Day: March 15, 2021

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 138274-14-3, name is 5-(Benzyloxy)-2-chloropyrimidine. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 138274-14-3

Sodium hydride (400 mg, 8.33 mmol) was suspended in toluene (10 mL), ethyl 2-hydroxyacetate (0.70 mL,7.40 mmol) was added and the mixture was stirred at room temperature for 30 min. To the reaction mixture was added(M-30) (1.00 g, 4.53 mmol), and the mixture was stirred at 60C for 18 hr. The reaction mixture was allowed to cool,saturated ammonium chloride solution was added and the mixture was extracted with ethyl acetate. The organic layerwas dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The residuewas purified by silica gel column chromatography (n-hexane:ethyl acetate) to give compound (M-31) (yield 650 mg,50%) as a colorless oil

With the rapid development of chemical substances, we look forward to future research findings about 138274-14-3.

Reference:
Patent; Kaken Pharmaceutical Co., Ltd.; WATANABE, Atsushi; SATO, Yuuki; OGURA, Keiji; TATSUMI, Yoshiyuki; (331 pag.)EP3351533; (2018); 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. 131860-97-4, name is (E)-Methyl 2-(2-((6-chloropyrimidin-4-yl)oxy)phenyl)-3-methoxyacrylate, molecular formula is C15H13ClN2O4, 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. Computed Properties of C15H13ClN2O4

A slurry containing methyl (?)-2-{2-[6-chloropyrimidin-4-yloxy]phenyl}-3-methoxyacrylate (80.9g at 99%, 0.25mols), potassium carbonate (52.8g at 98%, 0.375mols) and 2- cyanophenol (33.6g at 97.5%, 0.275mols) in isopropyl acetate (13OmIs) was heated to approximately 6O0C. A solution of DABCO (0.28g, 0.0025mols) in isopropyl acetate (1 OmIs) was added. The mixture was heated to 8O0C and held at this temperature for 360 minutes. The isopropyl acetate was removed by vacuum distillation to a maximum temperature of 8O0C. Toluene (160ml) was added to the distillation residues, maintaining the temperature between 60-700C, followed by water (265mls) which had been heated to 6O0C, again maintaining the temperature between 60-700C. The mixture was stirred for 40 minutes at 8O0C and then settled and the lower aqueous phase separated. The toluene solution (229.8g) EPO contained methyl (E)-2- {2-[6-(2-cyanophenoxy)pyrimidin-4-yloxy]phenyl} -3- methoxyacrylate (41.2%w/w) 94.2% of theory.

With the rapid development of chemical substances, we look forward to future research findings about 131860-97-4.

Reference:
Patent; SYNGENTA LIMITED; WO2006/114572; (2006); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 514854-13-8 , The common heterocyclic compound, 514854-13-8, name is 6-Ethyl-5-iodopyrimidine-2,4-diamine, molecular formula is C6H9IN4, 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: The alkyne (1.2 eq), iododiaminoethyl pyrimidine (1.0 eq) was dissolved in anhydrous DMF (0.15M) and sonicated under argon. Pd(PPh3)2Cl2 (0.1 eq), CuI (0.21 eq), Et3N (24 eq) were added and again sonicated under argon for 15 minutes. The reaction mixture was heated at 60 C for 12h under argon. The reaction mixture was then concentrated in vacuo before preabsorbing onto a mixture of amine and 25% cysteine preabsorbed silica gel (1:1 /wt) and filterted through a plug of silica gel with 5% MeOH/ CH2Cl2. The collected reaction mixture was concentrated in vacuo, and further purified by preparative HPLC to furnish the final product

The synthetic route of 514854-13-8 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Lombardo; Dayanandan; Keshipeddy; Zhou; Si; Reeve; Alverson; Barney; Walker; Hoody; Priestley; Obach; Wright; Drug Metabolism and Disposition; vol. 47; 9; (2019); p. 995 – 1003;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 51-20-7, 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. 51-20-7, name is 5-Bromouracil, molecular formula is C4H3BrN2O2, 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.

Intermediate II (R)-tert-butyl-4-(2^-dioxo-l,2J^-tetrahvdropyrimidin-5-yl)-2-methylpiperazine-l- carboxylate In a Biotage microwave vial, 5-bromopyrimidine-2,4(lH,3H)-dione (la) (24 g, 125.67 mmol, Aldrich) and (R)-tert-butyl 2-methylpiperazine-l-carboxylate (37.8 g, 188.50 mmol, Activate Scientific) were taken in pyridine (12 mL) and irradiated at 150 C for 90 min. Pyridine was removed under vacuum and residue was poured in water to get the suspension, which was filtered and vacuum dried to get solid of (R)-tert-butyl-4-(2,4- dioxo- 1 ,2,3,4-tetrahydropyrimidin-5-yl)-2-methylpiperazine- 1 -carboxylate (22.00 g, 56.4 %). Note: Reaction was done in 12 batches of 2 g each. All combined and work up was done. 1H NMR (300 MHz, DMSO- 6) delta ppm 1.19 (d, J=6.78 Hz, 3 H) 1.40 (s, 9 H) 2.30 (d, J=2.83 Hz, 1 H) 2.42 (dd, J=11.30, 3.58 Hz, 1 H) 2.93 – 3.22 (m, 3 H) 3.72 (d, J=13.19 Hz, 1 H) 4.12 (br. s., 1 H) 6.73 (d, J=4.71 Hz, 1 H) 10.51 (br. s., 1 H) 11.10 (s, 1 H) MS (ES+), (M+H)+ = 310.09 for Ci4H22N404.

According to the analysis of related databases, 51-20-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MMV MEDICINES FOR MALARIA VENTURE; HAMEED PEER MOHAMED, Shahul; PATIL, Vikas; MURUGAN, Kannan; VITHALRAO BELLALE, Eknath; RAICHURKAR, Anandkumar; LANDGE, Sudhir; PUTTUR, Jayashree; ROY CHOUDHURY, Nilanjana; SHANBHAG, Gajanan; KOUSHIK, Krishna; IYER, Pravin; KIRTHIKA SAMBANDAMURTHY, Vasan; SOLAPURE, Suresh; NARAYANAN, Shridhar; WO2015/165660; (2015); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 941685-26-3 ,Some common heterocyclic compound, 941685-26-3, molecular formula is C12H18ClN3OSi, 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 1: 4-methyl-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidine 103.6 g of 4-chloro-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidine and 2.96 g of [1,1′-bis(diphenylphosphino)ferrocene]dichloropalladium were added to 1.13 L of tetrahydrofuran, and cooled down to -15?-5 C., and then 200 mL of methylmagnesium bromide (3M dissolved in ether) was slowly added dropwise thereto. After the addition was completed, the resulting mixture was heated to 60?65 C. and reacted under reflux for 2 hours. After the reaction was completed, the temperature was lowered to -15?-5 C., and then the reaction was quenched by slowly dropwise adding 455 mL of a saturated ammonium chloride solution. The resulting mixture was filtered, the filter cake was rinsed with 455 mL of tetrahydrofuran, and then the filter cake was discarded, and the filtrate was concentrated under reduced pressure. To the residue was added 455 mL of purified water, and 1.13 L of ethyl acetate was added to extract the resulting mixture twice. The organic phases were combined and washed with 150 g of saturated brine. Then, the organic phase was concentrated under reduced pressure to distill off the solvent to obtain 103.2 g 4-methyl-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidine. 1H-NMR (500 MHz, DMSO-d6): delta=8.67 (s, 1H), 7.63 (d, J=3.7 Hz, 1H), 6.70 (d, J=3.6 Hz, 1H), 5.60 (s, 2H), 3.54?3.45 (m, 2H), 2.64 (s, 3H), 0.81 (t, J=8.0 Hz, 2H), 0.12 (s, 9H); MS (ES): 264.15 (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,941685-26-3, its application will become more common.

Reference:
Patent; CHIA TAI TIANQING PHARMACEUTICAL GROUP CO., LTD.; Zhang, Xiquan; Zhang, Aiming; Zhou, Zhou; Yang, Leilei; Yao, Huadong; Zhu, Xueyan; Wang, Hubo; (29 pag.)US2019/23712; (2019); A1;,
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. 18740-38-0, name is Thieno[2,3-d]pyrimidine-2,4(1H,3H)-dione, the common compound, a new synthetic route is introduced below. Product Details of 18740-38-0

Thieno [2,3- D] pyrimidine-2,4 (1H, 3H) -dione (0.5 g, 2.98 mmol) HMDS (1.2 g, 7.44 mmol), toluene (8 mL) was added to the reaction flask, concentrated sulfuric acid (20 mg) was added with stirring, Stirring and refluxing reaction 12h. The solvent was concentrated to dryness under reduced pressure.

The synthetic route of 18740-38-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Shanghai Xunhe Pharmaceutical Technology Co., Ltd.; Zheng Yongyong; Jin Hua; Zhou Feng; Huang Meihua; Meng Xin; (28 pag.)CN107286174; (2017); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 63200-54-4, 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 63200-54-4, name is 2,4-Dichloro-5H-pyrrolo[3,2-d]pyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

Compound 1 (435 mg, 2.3 mmol), methyl o-aminobenzoate (419 mg, 2.7 mmol) were dissolved in 10 mL tertbutanol.To the solution was added trifluoroacetic acid (0.256 mL, 3.45 mmol). The resulting reaction liquid was heatedin 85C oil bath with stirring until compound 1 was reacted completely (LC-MS tracking). The reaction was stopped. Tothe reaction liquid was added 40 mL of saturated sodium bicarbonate solution, and the liquid was separated. The organicphase was washed twice with saturated sodium chloride solution, dried over anhydride sodium sulfate, concentratedand purified by silica-gel column chromatography (dichloromethane/methanol) to yield compound 4 (white solid, 424mg, yield 61%), which was used directly for the reaction in next step.MS (ESI) m/z: 303 [M+H]+.

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 63200-54-4, 2,4-Dichloro-5H-pyrrolo[3,2-d]pyrimidine.

Reference:
Patent; Xiamen University; DENG, Xianming; ZHUANG, Zhongji; DENG, Zhou; HUANG, Xiaoxing; LIU, Yan; ZHANG, Ting; HUANG, Wei; XU, Qingyan; HU, Zhiyu; (86 pag.)EP3290420; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 3029-64-9 ,Some common heterocyclic compound, 3029-64-9, molecular formula is C5Cl3N3, 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.

Under nitrogen protection, 6.28 g (25 mmol) of isopropyl carbazole,2.83 g (10 mmol) of 2,4,6-trichloro-5-cyanopyrimidine, 1.92 g (20 mmol) of NaOBu-t, 1.92 g (0.2 mmol) (t-Bu)3HBF4, 0.09 g (0.1 mmol) Pd2 ( Dba) 3 was added to a 250 ml three-necked flask, 100 ml of toluene was added as a reaction solvent, the temperature was raised to reflux temperature, and the mixture was stirred overnight on a magnetic stirrer. After completion of the reaction, the reaction solution was dried to dryness, and the obtained crude product was purified from petroleum ether and methylene chloride (PE: DCM = 5:1) as a mobile phase. Intermediate 1 was obtained as a white solid powder weighing 4.70 g, yield 73.7percent.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,3029-64-9, its application will become more common.

Reference:
Patent; Beijing Dingcai Technology Co., Ltd.; Gu’an Dingcai Technology Co., Ltd.; Gao Wenzheng; Huang Xinxin; Ren Xueyan; (27 pag.)CN109553606; (2019); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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. 1445-39-2, name is 2-Amino-5-iodopyrimidine. A new synthetic method of this compound is introduced below., Computed Properties of C4H4IN3

Preparation Example 7 To a mixture of 2-amino-5-iodopyrimidine (1 g), 3-ethynyl-2,4-difluoro-1,5-dimethoxybenzene (897 mg), tetrakistriphenylphosphine palladium (261 mg), copper iodide (43 mg), and N,N-dimethylformamide (20 mL), N,N-diisopropylethylamine (1.55 mL) was added under an argon atmosphere followed by stirring at 80 C. for 1 hour. The reaction mixture was concentrated under reduced pressure, and to the obtained residue were added chloroform and water, and insoluble materials were removed by filtration through celite. After the filtrate was extracted with chloroform, the organic layer was washed with saturated brine, dried over anhydrous sodium sulfate, and then filtered. After the filtrate was concentrated under reduced pressure, the resulting residue was purified by silica gel column chromatography (chloroform/methanol) to give 5-[(2,6-difluoro-3,5-dimethoxyphenyl)ethynyl]pyrimidin-2-amine (1.07 g).

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, 1445-39-2, 2-Amino-5-iodopyrimidine.

Reference:
Patent; KOTOBUKI PHARMACEUTICAL CO., LTD.; Astellas Pharma Inc.; Kameda, Minoru; Kuriwaki, Ikumi; Iikubo, Kazuhiko; Hisamichi, Hiroyuki; Kawamoto, Yuichiro; Moritomo, Hiroyuki; Suzuki, Tomoyuki; Futami, Takashi; Suzuki, Atsushi; Tsunoyama, Kazuhisa; Asaumi, Makoto; Tomiyama, Hiroshi; Noda, Atsushi; Iwai, Yoshinori; Tokuzaki, Kazuo; Okada, Haruki; Miyasaka, Kozo; US2014/142084; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 1060816-67-2, 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.1060816-67-2, name is 2-Chloro-7-methyl-7H-pyrrolo[2,3-d]pyrimidine, molecular formula is C7H6ClN3, molecular weight is 167.6, as common compound, the synthetic route is as follows.

Step-2: 5,5-Dibromo-2-chloro-7-methyl-5H-pyrrolo[2,3-d]pyrimidin-6(7H)-one [0183] To a solution of 2-chloro-7-methyl-7H-pyrrolo[2,3-d]pyrimidine (835 mg, 5 mmol) in t-BuOH/H2O ((10 mL/3 mL) was added NBS (2.67 g, 15 mmol) and stirred for 3 h at room temperature. The reaction mixture was concentrated and dissolved in EtOAc (30 mL). The EtOAc layer was washed with NaHCO3, brine, dried (Na2SO4) and concentrated to give crude 5,5-Dibromo-2-chloro-7-methyl-5H-pyrrolo[2,3-d]pyrimidin-6(7H)-one (1.72 g) which was used for the next step.

Statistics shows that 1060816-67-2 is playing an increasingly important role. we look forward to future research findings about 2-Chloro-7-methyl-7H-pyrrolo[2,3-d]pyrimidine.

Reference:
Patent; FORMA THERAPEUTICS, INC.; ASHWELL, Susan; CAMPBELL, Ann-Marie; CARAVELLA, Justin Andrew; DIEBOLD, R. Bruce; ERICSSON, Anna; GUSTAFSON, Gary; LANCIA, David R.; LIN, Jian; LU, Wei; WANG, Zhongguo; (147 pag.)WO2016/171755; (2016); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia