Pyrimidines

63234-80-0, 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. 63234-80-0, name is 3-(2-Chloroethyl)-2-methyl-6,7,8,9-tetrahydro-4H-pyrido[1,2-a]pyrimidin-4-one, the common compound, a new synthetic route is introduced below.

General procedure: A creamy white solid of 3-(2-chloroethyl)- 2-methyl-6,7,8,9-tetrahydro-4H-pyrido[1,2-a] pyrimidin-4-one (5) (1.0eq) in N,N-dimethylformamide was taken, pottasium carbonate (3.0 eq) was added to the reaction mixture and then the appropriate aliphatic/ aromatic/heterocyclic amines (1.0 eq) were added and the reaction mixture was heated at 80 ¡ãC for 8h. The progress of the reaction was monitored by TLC. Upon completion, the solvent was removed by water wash and extracted with ethyl acetate. The organic layer was washed with 10percent ammonium chloride solution and finally water wash was given to organic layer and dried with anhydrous sodium sulphate. The solvent was evaporated to get crude product which was purified by column chromatography over silica gel (60-120mesh) using hexane: ethyl acetate(8:2) as an eluent.

Statistics shows that 63234-80-0 is playing an increasingly important role. we look forward to future research findings about 3-(2-Chloroethyl)-2-methyl-6,7,8,9-tetrahydro-4H-pyrido[1,2-a]pyrimidin-4-one.

Reference:
Article; Krishnamurthy, Byregowda; Vinaya, Kambappa; Rakshith, Devraj; Prasanna, Doddakunche Shivaramu; Rangappa, Kanchugarakoppal Subbegowda; Medicinal Chemistry; vol. 9; 2; (2013); p. 240 – 248;,
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272-24-2, 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 272-24-2, name is Thieno[2,3-d]pyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

EXAMPLE 1 Preparation of 5,6,7,8-tetrahydro-4-[(3-chloro-4-methoxy)benzylamino]-7-ethoxycarbonyl-2-(3-pyridyl)pyrido[4′,3′:4,5]thieno[2,3-d]pyrimidine (Compound No. 1-15) 4.1 g of 5,6,7,8-tetrahydro-4-oxo-7-ethoxycarbonyl-2-(3-pyridyl)pyrido[4′,3′:4,5]thieno[2,3-d]pyrimidine was added to 40 ml of phosphorus oxychloride, and stirred at 80 to 100 C. for 3 hours. After phosphorus oxychloride was distilled off under reduced pressure, 50 ml of water was added to the reaction residue. The reaction solution was made alkaline with an aqueous saturated solution of sodium hydrogen carbonate while cooling, and extracted with chloroform. The organic layer was washed with saturated salt water and dried over anhydrous magnesium sulfate. Magnesium sulfate was filtered off. The filtrate was concentrated under reduced pressure to give 5.0 g of 5,6,7,8-tetrahydro-4-chloro-7-ethoxycarbonyl-2-(3-pyridyl)pyrido[4′,3′:4,5]thieno[2,3-d]pyrimidine. To 5.0 g of 5,6,7,8-tetrahydro-4-chloro-7-ethoxycarbonyl-2-(3-pyridyl)pyrido[4′,3′:4,5]thieno[2,3-d]pyrimidine were added 50 ml of DMSO and 2.5 g of 3-chloro-4-methoxybenzylamine, and heated with stirring at 80 C. for 3 hours. The reaction solution was poured into water. The deposited crystals were separated by filtration and dried to give 4.2 g of the title compound. m.p. 223-225 C.

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 272-24-2, Thieno[2,3-d]pyrimidine.

Reference:
Patent; Nippon Soda Co., Ltd.; US6482948; (2002); B1;,
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Adding a certain compound to certain chemical reactions, such as: 504-17-6, 4,6-Dihydroxy-2-mercaptopyrimidine, 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, 504-17-6, blongs to pyrimidines compound. 504-17-6

General procedure: A mixture of an aldehyde (0.25mmol), 2-thiobarbituric acid (0.5mmol), ammonium acetate (0.3mmol) and CuFe2O4 (10mol%) were added in distilled H2O. Then, ultrasonic probe was directly immersed in the resulting mixture. After completion of the reaction (TLC), the solvent was evaporated and the precipitate was washed from ethanol and hot water to afford the pure product. All products were identified by physical and spectroscopic data. 2.4.1 5-Phenyl-2,8-dithioxo-2,3,7,8,9,10-hexahydropyrido[2,3-d:6,5-d]dipyrimidine-4,6(1H,5H)-dione (0009) Cream powder; M.P: 211C Lit [39]. (M.Prep: 238C, decompose); IR (KBr) nu (cm-1): 3452 (NH), 3054 (C-H, sp2 stretch), 2898 (C-H, sp3), 1637 (C=O), 1440, 1559 (C=C, Ar); 1H NMR (DMSO-d6, 400MHz) delta (ppm): 5.93 (s, 1H, CH), 6.98-6.99 (d, 2H, J=4Hz), 7.05-7.08 (m, 1H), 7.15 (s, 2H), 7.42-7.72 (m, 1H), 7.89-8.20 (m, 1H), 11.33-11.66 (s, 1H), 12.04-12.09 (m, 1H).

With the rapid development of chemical substances, we look forward to future research findings about 504-17-6.

Reference:
Article; Naeimi, Hossein; Didar, Asieh; Ultrasonics Sonochemistry; vol. 34; (2017); p. 889 – 895;,
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1004-40-6 , The common heterocyclic compound, 1004-40-6, name is 6-Amino-4-hydroxy-2-mercaptopyrimidine, molecular formula is C4H5N3OS, 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.

General procedure: A mixture of 0.174 g of 3-methyl-1-phenyl-2-pyrazoline-5-one (1, 1.0 mmol), 0.150 g of 4-chlorobenzaldehyde (2,1 mmol), 0.160 g of 6-amino-2-thiouracil (3, 1 mmol) and 9.8 mm3 of piperidine as a catalyst (10%) in 8 cm3 of ethanol in a 100-cm3 round-bottomed flask fitted with areflux condenser was heated with stirring in an oil bath maintained at 80 C. After the complete appearance of the white solid and monitored by TLC, the reaction mixture was cooled to room temperature and resulting solid product was filtered, washed with ethanol to give products 4a-4r.

The synthetic route of 1004-40-6 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Bayat, Mohammad; Nasri, Shima; Mohammadali, Mohammad Reza; Monatshefte fur Chemie; vol. 148; 10; (2017); p. 1833 – 1842;,
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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. 113583-35-0, name is 2-Methanesulfonyl-4,6-dimethoxypyrimidine, the common compound, a new synthetic route is introduced below. 113583-35-0

General procedure: For the synthesis of 6-22 to 6-33, intermediate 5 (4.0 mmol),intermediate 2 or 3 (2.66 mmol) and tetrabutyl ammonium bromide(0.3 mmol) were added to 50 mL 90% ethanol. After that the reaction continued for 15 h under reflux and every 2 h the pH value of the mixture was adjusted to >7 by adding saturated sodium bicarbonate solution. The crude product was further extracted three times by using sodium hydroxide solution and ethyl acetate.The aqueous layer was then adjusted by hydrochloric acid to a pH value of 3-4. The product was extracted by ethyl acetate and finally purified by flash column chromatography using dichloromethane/methanol (80:1) and the yields were in the range of 14%-35%.

Statistics shows that 113583-35-0 is playing an increasingly important role. we look forward to future research findings about 2-Methanesulfonyl-4,6-dimethoxypyrimidine.

Reference:
Article; Wu, Ren-Jun; Zhou, Kai-Xuan; Yang, Haijin; Song, Guo-Qing; Li, Yong-Hong; Fu, Jia-Xin; Zhang, Xiao; Yu, Shu-Jing; Wang, Li-Zhong; Xiong, Li-Xia; Niu, Cong-Wei; Song, Fu-Hang; Yang, Haitao; Wang, Jian-Guo; European Journal of Medicinal Chemistry; vol. 167; (2019); p. 472 – 484;,
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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.171887-03-9, name is N-(2-Amino-4,6-dichloropyrimidine-5-yl)formamide, molecular formula is C5H4Cl2N4O, molecular weight is 207.02, as common compound, the synthetic route is as follows.171887-03-9

Example A [00029] Preparation of (1S,4R)-cis-4-[2-amino-6-chloro-9H-purin-9-yl]-2-cyclopentene-1-methanol hydrochloride salt. [00030] A suspension of (1R,4S)-cis-[4-(hydroxymethyl)-2-cyclopentene-1-yl]carbamic acid, 1, 1-dimethylethyl ester (100 g) in industrial methylated spirit (IMS) (600 ml) was treated with concentrated hydrochloric acid (48 ml, 1.2 molar equivalents) and the resultant solution was heated to the boil over about 0.5 h. Heating under reflux was maintained for about 2.5 h. The solution was cooled to 20 to 25 C. and diluted with IMS (600 ml). Triethylamine (170 ml) was added followed by N-(2-amino-4,6-dichloro-5-pyrimidinyl)formamide (WO95/21161) (97 g). The suspension was heated under reflux for about 17 h to give a clear solution, which was cooled to 25 to 30 C. and finely divided potassium carbonate (169 g) was added. The suspension was stirred in this temperature range for about 0.5 h then cooled to 0 to 5 C. and the solids filtered off. The solids were washed with IMS (3¡Á180 ml and 1¡Á140 ml) and the combined filtrates and washings were concentrated under reduced pressure to a red gum. This was redissolved in IMS (1000 ml) and the solution was concentrated under reduced pressure to a gum. The dilution and re-concentration were repeated twice more, and the final gum was redissolved in IMS (350 ml). [00031] Meanwhile, a mixture of triethylorthoformate (900 ml) and tetrahydrofuran (THF) (400 ml) was prepared and cooled to 0 to 5 C. Concentrated hydrochloric acid (80 ml) was added, maintaininglthe temperature between 0 and 10 C., and more THF (100 ml,) was then added. To this mixture was added the IMS concentrate prepared above, which was rinsed in with IMS (100 ml). The mixture was warmed to 20 to 25 C. and seeded with authentic (1S,4R)-c-4-[2-amino-6-chloro-9H-purin-9-yl]-2-cyclopentene-1-methanol hydrochloride salt and stirring continued for about 20 h. The slurry was filtered, the solid was washed with a mixture of tert-butyl methyl ether and IMS (9/1, 3¡Á300 ml) and dried in vacuo at 40 to 45 C. to give the title compound (117 g, 82%) as a fawn coloured solid 1H-NMR (DMSO-d6)delta: 8.38(s, 1, purine CH), 7.50(br m, ca 5, NH3+, OH, HOD), 6.20(m, 1, CH) 5.94(m, 1, CH), 5.49(m, 1, NCH), 3.46(m, 2, OCH2), 2.91(br m, 1, CH), 2.70-2.60(m, 1, CH), 1.75-1.66(m, 1, CH).

Statistics shows that 171887-03-9 is playing an increasingly important role. we look forward to future research findings about N-(2-Amino-4,6-dichloropyrimidine-5-yl)formamide.

Reference:
Patent; SmithKline Beecham Corporation; US6646125; (2003); B1;,
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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.

heating intermediate VII (50g, 0.126mol), n-butyl alcohol (500 ml), 1-(2-hydroxyethyl) piperazine (80g, 0.614mol), and DIPEA (40g, 0.31mol) to 118 degrees reflux 8h, is gradually cooled to room temperature, then cooling to 10 degrees, filtering, 60 ml butanol washing the filter cake 2 times, drying, drying the product, get 55.3g white crystal.

The chemical industry reduces the impact on the environment during synthesis 302964-08-5, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Jiangsu Chiatai Qingjiang Pharmaceutical Co., Ltd; CHEN, JIE; WANG, WUWEI; HE, JIA; (8 pag.)CN103420999; (2016); B;,
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611-08-5, Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 611-08-5, name is 5-Nitrouracil. This compound has unique chemical properties. The synthetic route is as follows.

5-nitrouracil (10.00 g, 64 mmole), 1,1,1-3,3,3-hexamethyldisilazane (40 ML, 190 mmole) and chlorotrimethylsilane (4.0 ML, 32 mmole) are heated to reflux for 24 hours.. The solution is concentrated under reduced pressure to afford 5-nitrouracil bis(trimethylsilyl) ether.

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 611-08-5, 5-Nitrouracil.

Reference:
Patent; Corvas International, Inc.; US6342504; (2002); B1;,
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Pyrimidine – Wikipedia

1004-17-7, 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.1004-17-7, name is 2-Methylpyrimidine-4-carbaldehyde, molecular formula is C6H6N2O, molecular weight is 122.1246, as common compound, the synthetic route is as follows.

Intermediate 10 (0516) (S)-Methyl 4-(2-chloro-5-methylpyridin-4-yl)-l-(2-(((2-methylpyrimidin-4- l)methyl)amino)propyl)-lH-pyrrole-2-carboxylate (0517) (0518) 2-methylpyrimidine-4-carbaldehyde (96 mg, 0.79 mmol) was added to (5)-methyl l-(2- aminopropyl)-4-(2-chloro-5-methylpyridin-4-yl)-lH-pyrrole-2-carboxylate (0519) dihydrochloride (Intermediate 3; 250 mg, 0.66 mmol) in DCM (10 mL) at 25C under nitrogen. After stirring at 40C for 3 hours, sodium triacetoxyborohydride (278 mg, 1.31 mmol) was added. The resulting mixture was stirred at 25 C for 12 hours. The reaction mixture was quenched with saturated NaHC03 (20 mL), extracted with DCM (3 x 50 mL) and dried over Na2S04, filtered and evaporated to afford a residue. The crude product was purified by flash silica chromatography (elution gradient 0 to 5% MeOH in DCM). Pure fractions were evaporated to dryness to afford (5)-methyl 4-(2-chloro-5-methylpyridin-4- yl)- 1 -(2-(((2-methylpyrimidin-4-yl)methyl)amino)propyl)- 1 H-pyrrole-2-carboxylate (Intermediate 10; 130 mg, 47.8 %) as a solid, m/z (ES+), [M+H]+ = 414.

Statistics shows that 1004-17-7 is playing an increasingly important role. we look forward to future research findings about 2-Methylpyrimidine-4-carbaldehyde.

Reference:
Patent; ASTRAZENECA AB; WARD, Richard, Andrew; JONES, Clifford, David; FERON, James, Lyman; (80 pag.)WO2017/80980; (2017); A1;,
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7752-82-1, Adding a certain compound to certain chemical reactions, such as: 7752-82-1, 5-Bromopyrimidin-2-amine, 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, 7752-82-1, blongs to pyrimidines compound.

To a solution of 5-bromopyrimidin-2-amine (11, 5.22 g, 30 mmol) in DMF (50 mL) was added DMAP (366 mg, 3 mmol) and triethylamine (6.3 mL, 75 mmol), followed by the addition of di-tert-butyl dicarbonate (17 mL, 75 mmol). The reaction mixture was stirred at 60 C for 5 h, then the organic solvent was removed by rotary evaporation. MeOH (50 mL) and K2CO3 (2 equiv.) was added to the residue, then the mixture was stirred at 60 C for 1.5 h. The organic solvent was evaporated, and cold water was added. The formed precipitate was filtered off, washed with water, and dried to provide off-white solid 12 (7.38 g, 90% yield, Rf = 0.90 in CH2Cl2). 1H NMR (400 MHz, DMSO-d6) delta: 10.21 (s, 1H), 8.71 (s, 2H), 1.44 (s, 9H). 13C NMR (100 MHz, DMSO-d6) delta: 158.4, 156.5, 150.6, 112.3, 79.7, 27.9. MS (ESI + APCI) m/z: 274.0 [M-H]-, 276.0 [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,7752-82-1, its application will become more common.

Reference:
Article; Peng, Wei; Tu, Zheng-Chao; Long, Zi-Jie; Liu, Quentin; Lu, Gui; European Journal of Medicinal Chemistry; vol. 108; (2016); p. 644 – 654;,
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