Pyrimidines

Synthetic Route of 50270-27-4, Adding some certain compound to certain chemical reactions, such as: 50270-27-4, name is 2,4,6-Trichloropyrimidine-5-carbaldehyde,molecular formula is C5HCl3N2O, 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 50270-27-4.

To a stirred solution of 2 4 6-trichloropyrimidine-5-carbaldehyde (18.5 g 88.1 mmol) in EtOH (250 mL) was added methyl hydrazine (6.8 g 88.1 mmol 60in water) and Et3N (26.7 g 264.4 mmol) at-70 and stirred for 30 min before it was allowed to warm up to 0 and stirred for another 2 h. After TLC (petroleum etherEtOAc 51) showed that the reaction was completed the mixture solution was concentrated in vacuo at room temperature. EtOAc (200 mL) was added and the resulting solution was washed washed with saturated aqueous NaHCO3solution and brine. The organic layer was dried over anhydrous Na2SO4 filtered and concentrated in vaouoto give a crude product which was purified by silica gel flash chomatography (petroleum etherEtOAc 201) to afford title compound (8 g 44.9yield) as a white solid. MS 203.2 [M+H]+.

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. 50270-27-4, 2,4,6-Trichloropyrimidine-5-carbaldehyde, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SAVIRA PHARMACEUTICALS GMBH; EUROPEAN MOLECULAR BIOLOGY LABORATORY; TAN, Xuefei; ZBINDEN, Katrin Groebke; KUHN, Bernd; WANG, Lisha; LIU, Yongfu; WU, Jun; SHEN, Hong; SHI, Tianlai; (174 pag.)WO2017/133664; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 5413-85-4, 5-Amino-4,6-dichloropyrimidine, 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, 5413-85-4, blongs to pyrimidines compound. Safety of 5-Amino-4,6-dichloropyrimidine

Step 1: 6-Chloro-4,5-diaminopyrimidine To a cold solution of 5-amino-4,6-dichloropyrimidine (2.0 g, 12.2 mmol) in isopropanol (20 ml) was added liquid ammonia (5 ml), and the mixture was transfered into a sealed tube. The tube was heated at 130 C. for 3 hours and then cooled to room temperature. The product precipitated out was filtered and dried in vacuo. Yield 2.0 g (quantitative).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,5413-85-4, its application will become more common.

Reference:
Patent; Merck & Co., Inc.; US5102880; (1992); A;,
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Pyrimidine – Wikipedia

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 5767-35-1, name is 4-Chloro-6-hydrazinopyrimidine. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 4-Chloro-6-hydrazinopyrimidine

General procedure: To the suspension of appropriate 1-(6 -chloropyrimidin chloropyrimidin-4-yl) (3) (3.0 mmol) in EtOH (15 mL) was added dropwise with vigorous stirring an aldeldehyde (3.6 mmol, 1.2 equiv) at rt over 0.5-1 h. The progression of the reaction was monitored by TLC. After completion of the reaction, solvent was removed under reduced pressure to afford the crude product. Crystallization from an appropriate solvent or purification by column chromatography on silica gel furnished the pure hydrazones 4.

With the rapid development of chemical substances, we look forward to future research findings about 5767-35-1.

Reference:
Article; Tang, Caifei; Li, Zhiming; Wang, Quanrui; Beilstein Journal of Organic Chemistry; vol. 9; (2013); p. 2629 – 2634;,
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Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 32779-36-5, 5-Bromo-2-chloropyrimidine, 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, COA of Formula: C4H2BrClN2, blongs to pyrimidines compound. COA of Formula: C4H2BrClN2

5-Bromo-2-phenoxypyrimidine (intermediate AU) A mixture of 5-bromo-2-chloropyrimidine (5.00 g, 0.0259 mol), phenol (3.16 g, 0.0336 mol), dibenzo-18-crown-6 (0.47 g, 0.0013mol) and ground potassium hydroxide (3.51 g, 0.0626 mol) in toluene (75 ml) was heated at reflux for 5 hours with azeotropic removal of water. The mixture was allowed to cool to ambient temperature and the solvent was removed under reduced pressure. The residue was partitioned between water and chloroform. The layers were separated and the aqueous phase was extracted with chloroform three times. The combined organic layers were dried over magnesium sulfate, filtered and evaporated. The residue was purified by flash column chromatography on silica using n-heptane/ethyl acetate (98:2) as an eluent to give 5-bromo-2-phenoxy-pyrimidine as a white solid (3.55 g, 0.0141 mol): 1H NMR (DMSO-d6, 400 MHz) 8.80 (s, 2H), 7.45 (t, 2H), 7.27 (t, 1H), 7.22 (d 2H); TLC (n-heptane/ethyl acetate=95:5) Rf 0.20

The synthetic route of 32779-36-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Abbott Laboratories; US2002/156081; (2002); 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. 67434-65-5, name is 4-Chloro-5,6-dimethylpyrimidine, molecular formula is C6H7ClN2, 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. Safety of 4-Chloro-5,6-dimethylpyrimidine

EXAMPLE 5 4-(4-Isopropylanilino)-5,6-dimethylpyrimidine (Compound No. 47) To 3.6 g (0.025 mole) of 4-chloro-5,6-dimethylpyrimidine were added 3.4 g (0.025 mole) of p-isopropylaniline; the mixture was then heated at 100-150 C. for about 3 minutes. The reaction mixture quickly became a solution and soon produced a precipitate, which was separated and then made alkaline by the addition of 50 ml of a dilute aqueous solution of sodium hydroxide. The mixture was then extracted with ethyl acetate and the extract was washed, in turn, with water and with a saturated aqueous solution of sodium chloride. It was then dried over anhydrous sodium sulphate and then the ethyl acetate was distilled off under reduced pressure, to give crystals, which, on recrystallisation froma 3:1 by volume mixture of benzene and hexane, gave 1.4 g (yield 23%) of the desired product in the form of very fine colourless needles melting at132-133 C. Elemental analysis: Calculated for C15 H19 N3: C, 74.69%; H, 7.88%; N, 17.43%. Found: C, 75.00%; H, 7.90%; N, 17.70%.

With the rapid development of chemical substances, we look forward to future research findings about 67434-65-5.

Reference:
Patent; Sankyo Company, Limited; Ube Industries Limited; US4450162; (1984); A;,
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Pyrimidine – Wikipedia

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.6320-15-6, name is 4-Chloro-2,6-dimethoxypyrimidine, molecular formula is C6H7ClN2O2, molecular weight is 174.585, as common compound, the synthetic route is as follows.Recommanded Product: 6320-15-6

[00166] lambdaf-[2-({(3JR)-l-[l-(2,6-dimethoxypyrimidin-4-yl)azepan-4-yl]pyrrolidin-3-yl}amino)-2- oxoethyl]-3-(trifluoromethyl)benzamide (20); [00167] To a solution of N-(2-{[(3R)-l-azepan-4-ylpyrrolidin-3-yl]amino}-2-oxoethyl) (trifluoromethyl)benzamide (75 mg, 0.18 mmol) in DMF (1 mL), was added 4-chloro-2,6- dimethoxypyrimidine (32 mg, 0.18 mmol) and diisopropylethylamine (35 muL, 0.20 mmol). The reaction was stirred overnight at 900C, then was cooled to room temperature. To the mixture was added NaHCO3 (sat. aq., 10 mL) and dichloromethane (10 mL). The organic layer was separated and the aqueous layer was washed with an addition portion of dichloromethane (10 mL). The organic layers were combined, dried over Na2SO4, filtered and concentrated. The resulting crude product was subjected to flash chromatography (15% MeOH, 1% NH4OH in EtOAc) to afford, as an approximately 1:1 mixture of diastereomers, benzyl 4-{ (3R)-3-[({ [3-(trifluoromethyl)benzoyl]amino }acetyl)arnino]pyrrolidin-l- yl}azepane-l-carboxylate (50 mg, 50%) as a white solid. 1H-NMR (CDCl3) delta: 1.43-2.05 (m, 7H), 2.20-2.37 (m, IH), 2.39-2.52 (m, 2H), 2.60-2.80 (m, 2H), 2.82-3.10 (m, IH), 3.42-3.80 (m, 4H), 3.87 (s, 3H),3.88 (s, 3H), 4.00-4.18 (m, 2H), 4.40-4.43 (br, IH), 6.67-6.75 (m, IH), 7.33 (br, IH), 7.53 (t, 7 = 7.6 Hz,IH), 7.72 (d, 7= 7.6 Hz, IH), 7.99 (d, 7 = 7.6 Hz, IH), 8.10 (s, IH), MS m/z: 551 (M + 1).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,6320-15-6, 4-Chloro-2,6-dimethoxypyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; MILLENNIUM PHARMACEUTICALS, INC.; WO2007/53495; (2007); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 175791-49-8, 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. 175791-49-8, name is 5-Bromo-7H-pyrrolo[2,3-d]pyrimidine, molecular formula is C6H4BrN3, 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.

Description 2; Ethyl (5-bromo-7H-pyrrolo[2,3-d]pyrimidin-7-yl)acetate (D2)5-Bromo-7H-pyrrolo[2,3-d]pyrimidine (D1 , 123 mg, 0.621 mmol) was dissolved in tetrahydrofuran (3 ml_), cooled in an ice bath and treated with sodium hydride (60% by weight, 27.3 mg, 0.683 mmol) portionwise under argon. The resulting mixture was stirred for 15 minutes, allowed to warm to room temperature and stirred for 45 minutes. Ethyl bromoacetate (0.069 ml_, 0.621 mmol) was added and the resulting mixture was stirred for 30 minutes. The solvent was removed under reduced pressure. The residue taken up in water, neutralised using saturated ammonium chloride and extracted with ethyl acetate (x 3). The ethyl acetate layers were combined, dried under magnesium sulfate and evaporated under reduced pressure. The residue was purified by column chromatography eluting with 1 :1 ethyl acetate/iso-hexane. Product containing fractions were combined and evaporated under reduced pressure to give the title compound as a white solid. LC/MS (ES+ve): [M+H]+ at m/z 284, 286 (Ci0H10BrN3O2 requires [M+H]+ at m/z 284, 286).

According to the analysis of related databases, 175791-49-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GLAXO GROUP LIMITED; WO2009/80682; (2009); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 1004-39-3, 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 1004-39-3, name is 4,6-Diaminopyrimidine-2-thiol. This compound has unique chemical properties. The synthetic route is as follows.

Example 4 7-Amino-2-phenyl-5-imino-2,3-dihydro-5H-thiazolo[3,2-a]pyrimidine-hydrobromide A mixture of 14.2 g (0.1 mole) of 2-mercapto-4,6-diamino-pyrimidine, 30.4 g (0.115 mole) of (1,2-dibromo-ethyl)-benzene, 200 ml of dimethyl formamide and 13.8 g (0.1 mole) of potassium carbonate is stirred at 45 C. for 6 hours. The reaction mixture is cooled, the precipitate is filtered, washed with water and dried. Thus 26.0 g of the desired compound are obtained, yield 80%, m.p.: above 300 C.

According to the analysis of related databases, 1004-39-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Egis Gyogyszergyar; US4921854; (1990); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 14001-66-2, 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 14001-66-2, name is 5-Bromo-2-methoxypyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

Step 4 A mixture of 5-bromo-2-methoxy-pyrimidine (0.218 mmol), X-Phos (28.4 mg, 0.060 mmol), Pd2(dba)3 (18.2 mg, 0.020 mmol) and Cs2C03 (129 mg, 0.397 mmol) was flushed with argon before the addition of a solution of (tetrahydro-pyran-4-yl)-[(S)-3-(5,6,7,8-tetrahydro-pyrido[4,3-d]pyrimidin-4-yloxy)-pyrrolidin-1 -yl]-methanone in dioxane (2 mL). The reaction mixture was heated at 120C for 1 h in a sealed vial, cooled down to rt and filtered over Hyflo, The recovered organic phase was washed with NaHC03 and brine, dried over Na2S04, filtered and concentrated. Purification by preparative reverse phase Gilson HPLC and neutralization of the combined fractions by passing through a SCX-2 cartridge (The cartridge was washed with acetonitrile, CH2CI2 and MeOH, then a solution of NH3 in MeOH 3.5 N was used to released the expected product) gave {(S)-3-[6-(2-methoxy-pyrimidin-5-yl)-5,6,7,8-tetrahydro-pyrido[4,3-d]pyrimidin-4-yloxy]-pyrrolidin-1 -yl}-(tetrahydro-pyran-4-yl)-methanone (18.7 mg, 21 % yield) 1 H NMR (400 MHz, CDCI3-d, 298K) delta ppm 1.62-1.70 (m, 2H) 1.87-2.01 (m, 2H) 2.20-2.41 (m, 2H) 2.49-2.71 (m, 1 H) 3.07-3.19 (m, 2H) 3.37-4.19 (m, 16H) 5.76 (m, 1 H) 8.32 (s, 2H) 8.65-8.67 (m, 1 H). LCMS: [M+H]+= 441.2, Rt(1 )= 1.12 min.

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 14001-66-2, 5-Bromo-2-methoxypyrimidine.

Reference:
Patent; NOVARTIS AG; COOKE, Nigel Graham; FERNANDES GOMES DOS SANTOS, Paulo Antonio; FURET, Pascal; HEBACH, Christina; HOeGENAUER, Klemens; HOLLINGWORTH, Gregory; KALIS, Christoph; LEWIS, Ian; SMITH, Alexander Baxter; SOLDERMANN, Nicolas; STAUFFER, Frederic; STRANG, Ross; STOWASSER, Frank; TUFILLI, Nicola; VON MATT, Anette; WOLF, Romain; ZECRI, Frederic; WO2013/88404; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 7226-23-5, 1,3-Dimethyltetrahydropyrimidin-2(1H)-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, Formula: C6H12N2O, blongs to pyrimidines compound. Formula: C6H12N2O

(A) 3-Cyclopentyl-N-thiazol-2-yl-2-(4-trifluoromethanesulfonyl-phenyl)-propionamide A solution of diisopropylamine (2.4 mL, 16.80 mmol) in dry tetrahydrofuran (7.5 mL) and 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone (2.5 mL) was cooled to -78 C. under nitrogen and then treated with a 2.5M solution of n-butyllithium in hexanes (6.7 mL, 16.80 mmol). The resulting reaction mixture was stirred at -78 C. for 30 min and then treated dropwise with a solution of 4-(trifluoromethylthio)phenylacetic acid (1.89 g, 8.00 mmol) in dry tetrahydrofuran (7.5 mL) and 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone (2.5 mL). The reaction mixture was allowed to stir at -78 C. for 55 min, at which time, a solution of iodomethylcyclopentane (1.85 g, 8.80 mmol) in a small amount of dry tetrahydrofuran was added dropwise. The reaction mixture was allowed to warm to 25 C. where it was stirred for 41 h. The reaction mixture was quenched with water and then concentrated in vacuo to remove tetrahydrofuran. The remaining aqueous phase was acidified to pH=2 with a 10% aqueous hydrochloric acid solution and then extracted with ethyl acetate (1*300 mL). The organic layer was washed with a saturated aqueous sodium chloride solution (1*100 mL), dried over sodium sulfate, filtered, and concentrated in vacuo. Flash chromatography (Merck Silica gel 60, 70-230 mesh, 3/1 hexanes/ethyl acetate) afforded 3-cyclopentyl-2-(4-trifluoromethylsulfanyl-phenyl)propionic acid (1.47 g, 58%) as a cream solid: mp 69-71 C.; EI-HRMS m/e calcd for C15H17F3O2S (M+) 318.0901, found 318.0912.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,7226-23-5, 1,3-Dimethyltetrahydropyrimidin-2(1H)-one, and friends who are interested can also refer to it.

Reference:
Patent; Hoffman-La Roche Inc.; US6610846; (2003); B1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia