Pyrimidines

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. 1197193-30-8, name is Ethyl 5-bromopyrimidine-2-carboxylate, molecular formula is C7H7BrN2O2, 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 C7H7BrN2O2

To a suspension of the ethyl 5-bromopyrimidine-2-carboxylate (700 mg, 3 mmol), 4,4,5,5-tetramethyl-2-(prop-l-en-2-yl)-1,3,2-dioxaborolane (1.5 g, 9 mmol), andK2C 0 3 (2.1 g, 15 mmol) in DMF (5 mL) and water (1 mL), was added Pd(dppfC12) (250 mg, 0.3 mmol). The resulting mixture was degassed (N2) for 2 min and then heated to heated to 120 C. for 1 h. After cooling to room temperature,the reaction mixture was diluted with MeOH and filteredthrough celite. The filtrate was used directly for next step. MS: (ES) m/z 165.2 (M+H+).

With the rapid development of chemical substances, we look forward to future research findings about 1197193-30-8.

Reference:
Patent; ChemoCentryx, Inc.; Fan, Junfa; Krasinski, Antoni; Lange, Christopher W.; Lui, Rebecca M.; McMahon, Jeffrey P.; Powers, Jay P.; Zeng, Yibin; Zhang, Penglie; US2014/154179; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 1683-85-8, 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 1683-85-8, name is 5-Fluoropyrimidin-2-amine. This compound has unique chemical properties. The synthetic route is as follows.

To a mixture of 5-fluoropyrimidin-2-amine (8.2 g, 72.1 mmol) and sodium hydride (5.8 g, 144 mmol) in THF (100 mL) was added 2,4-dichloro-6-methyl-3-nitropyridine (15 g, 72.1 mmol). After stirring for 10 h, ethanol was added. Silica gel chromatography (5:1Hexane:EtOAc) provided the product as a yellow solid (12.8 g, 63%).

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 1683-85-8, 5-Fluoropyrimidin-2-amine.

Reference:
Patent; Janssen Pharmaceutica NV; Alcazar Vaca, Manuel Jesus; Andres Gil, Jose Ignacio; Chrovian, Christa C.; Coate, Heather R.; De Angelis, Meri; Dvorak, Curt A.; Gelin, Christine F.; Letavic, Michael A.; Savall, Brad M.; Soyode-Johnson, Akinola; Stenne, Brice M.; Swanson, Devin M.; US2014/275015; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 1193-21-1, 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 1193-21-1, name is 4,6-Dichloropyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

4,6-Dichloropyrimidine (20.85 g, 139 mmol) and 7 N Ammonia in methanol (200 mL) were heated to 85 C in a sealed glass bomb for 16 h. The reaction was cooled to ambient temperature, the solvent evaporated, and the residue recrystalized from water yielding compound 17 (12.07 g, 93.17 mmol, 67% yield). 1H NMR (400 MHz, DMSO-D6): S 6.43 (s, 1 H), 7.22 (s, 2 H), 8.18 (s, 1 H). ESI-MS mXz : 130 (M + H) +.

According to the analysis of related databases, 1193-21-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SUNESIS PHARMACEUTICALS, INC.; MORROW, Joelle; WO2005/34840; (2005); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 157335-93-8, 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. 157335-93-8, name is 4,6-Dimethylpyrimidine-5-carboxylic acid, molecular formula is C7H8N2O2, 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.

To a solution of 110a (51 mg, 0.10 mmol) and DCM (5 mL) was added TFA (1 mL) and the reaction was stirred at RT for 6 h. The solvent was evaporated in vacuo and the residue partitioned between 5M KOH and EtOAc. The phases were separated and the aqueous extracted two times with EtOAc. The combined organic extracts were washed with water and brine, dried (Na2SO4), filtered and evaporated to afford 110b. To a solution of 110b (17 mg, 0.04 mmol), 4,6-dimethylpiperidine-5 carboxylic acid (7 mg, 0.044 mmol), HOBt (7 mg, 0.052 mmol) and DMF (0.5 mL) was added EDCI (10 mg, 0.052 mmol) followed by DIPEA (21 mul, 0.12 mmol). The reaction was stirred at RT for 18 h. The reaction was quenched with water and diluted with EtOAc. The phases were separated and the aqueous extracted two times with EtOAc. The combined EtOAc extracts were dried (Na2SO4), filtered and evaporated. The crude material was purified by Prep HPLC to give 8.1 mg (37%) of IV-13 as a white solid: MS (ESI), m/z 542 (M+H).

According to the analysis of related databases, 157335-93-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Rotstein, David Mark; Melville, Chris Richard; US2008/249087; (2008); A1;,
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. 1100318-96-4, name is 4-Iodo-7H-pyrrolo[2,3-d]pyrimidine. A new synthetic method of this compound is introduced below., Product Details of 1100318-96-4

Description 84; 1,1 -Dimethylethyl (4-iodo-7H-pyrrolo[2,3-cf]pyrimidin-7-yl)acetate (D84)To a solution of 4-iodo-7H-pyrrolo[2,3-d]pyrimidine (3 g, 8.07 mmol) in dry N, N- dimethylformamide (50 ml.) was added sodium hydride (0.71 g, 17.75 mmol) portionwise and the mixture stirred for 10 minutes to give a clear solution. tert-Butyl bromoacetate (2.62 ml_, 17.75 mmol) was added and the mixture stirred for 1 hour. Ethyl acetate (250 ml.) was added and washed with water (2×200 ml_). Dried over magnesium sulfate and solvent evaporated to give a yellow oil. A small amount of solid started to form. Ether (10 ml.) was added followed by hexane (40 ml.) and a white solid slowly precipitated. After collection and washing with hexane the title compound was obtained as a white solid. LC/MS (ES+ve): [M+H]+ at m/z 360 (Ci2H14IN3O2 requires [M+H]+ at m/z 360).

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, 1100318-96-4, 4-Iodo-7H-pyrrolo[2,3-d]pyrimidine.

Reference:
Patent; GLAXO GROUP LIMITED; WO2009/80682; (2009); 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. 5750-76-5, name is 2,4,5-Trichloropyrimidine. This compound has unique chemical properties. The synthetic route is as follows. COA of Formula: C4HCl3N2

General procedure: To a solution of 2,4-dichloro-5-fluoropyrimidine (0.5 g, 2.99 mmol) and (2-aminophenyl)dimethylphosphineoxide (0.323 g, 1.907 mmol) in DMF (6.36 mL) wasadded potassium carbonate (0.828 g, 5.99 mmol). The reactionmixture was stirred at 70 C for overnight. After completion of thereaction, the resulting mixture was cooled to room temperature,quenched with water, extracted with DCM and washed with brine.The combined organic layer was dried over Na2SO4, filtered andconcentrated under reduced pressure. The residue was purified byflash column chromatography on silica gel (0-20% MeOH in DCM)to give 3f as a yellowish solid (0.178 g, 31%).

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, 5750-76-5, 2,4,5-Trichloropyrimidine.

Reference:
Article; Jang, Jaebong; Son, Jung Beom; To, Ciric; Bahcall, Magda; Kim, So Young; Kang, Seock Yong; Mushajiang, Mierzhati; Lee, Younho; Jaenne, Pasi A.; Choi, Hwan Geun; Gray, Nathanael S.; European Journal of Medicinal Chemistry; vol. 136; (2017); p. 497 – 510;,
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. 287714-35-6, name is Methyl 2-chloropyrimidine-5-carboxylate, molecular formula is C6H5ClN2O2, 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. Product Details of 287714-35-6

Example 116 2-{3-Chloro-4-[2-(2-chloro-pyridin-4-yl)-3,3,3-trifluoro-2-hydroxy-1-methyl-propyl]-phenoxy}-pyrimidine-5-carboxylic acid methyl ester The title compound was prepared in analogy to Example 101 from 3-chloro-4-[2-(2-chloro-pyridin-4-yl)-3,3,3-trifluoro-2-hydroxy-1-methyl-propyl]-phenol (obtained in Example 19, step 5) and methyl-2-chloropyrimidine-5-carboxylate [CAS Reg. No. 287714-35-6]. MS (m/e)=502.1 [MH+].

With the rapid development of chemical substances, we look forward to future research findings about 287714-35-6.

Reference:
Patent; Hunziker, Daniel; Lerner, Christian; Mueller, Werner; Sander, Ulrike Obst; Pflieger, Philippe; Waldmeier, Pius; US2010/249139; (2010); 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. 60025-09-4, name is 4-Amino-6-chloropyrimidine-5-carbonitrile. This compound has unique chemical properties. The synthetic route is as follows. SDS of cas: 60025-09-4

To a solution of (S)-6-amino-1′,8-dimethyl-2H-spiro[imidazo[1,5-a]pyridine-3,3′-piperidine]-1,5-dione (6B, 2.0 g, 7.6 mmol) in tert-butanol (30 mL) were added 4-amino-6-chloropyrimidine-5-carbonitrile (7, 1.17 g, 7.6 mmol) and p-toluenesulfonic acid (1.30 g, 7.6 mmol). The reaction mixture was heated at 120 C. for 15 h in a sealed tube. Then the reaction mixture was concentrated and the residue was dissolved in 20% isopropanol/chloroform (100 mL). The organic layer was washed with a solution of saturated sodium bicarbonate solution, dried over sodium sulphate, filtered and concentrated. The residue was purified with silica gel column chromatography using combiflash (5-7% methanol in dichloromethane) to afford (S)-4-amino-6-((1′,8-dimethyl-1,5-dioxo-1,5-dihydro-2H-spiro[imidazo[1,5-a]pyridine-3,3′-piperidin]-6-yl)amino)pyrimidine-5-carbonitrile (Cpd. No. 2Fb) as a white solid. Yield: 0.49 g, 18%. MS (ESI) m/z 381.17[M+1]+; ee=95.58%, Rt=8.89 min, Chiralpak IC (4.6*250 mm, 5 mum) using an isocratic gradient of methanol/carbon dioxide (40:60).

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, 60025-09-4, 4-Amino-6-chloropyrimidine-5-carbonitrile.

Reference:
Patent; eFFECTOR Therapeutics, Inc.; ERNST, Justin T.; SPRENGELER, Paul A.; REICH, Siegfried H.; SPERRY, Samuel; US2018/228803; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 57489-77-7, Adding some certain compound to certain chemical reactions, such as: 57489-77-7, name is 5,7-Dichloropyrazolo[1,5-a]pyrimidine,molecular formula is C6H3Cl2N3, 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 57489-77-7.

To a solution 5,7-dichloropyrazolo[l ,5-a]pyrimidine (246.6 g, 1.31 mol) in CH3CN (1.8 L) was added NBS (245 g, 1.38 mol ). The resulting mixture was stirred at room temperature for 2 hours. After removal of the solution, the reaction mixture was purified by column chromatography on silica gel (gradient: EtOAc/PE 1 :5) to give the title compound (3 13.5 g, 89%) as light yellow solid. NMR (300 MHz, CDCl3): 5 7.04 (s, 1 H), 8.21 (s, 1 H); MS ESI [M + H]+265.9, calcd for [C6H2BrCl2N3+H]+265.9.

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. 57489-77-7, 5,7-Dichloropyrazolo[1,5-a]pyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; UNIVERSITY HEALTH NETWORK; LIU, Yong; PAULS, Heinz W.; LAUFER, Radoslaw; LI, Sze-Wan; SAMPSON, Peter Brent; FEHER, Miklos; NG, Grace; PATEL, Narendra Kumar B.; LANG, Yunhui; WO2014/75168; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 4595-59-9, 5-Bromopyrimidine, 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, COA of Formula: C4H3BrN2, blongs to pyrimidines compound. COA of Formula: C4H3BrN2

General procedure: Phenylboronic (2a)(1.0 mmol), [or 4-tert-butylphenylboronic (2b), 4-(trifluoromethyl)phenylboronic (2c), 2-thienylboronic (2d), 3-thienylboronic (2e), 1-benzothien-2-ylboronic (2f) or 1-benzothien-3-ylboronic (2g)] was added to trans-bis(dicyclohexylamine)palladium(II) acetate (29 mg, 0.05mmol) in EtOH (10 mL). The resulting suspension was kept at reflux for 2 h. EtOH was evaporated under reduced pressure and the residue was suspended in CH2Cl2 (20 mL), and then filtered from inorganic salts. Solvent was then distilled off under reduced pressure, and the residue was purified by flash column chromatography on silica gel (hexane/ethyl acetate, 1:3) to afford the desired cross-coupled products (3a-g). Compounds 3d-g were identified on the basis of their NMR spectra and comparison with authentic materials. For spectral data of compounds 3d-g synthesized earlier,see ref 21.

The synthetic route of 4595-59-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Verbitskiy, Egor V.; Rusinov, Gennady L.; Chupakhin, Oleg N.; Charushin, Valery N.; Arkivoc; vol. 2016; 4; (2016); p. 204 – 216;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia