Tag: M.W:200-300

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;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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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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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Pyrimidine – Wikipedia

171887-03-9, 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. 171887-03-9, name is N-(2-Amino-4,6-dichloropyrimidine-5-yl)formamide, molecular formula is C5H4Cl2N4O, 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.

Example 1: Preparation ofN-[2-amino-4-chloro-6-(3-methyl-4-nitro- benzylamino)-pyrimidin-5-yl]-formamideIsopropanol (1500 mL), N-(2-amino-4,6-dichloro-pyrimidin-5-yl)-fo?namide (100.0 g) and (3-methyl-4-nitrophenyl)methanamine hydrochloride (263.47 g) were charged to a 5L reactor. The temperature was increased to 58-65 0C, and triethylamine (341.85 mL) was added with vigorous stirring over a period of 30-40 min. The reaction mixture was heated to reflux for 3-4 hr. Reaction mass temperature was brought down to 15-20 0C, water (2000 mL) was added over a period of 30 min. Stirring was continued at 15-20 0C for another 1-2 hr. The reaction mass was filtered and washed with an isopropyl alcohol/water mixture (140 mL/180 mL) followed by water (215.0 mL) and cold isopropyl alcohol (95.0 mL). The product was dried at 40-45 0C for 10-15 hr under vacuum to yield 150-155 g (92-95%) of N-[2-amino-4-chloro-6-(3-methyl-4-nitro- benzylamino)-pyrimidin-5-yl]-formamide.

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. 171887-03-9, N-(2-Amino-4,6-dichloropyrimidine-5-yl)formamide, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BIOGEN IDEC MA INC.; VERNALIS RESEARCH LIMITED; WO2008/86201; (2008); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

130049-82-0, 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. 130049-82-0, name is 3-(2-Chloroethyl)-6,7,8,9-tetrahydro-9-hydroxy-2-methyl-4H-pyrido[1,2-a]pyrimidine-4-one. This compound has unique chemical properties. The synthetic route is as follows.

Example 3 Preparation of Compound of Formula (I) PaliperidoneIn a three necked flask acetonitrile (230 ml), compound (IV) (20 g) and compound (VI) (23.3 g) were charged. To the reaction mass, potassium carbonate (18 g) and potassium iodide (0.5 g) were added. The contents were heated to 76-78 C. and maintained for 3 hours at 76-78 C. After completion of reaction, the reaction mixture was cooled to 0-5 C. and stirred for 1 hour. The solid, was filtered, washed with water (65 ml). The solid obtained was dissolved in methanol (190 ml) by heating the contents to 60-65 C., treated with activated charcoal (3.5 gm), stirred at 60-65 C. for 30 minutes. The reaction mass was filtered hot over hyflo at 60-65 C., washed with hot methanol (20 ml). Methanol was distilled completely under vacuum below 45 C. to obtain residue. Ethyl acetate (20 ml) was charged and continued distillation under vacuum to remove traces of methanol. The residue was stirred in (20 ml) ethyl acetate for 1 hour at 25-30 C. The resulting solid was filtered and washed with ethyl acetate (10 ml) and dried under vacuum at 40-45 C. for 6 hours to yield 6.5 g of paliperidone. (HPLC purity-99.5%).

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 130049-82-0, 3-(2-Chloroethyl)-6,7,8,9-tetrahydro-9-hydroxy-2-methyl-4H-pyrido[1,2-a]pyrimidine-4-one.

Reference:
Patent; CIPLA LIMITED; US2010/298565; (2010); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

705-24-8 , The common heterocyclic compound, 705-24-8, name is 4,6-Dichloro-2-(trifluoromethyl)pyrimidine, molecular formula is C5HCl2F3N2, 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.

To a solution of 4,6-dichloro-2-(trifluoromethyl)pyrimidine (800 mg, 3.7 mmol) in 2 mL of DMSO were added L-proline t-butylester (660 mg, 3.7 mmol) and DIEA (1.3 mL, 7.4 mmol). The mixture was heated at 90C in a microwave for one hour. After cooling, 4-(3-carboxypropyl)piperidine hydrochloride (770 mg, 3.7 mmol) and DIEA (650 mu, 3.7 mmol) were added, and the reaction was heated at 120C for three hours. EtOAc was added and the solution was washed with IN HCl and brine, dried Na2S04), concentrated in vacuo, and purified via silica gel chromatography (0-5% MeOH/DCM) to afford Compound 29A (1.3 g, 72%). LCMS (method A): m/z 487.3 (M+H)+.

According to the analysis of related databases, 705-24-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; VENENUM BIODESIGN LLC; HUANG, Chia-Yu; MCGUINNESS, Brian F; XU, Xiaoqing; KULTGEN, Steven G.; MCMASTER, Ellen Sieber; BEASLEY, James R.; (356 pag.)WO2018/5794; (2018); A2;,
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Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 5909-24-0, Ethyl 4-chloro-2-(methylthio)pyrimidine-5-carboxylate, 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, 5909-24-0, blongs to pyrimidines compound. 5909-24-0

(3) 50 g of the compound of formula (5) was dissolved in 300 ml of tetrahydrofuran,Nitrogen protection,Add 400ml (1.5mol / L)Diisobutylaluminum hydride,Room temperature stirring,Reaction for 4 hours,Add 300ml saturated ammonium chloride dissolved in quenching,Further, 600 ml of ethyl acetate and 300 ml of potassium tartrate solution were added and stirring was continued for 1.5 hours,Dispensing,Concentrate the organic phase of the compound of formula (6)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,5909-24-0, its application will become more common.

Reference:
Patent; East China Normal University; Hu Wenhao; Chang Huan; Xu Haiqun; Huang Haifeng; Ma Mingliang; (21 pag.)CN106749259; (2017); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

137281-39-1, Adding a certain compound to certain chemical reactions, such as: 137281-39-1, 4-(2-(2-Amino-4-oxo-4,7-dihydro-1H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl)benzoic acid, 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, 137281-39-1, blongs to pyrimidines compound.

4-[2-(2-Amino-4,7-dihydro-4-oxo-3H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl]benzoic acid(64,6g 0.19mol) was added to a 1L four-neck bottle.Add 650 ml of DMF and stir to dissolve, and warm to 50 C.Add 0.38 mol of N,N-carbonyldiimidazole, and incubate at 60 C for 2 hours.Add L-glutamic acid diethyl ester (0.38 mol), and raise the temperature to 80 C for 3 hours.Evaporated to dryness under reduced pressure, and dissolved in 800 ml of dichloromethane.Pour into a mixed solution of 1600 ml of pure water and 160 ml of triethylamine, and mix and discard.The organic phase was separated and washed twice with pure water 1600 ml X 2 .Dry and evaporated to dryness, add 500 ml of absolute ethanol and stir to dissolve.72 g of water p-toluenesulfonic acid and 200 ml of absolute ethanol solution were added dropwise under reflux.After the addition, reflux reaction for 1 hour, cooling and crystallization,The mixture was suction filtered and dried to give a crude material (yield: 77.2 g (yield: 70.1%, purity: 92.3%, impurity V content: 6.52%).Add 87.2 g of the above crude product to a three-neck reaction flask.Add 350 ml of N,N-dimethylformamide,Heat to 40-45C to stir and dissolve. After total dissolution, add 700ml of absolute ethanol.The solid was slowly precipitated, cooled to room temperature, and stirred for 1-2 h.The solid obtained by filtration was 69.8 g, and the yield was 80.0%.The above-mentioned refining operation was repeated once to obtain a solid 55.4 g (purity 98.2%, impurity V includedThe amount is 0.07%)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,137281-39-1, its application will become more common.

Reference:
Patent; Lunan Pharmaceutical Group Co., Ltd.; Zang Chao; Xia Mingjun; (11 pag.)CN110305136; (2019); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

137281-39-1 , The common heterocyclic compound, 137281-39-1, name is 4-(2-(2-Amino-4-oxo-4,7-dihydro-1H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl)benzoic acid, molecular formula is C15H14N4O3, 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: To a suspension of compound 6 (0.033 mmol) in N,N-dimethylformamide (5 mL), corresponding amine (RNH2) (0.033 mmol) and DIPEA (0.1 mmol) were added at about 10 C under nitrogen atmosphere. To this, diethylphosphorocyanidate(0.04 mmol) was added slowly over a period of 15 min. The resultant solution was stirred for 3 h at about 10 C. The reaction was complete by TLC (TLC system: 10% methanol in chloroform). Reaction was slowly quenched using saturated sodium-bi-carbonate solution and the resulted solid was stirred for 30min. Solid was collected by filtration and the wet cake was washed with saturated sodium-bi-carbonate solution. Upon drying the wet cake for an hour under vacuum, it was further suspended in methanol and stirred for 30 min, filtered, collected and dried to get respective pure compounds.

According to the analysis of related databases, 137281-39-1, the application of this compound in the production field has become more and more popular.

Reference:
Article; Balaraman, Selvakumar; Nayak, Nagaraj; Subbiah, Madhuri; Elango, Kuppanagounder P.; Medicinal Chemistry Research; vol. 27; 11-12; (2018); p. 2538 – 2546;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

137281-39-1, 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 137281-39-1, name is 4-(2-(2-Amino-4-oxo-4,7-dihydro-1H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl)benzoic acid. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: To a suspension of compound 6 (0.033 mmol) in N,N-dimethylformamide (5 mL), corresponding amine (RNH2) (0.033 mmol) and DIPEA (0.1 mmol) were added at about 10 C under nitrogen atmosphere. To this, diethylphosphorocyanidate(0.04 mmol) was added slowly over a period of 15 min. The resultant solution was stirred for 3 h at about 10 C. The reaction was complete by TLC (TLC system: 10% methanol in chloroform). Reaction was slowly quenched using saturated sodium-bi-carbonate solution and the resulted solid was stirred for 30min. Solid was collected by filtration and the wet cake was washed with saturated sodium-bi-carbonate solution. Upon drying the wet cake for an hour under vacuum, it was further suspended in methanol and stirred for 30 min, filtered, collected and dried to get respective pure compounds.

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 137281-39-1, 4-(2-(2-Amino-4-oxo-4,7-dihydro-1H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl)benzoic acid.

Reference:
Article; Balaraman, Selvakumar; Nayak, Nagaraj; Subbiah, Madhuri; Elango, Kuppanagounder P.; Medicinal Chemistry Research; vol. 27; 11-12; (2018); p. 2538 – 2546;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia