0.85 ; 210, 238, 270 (M+l) ; 208, 236, 268 (M-l).

Statistics shows that 932-52-5 is playing an increasingly important role. we look forward to future research findings about 5-Aminopyrimidine-2,4(1H,3H)-dione.

Reference:
Patent; APPLIED RESEARCH SYSTEMS ARS HOLDING N.V.; WO2006/24666; (2006); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 24867-26-3, 2,4-Diamino-6-piperidinopyrimidine, 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, Quality Control of 2,4-Diamino-6-piperidinopyrimidine, blongs to pyrimidines compound. Quality Control of 2,4-Diamino-6-piperidinopyrimidine

EXAMPLE 9 Preparation of di-n-propyl 6-piperidinopyrimidine-2,4-dioxamate: 2,4-Diamino-6-piperidinopyrimidine (5.8 g) is dissolved in anhydrous pyridine (80 ml) and thereto is added dropwise n-propyloxalyl chloride (9.8 g) at room temperature, and the mixture is stirred at room temperature for 2 hours. The precipitated pyridine hydrochloride is filtered off, and the mother liquor is concentrated under reduced pressure. The remaining oily residue is dissolved in chloroform and the mixture is washed with saturated aqueous sodium chloride and dried over anhydrous sodium sulfate. The solvent is distilled off, and the resulting oily residue is dissolved in ethyl acetate and thereto is added ether. the precipitated solid is separated by filtration and recrystallized from ethanol to give title compound (6.3 g) having the following physical properties. m.p. 97.4-101.4 C. IR (KBr) nu: 3450, 3260, 2980, 2950, 2870, 1740, 1725, 1690, 1620, 1540, 1490, 1450, 1400, 1385, 1360, 1345, 1300, 1285, 1270, 1240, 1215, 1195, 1180, 1060, 1040, 1025, 985, 820 cm-1. NMR (DMSO-d6) delta: 10.88 (bs, 1H), 10.15 (bs, 1H), 6.95 (s, 1H), 4.18 (t, 2H), 4.12 (t, 2H), 3.65-3.20 (4H), 1.90-1.10 (10H), 0.94 (t, 3H), 0.84 (t, 3H) Elementary analysis: Calcd.: C, 54.15; H, 6.46; N, 16.62 (%). Found: C, 54.36; H, 6.30; N, 16.77 (%).

The synthetic route of 24867-26-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Toyo Boseki Kabushiki Kaisha; US4729995; (1988); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 939986-65-9, 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. 939986-65-9, name is 6-Chloropyrimidine-4-carbonitrile, molecular formula is C5H2ClN3, 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.

Compound 8 (800 mg, crude) was added to a DMF (8 ml) solution, then DBU (912 mg, 6 mmol) was added, and compound 9 (6-chloro-4-pyrimidinecarbonitrile) (552 mg, 4 mmol) was added. The reaction was performed at 80 C. After 6 hours, TLC showed that a large amount of the starting compound 8 remained, and then compound 9 (6-chloro-4-pyrimidinecarbonitrile) (276 mg, 2 mmol) was added. The reaction temperature was raised to 100 C for 12 hours, and the reaction solution was poured into Water was extracted with dichloromethane. The organic phases were combined, washed with water, washed with saturated sodium chloride, and dried over anhydrous sodium sulfate. The residue was spin-dried and passed through a silica gel column (mobile phase: PE: EA = 3: 1) to obtain a crude product. Further, the compound I (also referred to as “compound NHWD-1062”) is prepared through a high-performance liquid phase.MS (ESI) m / z: 364.4 (M + H +). 1HNMR (400MHz, CDCl3) 8.6 (s, 1H), 7.2-7.4 (m, 5H), 6.8 (s, 1H), 5.4 (m, 1H) , 4.3 (m, 2H), 3.9 (m, 1H), 3.1-3.2 (m, 3H), 2.8 (m, 1H), 2.4 (m, 1H), 2.1 (m, 1H), 1.7-1.9 (m , 3H), 1.3 (m, 1H).

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 939986-65-9, 6-Chloropyrimidine-4-carbonitrile.

Reference:
Patent; Ningbo Wenda Pharmaceutical Technology Co., Ltd.; Wang Nenghui; (20 pag.)CN110872285; (2020); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia