Pyrimidines

Reference of 2380-63-4, Adding some certain compound to certain chemical reactions, such as: 2380-63-4, name is 1H-Pyrazolo[3,4-d]pyrimidin-4-amine,molecular formula is C5H5N5, 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 2380-63-4.

NIS (250 g, 1.11 mol, 1.5 eq.) was added to a solution of 1H-pyrazolo[3,4-d]pyrimidin-4-amine (100 g, 0.74 mol, 1.0 eq.) in DMF (800 mL). The reaction was stirred at 80?85 C. for 16 hours under nitrogen atmosphere. The reaction mixture was filtered, and the filter cake was washed with ethanol (1000 mL*3) to give the title compound (184 g, yield: 95%).

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. 2380-63-4, 1H-Pyrazolo[3,4-d]pyrimidin-4-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Zhejiang DTRM Biopharma Co. Ltd.; He, Wei; (167 pag.)US2016/200730; (2016); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 1780-33-2, 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. 1780-33-2, name is 4,6-Dichloro-2,5-dimethylpyrimidine, molecular formula is C6H6Cl2N2, 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.

Two solutions, one with the aryl halide (0.56 mmol, 1.0 equivalent) in THF- H2O (2.5 mL, 3:2 v/v) and one with phenol (0.84 mmol, 1.5 equivalent) and NaOH (0.84 mmol, 1.5 equivalent) in THF-H2O (2.5 mL, 3:2 v/v) were prepared and then introduced into Asia microfluidic reactor by Pump A & B (see, e.g., Figure 4). The mixture was pumped through a preheated 1 mL glass microfluidic reactor at a predetermined flow rate to achieve the desired residence time. The crude product was collected in a flask and extracted with ethyl acetate. The organic phase was combined, dried MgSO4 and concentrated under reduced pressure. The isolated crude product was purified using a prepacked silica cartridge on a Teledyne CombiFlash Rf 200 instrument. Fractions corresponding to the product peak were combined and concentrated using rotavap to afford 2 as white powder (131 mg, 83percent). 1H NMR (CDC13) delta2.09 (s, 3H), 2.36 (s, 3H), 2.41 (s, 3H), 6.97 (d, J= 8.8 Hz, 1H) and 7.15-7.23 (m, 2H); 13C NMR (CDC13) delta11.6, 16.4, 25.4, 113.2, 123.4, 127.0, 130.8, 131.1, 132.3, 149.9, 160.5, 165.3 and 167.5; mass spectrum (APCI), m/z calcd for C13H13C12N2O (M+H)+ 283.0399, found 283.0396.

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 1780-33-2, 4,6-Dichloro-2,5-dimethylpyrimidine.

Reference:
Patent; THE REGENTS OF THE UNIVERSITY OF CALIFORNIA; ALAM, Mohammad Parvez; JOHN, Varghese; JOGODZINSKA, Barabara; (120 pag.)WO2018/48953; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 3993-78-0, 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.3993-78-0, name is 2-Amino-4-chloropyrimidine, molecular formula is C4H4ClN3, molecular weight is 129.55, as common compound, the synthetic route is as follows.

General procedure: To a round-bottom flask was charged with the correspondingaromatic halogen (1.0 equiv), the corresponding boronic acid(1.05-1.25 equiv), Pd(dppf)Cl2 (0.05 equiv) and base Na2CO3 (2.0equiv) under nitrogen atmosphere, then 1,4-dioxane (14 mL) andwater (2 mL) were added and the vessel was immediately sealed tightly. The resulting mixture was heated at 95 C for a period time (usually 2-6 h) until the completion of the reaction as monitoredby TLC. The cooled mixture was diluted with water and exhaustively extracted with ethyl acetate (30 mL 3). The organic phase was washed by brine, dried over anhydrous Na2SO4, and evaporated under reduced pressure. The residue was purified by chromatography on silica gel using ethyl acetate/petroleum ether as the eluent to afford the products.

Statistics shows that 3993-78-0 is playing an increasingly important role. we look forward to future research findings about 2-Amino-4-chloropyrimidine.

Reference:
Article; Chen, Yadong; Dong, Ruinan; Duan, Chunqi; Huang, Jianhang; Jiang, Fei; Li, Hongmei; Li, Shuwen; Liu, Chenhe; Lu, Tao; Tang, Weifang; Wang, Xinren; Xu, Junyu; Zhang, Tianyi; Zhang, Yanmin; Zhu, Gaoyuan; Zhu, Yuqin; European Journal of Medicinal Chemistry; vol. 200; (2020);,
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. 4472-45-1, name is 4-Chloro-2,6-dimethylpyrimidine, molecular formula is C6H7ClN2, 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: 4472-45-1

A solution of tert-butyl (6R)-6-methyl-1,2,5-oxadiazepane-5-carboxylate (4.40 g) obtained in Step E of Example 194 and 4-chloro-2,6-dimethylpyrimidine (3.19 g) in 2-propanol (45 mL) was stirred at 70 C. for 16 hr. The mixture was concentrated under reduced pressure, to the residue was added saturated aqueous sodium hydrogencarbonate solution, and the mixture was extracted with ethyl acetate. The obtained organic layer was dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (NH, hexane/ethyl acetate) to give the title compound (6.28 g). 1H NMR (300 MHz, CDCl3) delta 1.15-1.29 (3H, m), 1.47 (9H, s), 2.39 (3H, s), 2.51 (3H, s), 3.34-3.55 (1H, m), 3.70-4.60 (6H, m), 6.61 (1H, s). MS: [M+H]+ 323.1.

With the rapid development of chemical substances, we look forward to future research findings about 4472-45-1.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; KAMEI, Taku; ARIKAWA, Yasuyoshi; OHASHI, Tomohiro; IMAEDA, Toshihiro; FUJIMORI, Ikuo; MIKI, Takashi; YONEMORI, Jinichi; OGURO, Yuya; SUGIMOTO, Takahiro; SETO, Masaki; NISHIDA, Goushi; KAMATA, Makoto; IMOTO, Hiroshi; (132 pag.)US2018/155333; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 2227-98-7 , The common heterocyclic compound, 2227-98-7, name is 4-Aminopyrrolo[3,2-d]pyrimidine, molecular formula is C6H6N4, 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.

[0084] (2S)-2-[({4-Amino-5H-pyrrolo[3,2-d]pyrimidin-7-yl}methyl)amino]undecan- l-ol (U.2). Compound U.l (0.310 g, 0.947 mmol) was dissolved in MeOH (4 mL) and aq. hydrochloric acid (36%, 1 mL) added. After 15 min the solvent was evaporated to a colourless solid that was dissolved in a 4: 1 mixture MeOH-CHCi3, neutralized with Amberlyst A21 resin then passed through a short column of the same resin and eluted with 4: 1 MeOH-CHCl3. The fractions containing product were evaporated to a yellow oil that was dissolved in tert-butanol (4 mL) then 9-deazaadenine (0.127 g, 0.95 mmol) and aq. formaldehyde solution (37%, 0.085 mL, 1.10 mmol) were added and the mixture was stirred at 70 C for 16 h. Silica gel was added to absorb all the solvent then the solvent was evaporated and the residue chromatographed on silica gel (gradient of 5 – 15% 7M NH3/MeOH in CHC13) to give U.2 as a colourless solid (0.135 g, 43%). XH NMR (500 MHz, 1: 1 CD3OD-CDCI3): delta 8.20 (s, 1H), 7.40 (s, 1H), 3.96 (s, 1H), 3.73 (dd, J = 11.4, 3.9 Hz, 1H), 3.50 (dd, J = 11.4, 6.6 Hz, 1H), 2.74-2.69 (m, 1H),1.55-1.39 (m, 2H), 1.35-1.21 (m, 14H), 0.89 (t, J= 7.0 Hz, 3H). 13C NMR (125.7 MHz, 1 : 1 CD3OD-CDCI3, centre lines delta 49.0 and delta 78.3): delta 151.2 (C), 150.2 (CH), 146.0 (C), 128.1 (CH), 115.0 (C), 114.2 (C), 63.6 (CH2), 59.0 (CH), 40.7 (CH2), 32.5 (CH2), 31.6 (CH2), 30.4 (CH2), 30.1 (2 x CH2), 29.9 (CH2), 26.8 (CH2), 23.2 (CH2), 14.3 (CH3). ESI-HRMS calcd for Ci8H32N50+, (M+H)+, 334.2602, found 334.2605.

The synthetic route of 2227-98-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ALBERT EINSTEIN COLLEGE OF MEDICINE OF YESHIVA UNIVERSITY; SCHRAMM, Vern, L.; CLINCH, Keith; GULAB, Shivali, Ashwin; WO2015/123101; (2015); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 39906-04-2, Adding some certain compound to certain chemical reactions, such as: 39906-04-2, name is 4,6-Dichloro-2-methylpyrimidin-5-amine,molecular formula is C5H5Cl2N3, 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 39906-04-2.

General procedure: A microwave vial was charged with the corresponding aniline (1 , 1 .0 mmol), the 4,6-dichloropyrimidine (2, 1 .0 mmol), isobutanol (2.5 mL) and 37% aqueous HCI (0.07 mL/mmol). The reaction vessel was sealed and heated in a microwave reactor at 150 C for 10-30 min. After cooling, the reaction mixture was worked up as indicated in each case. Following the general procedure, a microwave vial was charged with 5-amino- 4,6-dichloro-2-methylpyrimidine (200 mg, 0.48 mmol), 3-chloroaniline (50 muIota_, 0.48 mmol), isobutanol (1 .2 mL) and 37% aqueous HCI (36 muIota_). After cooling, the product was isolated by filtration and dried to obtain 120 mg (93%) of 3c as a brown solid. Mp: 239-241 C. MS (ES, positive mode): m/z 269 (M+H)+with a 2 CI isotopic pattern. 1 H NMR (DMSO-d6, 300 MHz): delta 2.33 (s, 3H, CH3), 6.38 (s, 2H, NH2), 7.05 (ddd, J = 8.0, 2.0, 0.8 Hz, 1 H, H-4′), 7.33 (pt, J = 8.1 Hz, 1 H, H-5′), 7.73 (ddd, J = 8.3, 2.0, 0.8 Hz, 1 H, H-6′), 7.99 (pt, J = 2.1 Hz, 1 H, H-2′), 9.1 1 (s, 1 H, NH).

According to the analysis of related databases, 39906-04-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; KATHOLIEKE UNIVERSITEIT LEUVEN; CONSEJO SUPERIOR DE INVESTIGACIONS CIENTIFICAS (CSIC); PEREZ PEREZ, Maria Jesus; GIGANTE MARTINEZ, Alba; CANELA GOMEZ, Maria Dolores; LEYSSEN, Pieter; NEYTS, Johan; WO2014/170368; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 1722-12-9, 2-Chloropyrimidine, 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, 1722-12-9, blongs to pyrimidines compound. name: 2-Chloropyrimidine

Example 7 N-(1-Methyl-5-phenyl-1H-imidazol-2-yl)-3-phenyl-propionamide (90) To a solution of 2-chloropyrimidine (90a, 2.0 g, 17.5 mmol) in THF (25 mL) was added 40% CH3NH2(aq) (7.5 mL) at 0 C. The reaction mixture was stirred at 50 C. for 1.0 hour and then poured into saturated NaHCO3(aq) and extracted with ethyl acetate. The organic layer was washed with brine, dried over MgSO4(s) and concentrated under reduced pressure to give N-methylpyrimidin-2-amine (90b).To a microwave vial containing a solution of N-methylpyrimidin-2-amine (90b, 290 mg, 2.7 mmol) in acetonitrile (5 mL) was added 2-bromo-1-phenylethanone (714 mg, 3.6 mmol). The vial was sealed and heated in a microwave reactor at 130 C. for 20 minutes and then cooled to room temperature. The reaction mixture was treated with hydrazine hydrate (0.65 mL, 13.3 mmol) and then heated in a microwave reactor at 100 C. for 5.0 minutes. The solution was poured into water and filtered the precipitate to give 1-methyl-5-phenyl-1H-imidazol-2-ylamine (90c).To a solution of 1-methyl-5-phenyl-1H-imidazol-2-amine (90c, 52.0 mg, 0.3 mmol) in pyridine (1.0 ml) was added 3-phenyl-propionyl chloride (60.7 mg, 0.36 mmol). The reaction mixture was stirred at room temperature for 16 hours, quenched with water and extracted with ethyl acetate. The organic layer was washed with brine, dried over MgSO4(s) and concentrated under reduced pressure. The residue was purified by column chromatography on silica gel to give N-(1-Methyl-5-phenyl-1H-imidazol-2-yl)-3-phenyl-propionamide (90) : 1H NMR (500 MHz, DMSO) delta: 7.16-7.48 (m, 10H), 6.87 (s, 1H), 3.42 (s, 3H), 3.07 (t, 2H), 2.92 (t, 2H). ESI-MS: 305.7 (M+H)+.Compounds 91 was synthesized in a manner similar to that describe above and its observed ESI-MS was 309.8 (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,1722-12-9, its application will become more common.

Reference:
Patent; DEVELOPMENT CENTER FOR BIOTECHNOLOGY; US2012/172374; (2012); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 14161-09-2, Adding some certain compound to certain chemical reactions, such as: 14161-09-2, name is 2-(Methylsulfonyl)pyrimidine,molecular formula is C5H6N2O2S, 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 14161-09-2.

Example 124 3-(pyrimidin-2-yloxy)-5-(4-(trifluoromethoxy)phenyl)benzo[d]isoxazole Compound A (0.100 g, 0.34 mmol) and B (0.268 g, 1.69 mmol) were added to a 0.2-5 mL microwave tube. DMF (3 mL) was added. The mixture was stirred and microwaved at 120 C. for 30 min, and then filtered. The filtrate was purified by HPLC. The fractions from HPLC were combined, K2CO3 (0.5 g) were added, extracted with EtOAc. The organic solution was concentrated. The resultant material was filtered through a short silica gel column with 1% MeOH in EtOAc to afford the title compound (6.4 mg, 5%). 1H NMR (400 MHz, DMSO-d6) delta 8.74 (d, J=4.8 Hz, 2H), 8.03 (dd, J=9.0, 1.8 Hz, 1H), 7.95-7.88 (m, 2H), 7.83-7.75 (m, 2H), 7.45 (t, J=4.8 Hz, 1H), 7.44-7.39 (m, 2H). m/z: 374 (MH+)

According to the analysis of related databases, 14161-09-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Graupe, Michael; Lu, Yafan; Zablocki, Jeff A.; US2015/175560; (2015); A1;,
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. 113583-35-0, name is 2-Methanesulfonyl-4,6-dimethoxypyrimidine. This compound has unique chemical properties. The synthetic route is as follows. category: pyrimidines

Reference Example 7 A solution of 2,2-dimethyl-5-hydroxy-4-oxo-benzo-1,3-dioxin (8.0 g) in tetrahydrofuran was added dropwise during 0.25 hour to a stirred suspension of sodium hydride (1.75 g of 60%) under nitrogen. After 0.25 hour 4,6-dimethoxy-2-methylsulphonylpyrimidine (9.68 g) was added during 5 minutes and the mixture heated at reflux overnight. The cooled mixture was diluted with water, extracted (ether), dried (magnesium sulphate), evaporated and purified by chromatography on silica gel eluding with isohexane/ethyl acetate to give 5-(4,6-dimethoxypyrimidin-2-yl)oxy-2,2-dimethyl-4-oxo-benzo-1,3-dioxin (2.64 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, 113583-35-0, 2-Methanesulfonyl-4,6-dimethoxypyrimidine.

Reference:
Patent; Cramp, Michael Colin; Mack, Stephen Robert; Gingell, Michael; US2001/29239; (2001); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 14080-59-2, Adding some certain compound to certain chemical reactions, such as: 14080-59-2, name is 4-Chlorothieno[2,3-d]pyrimidine,molecular formula is C6H3ClN2S, 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 14080-59-2.

4-Chlorothieno[2,3-d]pyrimidine (10) (5.80 g, 34.0 mmol) was dissolved in dry THF (300 mL) under nitrogen, cooled to -78 C, n-butyllithium (1.1 equiv, 23.4 ml, 1.6 M in hexane) was added and the mixture stirred at -78 C for 4 h. An excess of solid carbon dioxide was added and the mixture allowed to warm up to room temperature overnight. The solvents were removed under reduced pressure, and the remaining solid was suspended in water (300 mL). The suspension was filtered over a pad of celite and the clear solution was acidified with conc. HCl under stirring. The precipitating colourless crystals were collected by filtration and dried. 65% yield; colourless crystals; mp 195 C (decomp.); 1H NMR (300 MHz, DMSO-d6): delta 9.01 (s, 1H), 8.07 (s, 1H) ppm. MS (ESI+): 256 ([MH++CH3CN]+, 100; 35Cl), 215 ([M+H]+, 12; 35Cl). IR (KBr): nu 3442, 3091, 1724 cm-1. Anal. (C7H3ClN2O2S; 214.63): C, H, N.

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. 14080-59-2, 4-Chlorothieno[2,3-d]pyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Beckers, Thomas; Sellmer, Andreas; Eichhorn, Emerich; Pongratz, Herwig; Schaechtele, Christoph; Totzke, Frank; Kelter, Gerhard; Krumbach, Rebekka; Fiebig, Heinz-Herbert; Boehmer, Frank-D.; Mahboobi, Siavosh; Bioorganic and Medicinal Chemistry; vol. 20; 1; (2012); p. 125 – 136;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia