Tag: M.W:200-300

Synthetic Route of 6693-08-9, 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. 6693-08-9, name is 2,4,6-Trichloro-5-fluoropyrimidine. A new synthetic method of this compound is introduced below.

Part B: (3S)-1-(2-Chloro-5-fluoro-6-hydrazino-4-pyrimidinyl)-4,4-dimethyl-3-pyrrolidinol. To a solution of 2,4,6-trichloro-5-fluoropyrimidine (0.3362 g, 1.669 mmol) in DCM (6 ml.) was added (3S)-4,4-dimethyl-3-pyrrolidinol hydrochloride (0.2530 g, 1.691 mmol) and N,N-diisopropylethylamine (0.640 ml_, 3.674 mmol). The solution was stirred for 2 h, and was then concentrated in vacuo. To a solution of the residue in DMSO (4 ml.) was added hydrazine hydrate (0.6 ml_), and the solution was stirred overnight. The solution was then purified directly by Gilson RPLC to give first (3S)-1-(2-chloro-5-fluoro-6- hydrazino-4-pyrimidinyl)-4,4-dimethyl-3-pyrrolidinol (0.1464 g, 32% yield) as an orange solid, LCMS: (M+H)+: 276.0, followed by 4-chloro-5-fluoro-6-[(4S)-4-hydroxy-3,3- dimethyl-1-pyrrolidinyl]-2(1 /-/)-pyrimidinone hydrazone (0.2149 g, 47% yield) as a light pink solid.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,6693-08-9, 2,4,6-Trichloro-5-fluoropyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2009/61879; (2009); A1;,
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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. 6693-08-9, name is 2,4,6-Trichloro-5-fluoropyrimidine. This compound has unique chemical properties. The synthetic route is as follows. Safety of 2,4,6-Trichloro-5-fluoropyrimidine

A suspension of 2,4,6-trichloro-5-fluoropyrimidine (2.21g, 8.78 mmol), (+/-)-trans-methyl 3-aminobicyclo[2.2.2]octane-2-carboxylate (1.75 g, 8.78 mmol) and K2C03 (2.43 g, 17.60 mmol) in DMF (5 mL) was stirred at rt overnight. H20 (100 mL) was added to quench the reaction, and the resulting mixture was extracted with EtOAc (50 mL x 3). The combined organic layers were washed with saturated brine (80 mL x 3), dried over anhydrous sodium sulfate, filtered, and the filtrate was concentrated in vacuo. The residue was purified by silica gel chromatograph (PE/EtOAc (v/v) = 5/1) to give the tilte compound as a white solid (2.71 g, 89 %).MS (ESI, pos. ion) m/z: 348.0 [M+H]t

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 6693-08-9, 2,4,6-Trichloro-5-fluoropyrimidine.

Reference:
Patent; SUNSHINE LAKE PHARMA CO., LTD.; REN, Qingyun; TANG, Changhua; YIN, Junjun; YI, Kai; LEI, Yibo; WANG, Yejun; ZHANG, Yingjun; (215 pag.)WO2018/127096; (2018); 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. 5948-71-0, name is Ethyl 4-(4-chlorophenyl)-6-methyl-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate, the common compound, a new synthetic route is introduced below. COA of Formula: C14H15ClN2O3

General procedure: To a solution of 3,4-dihydropyrimidin-2(1H)-one (1 mmol) in acetonitrile and water (10:2mL) in a 50 mL round-bottomed ask equipped with a condenser and a magnetic stirrer, 1,4-bis(triphenylphosphonium)-2-butene peroxo disulfate (1 mmol) was added in small portions.The reaction mixture was refluxed for the appropriate time indicated in Table 1. The progress of the reaction was monitored by TLC. Upon completion of the reaction, it was cooled to room temperature and filtered. Water (15 mL) was added and extracted with chloroform (3 × 15 mL). The combined organic layers solution was dried over MgSO4. The solvent was concentrated in vacuo; the resulting product was directly charged on a small silica gel column and eluted with a mixture of diethyl ether and n-hexane (1:4) to afford the pure product.

The synthetic route of 5948-71-0 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Gorjizadeh, Maryam; Bulletin of the Korean Chemical Society; vol. 34; 6; (2013); p. 1751 – 1754;,
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Synthetic Route of 3740-92-9, 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. 3740-92-9, name is 4,6-Dichloro-2-phenylpyrimidine, molecular formula is C10H6Cl2N2, 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.

In 250mL three-necked flask, purged with nitrogen, was added 0.01mol intermediate A20, 150mlDMF, 0.012mol intermediate B1, 0.0001mol palladium acetate, stirred,Then 0.01mol K3PO4 aqueous solution was added, heated to 150 , the reaction was refluxed for 24 hours, the sample point plate, the reaction was complete.The mixture was naturally cooled and extracted with 200 ml of dichloromethane. The layers were separated and the extract was dried over anhydrous sodium sulfate and filtered. The filtrate was rotary evaporated and purified over silica gel to give intermediate C1. HPLC purity was 99.2percent with a yield of 85.1percent.

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 3740-92-9, 4,6-Dichloro-2-phenylpyrimidine.

Reference:
Patent; Jiangsu March Optoelectric Technology Co., Ltd.; Zhang Zhaochao; Li Chong; (51 pag.)CN107417668; (2017); A;,
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Application of 26830-94-4 , The common heterocyclic compound, 26830-94-4, name is 2,6-Dichloropyrimidine-4-carbonyl chloride, molecular formula is C5HCl3N2O, 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.

Step 3: 6-(2,6-dichloro-pyrimidine-4-carbonyl)-4-methyl-3H-benzoxazol-2-one 2.75 g (13.0 mmol) 2,6-dichloro-pyrimidine-4-carboxylic acid chloride, 1.94 g (13.0 mmol) 4-methyl-3H-benzoxazol-2-one and 6.93 g (52.0 mmol) aluminium trichloride were heated to 125 C. for 1.5 h with stirring. The mixture combined with ice water and the product precipitated as a solid was suction filtered, washed with water and dried i. vac. Yield: 3.70 g (88% of theoretical) ESI-MS: m/z=322 (M-H)-

The synthetic route of 26830-94-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; US2011/59954; (2011); A1;,
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Electric Literature of 955368-90-8 ,Some common heterocyclic compound, 955368-90-8, molecular formula is C9H10N4OS, 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.

Compound 51-1 (2.00 g, 9.90 mmol) and Intermediate I1 (2.20 g, 9.90 mmol) were added into 1,4-dioxane solution, then N,N’-diethylethylenediamine (1.27 g, 10.89 mmol), potassium carbonate (1.37 g, 9.90 mmol) and cuprous iodide (1.89 g, 9.90 mmol) were added sequentially under nitrogen atmosphere, the temperature was raised to 95C and the reaction was stirred at reflux for 12 hours until it was complete. Then the mixture was cooled down to r.t. and concentrated, quenched by 50 mL water, then extracted by 50 mL EA, the organic phase was washed by 50 mL saturated brine, dried over anhydrous sodium sulfate, then filtered, evaporated and purified by chromatography (EA /PE =1/10-1/4) to give 51-2. 1H NMR (400MHz, CDCl3) delta 8.90 (s, 1H), 7.75 -7.71 (m, 1H), 7.35 (d, J=8.0 Hz, 1H), 6.67 (d, J=8.2 Hz, 1H), 5.71 – 5.64 (m,1H), 5.04 (dd, J=10.0 Hz, 1H), 5.05 – 4.80 (m,1H), 4.81 (d, J=6.4 Hz, 1H), 4.34 -4.29 (m, 2H), 2.55 (s, 3H), 1.56 (d, J=2.4 Hz, 1H), 1.42 – 1.38 (m, 3H)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,955368-90-8, its application will become more common.

Reference:
Patent; Shijiazhuang Sagacity New Drug Development Co., Ltd.; QIAN, Wenyuan; YANG, Chundao; LI, Zhengwei; LI, Jie; LI, Jian; CHEN, Shuhui; (137 pag.)EP3572413; (2019); A1;,
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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. 2915-16-4, name is 2-Chloro-4,6-diphenylpyrimidine. This compound has unique chemical properties. The synthetic route is as follows. name: 2-Chloro-4,6-diphenylpyrimidine

20 g (48.7 mmol) of the intermediate 1-4 was dissolved in 0.17 L of tetrahydrofuran (THF) under a nitrogen atmosphere, 13.0 g (48.7 mmol) of 2-chloro-4,6-diphenylpyrimidine and 1.69 g (1.46 mmol) of tetrakis(triphenylphosphine)palladium were added thereto, and the mixture was agitated. 16.8 g (122 mmol) of potassium carbonate saturated in water was added thereto, and the obtained mixture was heated and refluxed at 80 C for 6 hours. When the reaction was complete, water was added to the reaction solution, and the mixture was extracted with dichloromethane (DCM) and treated with anhydrous MgSO4 to remove moisture and then, filtered and concentrated under a reduced pressure. Then, a residue obtained therefrom was separated and purified through flash column chromatography, obtaining 22.8 g (91 %) of the compound 2. (0170) HRMS (70 eV, EI+): m/z calcd for C37H26N2O: 514.2045, found: 514. (0171) Elemental Analysis: C, 86 %; H, 5 %

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 2915-16-4, 2-Chloro-4,6-diphenylpyrimidine.

Reference:
Patent; Cheil Industries Inc.; LEE, Han-Ill; YU, Eun-Sun; KANG, Dong-Min; KANG, Eui-Su; MIN, Soo-Hyun; YANG, Yong-Tak; OH, Jae-Jin; RYU, Dong-Kyu; LEE, Sang-Shin; JANG, Yu-Na; JEONG, Soo-Young; JO, Young-Kyoung; HAN, Su-Jin; HONG, Jin-Seok; EP2952511; (2015); 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. 13162-26-0, name is 2,4-Dichloro-6-methyl-5-nitropyrimidine, the common compound, a new synthetic route is introduced below. SDS of cas: 13162-26-0

To a solution of 2,4-dichloro-6-methyl-5-nitropyrimidine (7 g, 34 mmol) and CH3COOK (9.8 g, 100 mmol) in MeOH (150 mL) was added Pd C (3 g). The mixture was stirred at H2 atmosphere for overnight. The reaction mixture was filtered, and the solvent was concentrated under reduced pressure to give the product 4-methylpyrimidin-5 -amine (1.5 g, 43%), which was used to next step without furthermore purification. ‘HNMR: MeOD 400MHz ? 8.28(s, 1H), 8.04(s, 1H), 2.3 l(s, 3H).

The synthetic route of 13162-26-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ARRAY BIOPHARMA INC.; GENENTECH, INC.; SKELTON, Nicholas; GRADL, Stefan; BLAKE, James F.; GRAHAM, James M.; GUNAWARDANA, Indrani W.; HENTEMANN, Martin; MARLOW, Allison L.; TANG, Tony P.; WO2013/78254; (2013); 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. 56686-16-9, name is 5-Bromo-2,4-dimethoxypyrimidine, the common compound, a new synthetic route is introduced below. SDS of cas: 56686-16-9

Step 46.7: Di-tert-butyl 1-(2,4-dimethoxypyrimidin-5-yl)hydrazine-1,2-dicarboxylate To a stirred solution of 5-bromo-2,4-dimethoxypyrimidine (400 g, 1.826 mol) in anhydrous 52 THF (3 L) under argon and cooled down to 0 C. was added dropwise TurboGrignard (1.821 L, 2.367 mol). The resulting mixture was stirred at 0 C. until exothermic ceased then, allowed to warm up and stir at RT for 30 min. A solution of di-tert-butyl azodicarboxylate in anhydrous THF (1 L) was added dropwise to the mixture and the reaction was stirred at RT for 1 hr. The reaction was slowly quenched with a saturated aq. NH4Cl solution (2 L), diluted with EtOAc (2 L) and water (2 L) and both phases separated. The aq. phase was extracted with EtOAc (3 L), combined organic layers were washed with brine (3 L), dried over Na2SO4, filtered and concentrated under reduced pressure. The resulting yellow oil was dissolved in Hexane (3 L) and the suspension was stirred at 0 C. for 3 hr, filtrated off and dried to afford a first batch of white crystals. The mother liquor was concentrated under reduced pressure and purified to afford a second batch of white crystals. The two batches were combined to afford the title product (507 g, 1.369 mol, 75% yield) as white crystals. tR: 1.03 min (LC-MS 1); ESI-MS: 371 [M+H]+, ESI-MS: 369 [M-H]- (LC-MS 1).

The synthetic route of 56686-16-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NOVARTIS AG; BLANK, Jutta; BORDAS, Vincent; COTESTA, Simona; GUAGNANO, Vito; RUEEGER, Heinrich; VAUPEL, Andrea; US2014/349990; (2014); 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. 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, the common compound, a new synthetic route is introduced below. Recommanded Product: 130049-82-0

300 ml of acetonitrile was charged followed by 20.0 g of 3-(2-chloroethyl)-9-hydroxy-2- methyl-6,7,8,9-tetrahydro-4H-pyrido-[1 ,2-a]-pyrimidin-4-one and 21.0 g of 6-fluoro-3-(4- piperidinyl)-1 ,2-benzisoxazole hydrochloride at room temperature. The reaction mass was stirred at room temperature for 5 minutes and 20.0 g of potassium carbonate and 0.7 g of potassium iodide were charged. Further, 0.2 g of sodium borohydride was charged and the temperature was raised to 65+/-2C. The reaction mass was maintained at 65+/-2C for 25 hours. After reaction completion, the reaction mass was slowly cooled to room temperature. The solids were filtered, washed with 50 ml of acetonitirle and then dissolved in 800 ml of methylene chloride at room temperature. The contents were heated to 30-35C, maintained for 10 minutes, filtered and washed with 20 ml of methylene chloride. The clear filtrate was distilled completely under vacuum below 35C and replaced with 50 ml of acetone. Further, 300 ml of acetone was charged, heated to 45C and stirred for 30 minutes. The reaction mass was cooled to room temperature and stirred for 1 hour. The product was filtered, washed with 20 ml of acetone and dried under vacuum at 50-55C to yield paliperidone (30 g, yield : 150% w/w, efficiency : 85. 1 %, keto impurity by HPLC : 0.01%, total impurity level by HPLC: 1.0 %)

The synthetic route of 130049-82-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CIPLA LIMITED; PUPPALA, Ravikumar; PATHI, Srinivas, Laxminarayan; KANKAN, Rajendra, Narayanrao; COTTRILL, Emily, Elizabeth, Helen; WO2012/164242; (2012); A1;,
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