Pyrimidines

Related Products of 16019-33-3, 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.16019-33-3, name is 2-(4,6-Dichloropyrimidin-5-yl)acetaldehyde, molecular formula is C6H4Cl2N2O, molecular weight is 191.02, as common compound, the synthetic route is as follows.

To the stirred solution of (R)-3-amino-pyrrolidine-1 -carboxylic acid tert-butyl ester (CAS 147081-49-0; 4.68 g, 25.1 mmol, 1.0 eq) and EtOH (50 mL) was added N,N- diisopropylamine (4.30 mL, 25.1 mmol, 1.0 eq) and 4,6-dichloro-pyrimidin-5-yl)-acetaldehyde (CAS 16019-33-3; 4.80 g, 25.1 mmol,). The reaction mixture was stirred for 8h at reflux temperature and then concentrated. The residue was dissolved in THF (37.5 mL) and HCI 4M (12.5 mL) was added at 0 C and stirred for an additional hour at 0 C. The reaction mixture was partitioned between Na2C03 1 M and EtOAc. The combined organic layers were washed with brine, dried (Na2S0 ), filtered and concentrated. The residue was purified by silica gel column chromatography (EtOAc – nheptane 1 :1 ) to afford 6.70 g of the title compound as a yellow oil: HPLC-MS: M+H = 323.4 (Rt = 1.27) (Method X): TLC; R, = 0.19 (EtOAc – n heptane 1 :2).

Statistics shows that 16019-33-3 is playing an increasingly important role. we look forward to future research findings about 2-(4,6-Dichloropyrimidin-5-yl)acetaldehyde.

Reference:
Patent; NOVARTIS AG; IRM LLC; CHEN, Bei; FAIRHURST, Robin, Alec; FLOERSHEIMER, Andreas; FURET, Pascal; GUAGNANO, Vito; JIANG, Songchun; LU, Wenshuo; MARSILJE, Thomas, H.; MCCARTHY, Clive; MICHELLYS, Pierre-Yves; STAUFFER, Frederic; STUTZ, Stefan; VAUPEL, Andrea; WO2011/29915; (2011); A1;,
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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 10070-92-5, name is Pyrimidine-5-carbaldehyde. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 10070-92-5

General procedure: The equimolar amount 6-(1H-indol-3-yl)-4,5?-bipyrimidine-2-amine and substituted aldehydes were mixed in a round bottom flask containing 50 mL of ethanol, some droplets of glacial acetic acid were added to the mixture, and it was set on refluxing for 18 h. Solid product was observed on the completion of reaction that was filtered and dried under vacuum and recrystallized using proper solvent [50].

With the rapid development of chemical substances, we look forward to future research findings about 10070-92-5.

Reference:
Article; Arshad, Mohammad; Journal of the Iranian Chemical Society; vol. 17; 6; (2020); p. 1305 – 1315;,
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Reference of 63200-54-4 ,Some common heterocyclic compound, 63200-54-4, molecular formula is C6H3Cl2N3, 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 2,4-dichloro-5H-pyrrolo[3,2-d]pyrimidine (1.00 g, 5.26 mmol) in DCM (5 mL) was added phenylboronic acid (710 mg, 5.79 mmol), cupric acetate (1.82 g, 10.52 mmol), Et3N (5.32 g, 53.62 mmol). Then the reaction mixture was stirred in oxygen atmosphere at rt overnight. Water (50 mL) was added to quench the reaction, and the mixture was partitioned. The aqueous layer was extracted with EtOAc (50 mL x 2). The combined organic layers were washed with saturated brine (80 mL), dried over anhydrous Na2504 and filtered. The filtrate was concentrated in vacuo and the residue was purified by silica gel chromatograph (PE/EtOAc (v/v) = 10/1) to give the title compound as a yellow solid (1.03 g, 74 %).MS (ESI, pos. ion) m/z: 265.20 [Mib.

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. 63200-54-4, 2,4-Dichloro-5H-pyrrolo[3,2-d]pyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SUNSHINE LAKE PHARMA CO., LTD.; ZHANG, Yingjun; REN, Qingyun; TANG, Changhua; LIN, Xiaohong; YIN, Junjun; YI, Kai; (270 pag.)WO2017/97234; (2017); A1;,
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Application of 23002-51-9, 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 23002-51-9, name is 6-Chloro-1H-pyrazolo[3,4-d]pyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

A mixture of R-tert-butyl 4-(aminomethyl)-3,3-difluoropiperidine-1-carboxylate (440 mg, 1.60mmol), 6-chloro-1H-pyrazolo[3,4-d]pyrimidine (272 mg, 1.76 mmol) and DIPEA (0.84 mL, 4.80 mmol in i-PrOH (10 mL) was heated overnight at 85 C. The mixture was allowed to cool to room temperature and was concentrated under reduced pressure. The concentrate was purified by column chromatography over silica gel (hexane/ethyl acetate = 1/3) to afford the title compound as a yellow powder (510 mg, 86%). MS (ESI) calcd for C16H22F2N602: 368.2 ; found: 369.4 [M+H]. 1H NMR (400 MHz, CDCI3) 6 10.88 (brs, 1H), 8.78 (s, 1H), 7.92 (s, 1H), 5.77-5.67 (m, 1H), 4.50-4.00 (m, 2H), 3.90- 3.84 (m, 1H), 3.67-3.58 (m, 1H), 3.07-2.68 (m, 2H), 2.38-2.23 (m, 1H), 1.91-1.85 (m, 1H), 1.62-1.56 (m, 1H), 1.46 (s, 9H).

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 23002-51-9, 6-Chloro-1H-pyrazolo[3,4-d]pyrimidine.

Reference:
Patent; RUGEN HOLDINGS (CAYMAN) LIMITED; SHAPIRO, Gideon; (246 pag.)WO2016/196513; (2016); A1;,
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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. 137281-08-4, name is N-(4-Oxo-4,7-dihydro-1H-pyrrolo[2,3-d]pyrimidin-2-yl)pivalamide, molecular formula is C11H14N4O2, 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. Recommanded Product: 137281-08-4

N-Methyl benzylamine (3.63 g, 30 mmol) and paraformaldehyde(1.05 g, 35 mmol) were added to water (20 mL). To this solution, aceticacid (20 mL) was added dropwise. The mixture was stirred at 80 C for3 h. Compound 21 (2.34 g, 10 mmol) and KOAc (2.94 g, 30 mmol) wereadded and the stirring was continued at 80 C overnight. The solventwas removed by a rotary evaporator and acetone (40 mL) was added.The suspension was filtered and the filtrate was concentrated into asemisolid residue. This residue was purified by a silica column, whichwas flushed with CHCl3 and MeOH, to provide 2.86 g of a white solid,22, in 78% yield. mp: 181.1-182.5 C; TLC Rf 0.37 (CHCl3: MeOH,20:1); 1H NMR (DMSO-d6) delta 1.24 (s, 9H, Piv), 2.09 (s, 3H, NCH3), 3.48(s, 2H, NCH2), 3.58 (s, 2H, NCH2), 6.31 (s, 1H, 5-H), 7.32 (m, 5H, Ph),10.85 (br, 1H, exch, PivNH), 11.55 (br, 1H, exch, NH), 11.95 (br, 1H,exch, NH); Anal. calcd. for (C20H25N5O2·0.5H2O) C, H, N; UPLCMS> 95%; m/z [M-MePhNH]+, calcd 247.12, found 247.25.

With the rapid development of chemical substances, we look forward to future research findings about 137281-08-4.

Reference:
Article; Xiang, Weiguo; Dekhne, Aamod; Doshi, Arpit; O’Connor, Carrie; Hou, Zhanjun; Matherly, Larry H.; Gangjee, Aleem; Bioorganic and Medicinal Chemistry; vol. 27; 23; (2019);,
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Synthetic Route of 147118-40-9 ,Some common heterocyclic compound, 147118-40-9, molecular formula is C23H30FN3O6S, 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.

Previous to give 62 g (0.125 mol) of crystalline product was added 860 ml of ethanol, 140 ml 1N-NaOH was stirred at 25 degrees for 1 hour. At 35-40 ° ethanol was removed by vacuum distillation, by 1 l methyl t-butyl ether and extracted twice. With an appropriate amount of the aqueous layer was filtered through Celite and activated carbon, with a small amount of water dissolved calcium acetate was added to the filtrate, stirred for 2 hours at 25 °, filtered washed with water, and dried to give 52.9 g (84.5percent theoretical yield) rosuvastatin statin calcium.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,147118-40-9, its application will become more common.

Reference:
Patent; Anhui Menovo Pharmaceuticals Co., Ltd; Fan, qijiao; Wang, bangfeng; Shi, jianxiang; (9 pag.)CN105461636; (2016); A;,
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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. 46155-89-9, name is 1,3-Dimethyl-1H-pyrrolo[3,2-d]pyrimidine-2,4(3H,5H)-dione. This compound has unique chemical properties. The synthetic route is as follows. name: 1,3-Dimethyl-1H-pyrrolo[3,2-d]pyrimidine-2,4(3H,5H)-dione

1,3-Dimethyl-1,5-dihydro-pyrrolo[3,2-d]pyrimidine-2,4-dione 9 (2 g, 11.2 mmol) was dissolved in DMF (15 mL), K2CO3 (3.1 g, 22.4 mmol) was added and the mixture was stirred at room temperature for 10 min. After cooling at 0 C, a solution of ethyl bromoacetate (2.05 g, 12.32 mmol) in DMF (5 mL) was added dropwise and the reaction was stirred at room temperature for a further 3 h. The solvent was evaporated and the residue partitioned between EtOAc (15 mL) and water (20 mL). The aqueous phase was further extracted with EtOAc (2 × 15 mL) and the organic layers were dried over anhydrous Na2SO4. Evaporation of the solvent gave a solid residue which was filtered after suspension with a 1:1 mixture of Et2O/Petroleum ether (15 mL). White solid; 80% yield; mp 171-172 C; 1H NMR (200 MHz, CDCl3): delta (ppm) 1.29 (t, 3H, J = 7.4), 3.37 (s, 3H), 3.46 (s, 3H), 4.23 (q, 2H, J = 7), 5.10 (s, 2H), 5.99 (d, 1H, J = 3), 6.93 (d, 1H, J = 3). MS (ESI): [MH]+ = 265.3.

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, 46155-89-9, 1,3-Dimethyl-1H-pyrrolo[3,2-d]pyrimidine-2,4(3H,5H)-dione.

Reference:
Article; Baraldi, Pier Giovanni; Romagnoli, Romeo; Saponaro, Giulia; Aghazadeh Tabrizi, Mojgan; Baraldi, Stefania; Pedretti, Pamela; Fusi, Camilla; Nassini, Romina; Materazzi, Serena; Geppetti, Pierangelo; Preti, Delia; Bioorganic and Medicinal Chemistry; vol. 20; 5; (2012); p. 1690 – 1698;,
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Application of 90349-23-8 ,Some common heterocyclic compound, 90349-23-8, molecular formula is C9H9N3O2, 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 stirred solution of 5,7-dimethylpyrazolo[l,5-a]pyrimidine-3-carboxylic acid 2 (50 mg, 0.262 mmol), 2,3-dihydro-lH-inden-5-amine (42 mg, 0.314 mmol) and HATU (149 mg, 0.393 mmol) in DMF (1 mL) was added DIPEA (0.1 mL, 0.524 mmol), and the reaction mixture was stirred at room temperature for 16 hours until the reaction was complete. The reaction mixture was purified by reverse phase chromatography (MeCN/10 mM NH4HCO3) to give the title compound (37 mg, 46%) as a white solid.XH NMR (400 MHz, DMSO-i) delta 10.11 (s, 1H), 8.62 (s, 1H), 7.66 (s, 1H), 7.46 (dd, J= 8.0 Hz, 2.0 Hz, 1H), 7.22-7.19 (m, 2H), 2.90- 2.82 (m, 4H), 2.77 (s, 3H), 2.71 (s, 3H), 2.07-1.99 (m, 2H). ES-MS m/z: 307.2 [M+H]+. LC- MS Purity (254 nm): >99%; tR= 1.98 min.

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. 90349-23-8, 5,7-Dimethylpyrazolo[1,5-a]pyrimidine-3-carboxylic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; LYSOSOMAL THERAPEUTICS INC.; SKERLJ, Renato, T.; LANSBURY, Peter, T.; GOOD, Andrew, C.; BOURQUE, Elyse, Marie Josee; (139 pag.)WO2016/73895; (2016); A1;,
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Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 20781-06-0, 2,4-Diaminopyrimidine-5-carboxaldehyde, 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, Recommanded Product: 2,4-Diaminopyrimidine-5-carboxaldehyde, blongs to pyrimidines compound. Recommanded Product: 2,4-Diaminopyrimidine-5-carboxaldehyde

EXAMPLE 60 6-(2,6-Dibromo-phenyl)-pyrido[2,3-d]pyrimidine-2,7-diamine To a solution of 0.23 g 60% sodium hydride suspension in 11.0 mL of 2-ethoxyethanol was added 4.18 g of 2,6-dibromophenylacetonitrile and 2.00 g of 2,4-diaminopyrimidine-5-carboxaldehyde. The reaction was refluxed for 4 hours, cooled, and poured into ice water. The residue was washed well with acetonitrile then diethyl ether to give 3.62 g of 6-(2,6-dibromo-phenyl)-pyrido[2,3-d]pyrimidine-2,7-diamine, CIMS (1% NH3 in CH4): 422=M+ +C2 H5, 396 (Base), 394=M+ +H, 393=M+; mp 284-289 C.

The synthetic route of 20781-06-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Blankley; Clifton John; Doherty; Annette Marian; Hamby; James Marino; Panek; Robert Lee; Schroeder; Mel Conrad; Showalter; Howard Daniel Hollis; Connolly; Cleo; US5733913; (1998); A;,
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Reference of 767-15-7 , The common heterocyclic compound, 767-15-7, name is 2-Amino-4,6-dimethylpyrimidine, molecular formula is C6H9N3, 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: 2-Chloro-4,6-disubstituted-pyrimidines 17 were prepared bythe reaction of the diazoniumsalts of 4,6-disubstituted-pyrimidin-2-amines (16) with concentrated hydrochloric acid and ZnCl2 [35].Compound 18 was prepared according to literature [32], and themethod was improved. To a stirred solution of piperazine(45 mmol) and K2CO3 (16.5 mmol) in water (20 mL) was addedchloropyrimidine 17 (18 mmol) in small portions at 50e65 C. Themixture was stirred for 1 h at 60e65 C and cooled to 35 C. Theyellowsolid, 1,4-bispyrimidylpiperazine byproduct, was filtered off,and the filtrate was then extracted three times with chloroform,dried over Na2SO4, and evaporated in vacuum to give compound 18,which was used for the following reactions without further purification.

The synthetic route of 767-15-7 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Wang, Bao-Lei; Shi, Yan-Xia; Zhang, Shu-Jun; Ma, Yi; Wang, Hong-Xue; Zhang, Li-Yuan; Wei, Wei; Liu, Xing-Hai; Li, Yong-Hong; Li, Zheng-Ming; Li, Bao-Ju; European Journal of Medicinal Chemistry; vol. 117; (2016); p. 167 – 178;,
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