Day: July 1, 2021

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;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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;,
Pyrimidine | C4H4N2 – PubChem,
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;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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;,
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. 1445-39-2, name is 2-Amino-5-iodopyrimidine, the common compound, a new synthetic route is introduced below. Formula: C4H4IN3

NaH (0.7 lg, 17.9mmol) was added to a solution of 5-iodopyrimidin-2-amine (2g, 8.9mmol) at 0 C and stirred the reaction mixture for 15min. Added 2-fluoro-l-methyl-3-nitrobenzene (1.52g, 9.8mmol) and stirred the reaction mass at room temperature. Cooled the reaction mass to 0 C and quenched with ice cold water and ethyl acetate. Separated ethyl acetate layer washed with water followed by brine, dried over Na2S04, filtered and concentrated. The residue was purified by 60-120 silica gel column chromatography to afford desired title compound (3g, 90%). LCMS: m/z = 357.0 (M+H)+.

The synthetic route of 1445-39-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; EISAI R & D MANAGEMENT CO., LTD.; REYNOLDS, Dominic; HAO, Ming-Hong; WANG, John; PRAJAPATI, Sundeep; SATOH, Takashi; SELVARAJ, Anand; (128 pag.)WO2016/164703; (2016); 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. 355806-00-7, name is (3R,5S,6E)-7-[4-(4-Fluorophenyl)-6-isopropyl-2-[(methanesulfonyl) methylamino]pyrimidin-5-yl]-3,5-dihydroxyhept-6-enoic acid tert-butyl ester, molecular formula is C26H36FN3O6S, 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. Application In Synthesis of (3R,5S,6E)-7-[4-(4-Fluorophenyl)-6-isopropyl-2-[(methanesulfonyl) methylamino]pyrimidin-5-yl]-3,5-dihydroxyhept-6-enoic acid tert-butyl ester

Example-2:40 g of Rosuvastatin diol ester as prepared in example-1 above was taken in 400 mL of methanol at 25C to 35nC and cooled to 20″-25″C. The mixture of sodium hydroxide (3.6 g) and water (72 mL) solution was added to above solution within 30 minutes. After complete addition, the solution was stirred and further cooled to 10- 200C. The pH was adjusted between 7.5-8.5 by IN HCl (17 mL). Remaining mixture was washed with toluene at 20 to 300C. The aqueous layer was subjected to distillation under vacuum to remove MeOH below 500C till remaining volume becomes 130 mL. The volume was adjusted to 250 mL by adding water. The remaining mixture was passed through hydrobed and washed with water. A solution of 10.3 g calcium chloride in 40 mL water was added to the reaction mixture and the solution was filtered at 150C to 200C. The temperature was raised upto 250C to 35C and stirred for 1 hr. The product was filtered and washed with water. The product was dried at 500C to 55C to get 34.7 g of Rosuvastatin Calcium having individual impurity less than 0.1% HPLC Purity > 99.65% .

With the rapid development of chemical substances, we look forward to future research findings about 355806-00-7.

Reference:
Patent; CADILA HEALTHCARE LIMITED; WO2007/99561; (2007); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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.14394-70-8, name is 2-Chloro-5-methylpyrimidin-4-amine, molecular formula is C5H6ClN3, molecular weight is 143.57, as common compound, the synthetic route is as follows.Computed Properties of C5H6ClN3

[0099] A mixture of 2-chloro-5-methyl-pyrimidin-4-ylamine (0.30 g, 2.1 mmol), 5- bromo-benzo[l,3]dioxole (0.45 g, 2.2 mmol), Pd(OAc)2 (30 mg, 0.13 mmol), Xantphos (0.15 g, 0.26 mmol) and potassium ter^-butoxide (0.45 g, 4.0 mmol) were suspended in dioxane (15 mL) and heated at reflux under the argon atmosphere for 16 h. The reaction mixture was cooled to room temperature and diluted with DCM (20 mL). The mixture was filtered and the filtrate concentrated in vacuo. The residue was purified by flash chromatography on silica gel (hexane to 50% EtOAc/hexane) to afford the title intermediate 5 (0.10 g, 18%) as a white solid. MS (ESI+): m/z 264 (M+H)+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,14394-70-8, 2-Chloro-5-methylpyrimidin-4-amine, and friends who are interested can also refer to it.

Reference:
Patent; TARGEGEN, INC.; WO2007/53452; (2007); 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. 13036-57-2, name is 2-Chloro-4-methylpyrimidine, molecular formula is C5H5ClN2, 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. Application In Synthesis of 2-Chloro-4-methylpyrimidine

Step B: lambda/-{3-[(2-Chloro-4-pyrimidinyl)acetyl]phenyl}-/V- methylcyclohexanecarboxamide; To a solution containing 4.5 g (16.3 mmol) of ethyl 3-[(cyclohexyicarbonyl)- aminojbenzoate was added 10.2 ml. (16.3 mmol) of a 1.6 M solution of 4-methyl-2- chloropyrimidine in THF. The solution was cooled to 0 0C and 49 ml_ (49.0 mmol) of a 1.0 M solution of LHMDS in THF was added slowly. The reaction mixture was allowed to stir at 0 0C for 2 h, at which time an additional 5 ml_ (8.0 mmol) of a 1.6 M solution of 4-methyl-2-chloropyrimidine in THF and an additional 10 mL (10 mmol) of a 1.0 M solution of LHMDS in THF was added. The reaction mixture was allowed to warm to rt and stirred for an additional 12 h, then quenched by the addition of aqueous NH4CI and extracted with DCM. The combined organic layers were dried over MgSO4 and filtered, and the solvent was removed under reduced pressure. The residue was subjected to silica gel chromatography, eluting with an EtOAchexane mixture, to give 2.96 g (51%) of the title compound of Step B as an off white solid: 1H-NMR (CDCI3, 400 MHz) delta 13.73 (s, 1 H), 8.39 (d, 1 H, J = 5.5 Hz), 8.1 (s, 1 H), 7.59 (d, 1 H, J = 7.8 Hz)1 7.40 (t, 1 H, J = 7.9 Hz), 7.00 (s, 1 H), 6.91 (d, 1 H, J = 5.5 Hz), 6.09 (s, 1 H), 2.23 – 2.29 (m, 1 H), 1.95 – 2.00 (m, 2 H), 1.85 – 1.88 (m, 2 H), 1.73 – 1.75 (m, 1 H), 1.53 – 1.61 (m, 2 H), and 1.25 – 1.43 (m, 4 H); ESIMS: 358.20 (M+H+).

With the rapid development of chemical substances, we look forward to future research findings about 13036-57-2.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2009/76140; (2009); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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.2244-11-3, name is Pyrimidine-2,4,5,6(1H,3H)-tetraone hydrate, molecular formula is C4H4N2O5, molecular weight is 160.085, as common compound, the synthetic route is as follows.Product Details of 2244-11-3

General procedure: 0.5 mmol of alloxan monohydrate (0.08 g) and suitable methyl ketone were suspended in 5 mL of glacial acetic acid and reacted in a Syncore apparatus set at the temperature of 115 C, shaking at 120 rpm and reaction time 3 h. All the targeted compounds precipitated after cooling and were recrystallized from ethanol. Compounds 19 and 20 were obtained as a mixture in a 36:64 ratio (total yield 75%); chromatographic purification of the crude (gradient eluent: methanol in dichloromethane 0-10%) afforded the pure final compounds 5.1.2.10 5-[2-(4′-(N,N-Dimethylaminocarbonyl)biphen-4-yl)-2-oxoethyl]-5-hydroxy-hexahydropyrimidine-2,4,6-trione (17) 62% Yield, mp > 250 C 1H NMR delta 11.45 (s, 2H, NH), 8.05 (d, 2H, Jo = 8.3), 7.88 (d, 2H, Jo = 8.3), 7.81 (d, 2H, Jo = 8.3), 7.52 (d, 2H, Jo = 8.3), 7.32 (s, 1H, OH), 3.93 (s, 2H), 2.98 (s, 3H), 2.94 (s, 3H). Anal. % (C21H19N3O6) calculated: C 61.61, H 4.68, N 10.25; found C 61.22, H 4.94, N 10.49.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,2244-11-3, Pyrimidine-2,4,5,6(1H,3H)-tetraone hydrate, and friends who are interested can also refer to it.

Reference:
Article; Nicolotti, Orazio; Catto, Marco; Giangreco, Ilenia; Barletta, Maria; Leonetti, Francesco; Stefanachi, Angela; Pisani, Leonardo; Cellamare, Saverio; Tortorella, Paolo; Loiodice, Fulvio; Carotti, Angelo; European Journal of Medicinal Chemistry; vol. 58; (2012); p. 368 – 376;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia