Day: December 31, 2020

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

Reference of 1445-39-2, 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.

A mixture of alkyne 7 (710 mg, 2.224 mmol), iodopyrimidine 4 (676 mg, 3.06 mmol), palladiumtetrakistriphenylphosphine (290 mg, 0.251 mmol) and copper (I) iodide (103 mg, 0.541 mmol) was suspended in degassed mixture of acetonitrile (15 mL) and triethylamine (5 mL, 35.9 mmol). The thick mixture was then stirred under argon at 82C for 3h; cooled down to room temperature and diluted with DCM, washed with saturated NH4C1, dried over MgSO4, filtered and concentrated. The purification was performed by flash column chromatography on silica gel (eluent EtOAc) to afford compound 8 (526 mg, 57% yield). IH NMR (400 MHz, DMSO-d6) delta (ppm): 8.97 (s, IH), 8.46-8.41 (m, 2H), 8.19 (s, IH), 7.79 (s, IH), 7.50 (d, J = 8.0 Hz, IH), 7.41 (t, J = 7.8 Hz, IH), 7.26 (t, J = 8.0 Hz, IH), 7.14 (s, 2H), 7.08-7.02 (m, 3H). MS (m/z): 413.1 (M+H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1445-39-2, 2-Amino-5-iodopyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; METHYLGENE INC.; WO2009/100536; (2009); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 104048-92-2, 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. 104048-92-2, name is 4-(Trifluoromethyl)pyrimidin-2(1H)-one, molecular formula is C5H3F3N2O, 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.

Example 259 Methyl-m-tolyl-carbamic Acid 4-trifluoromethyl-pyrimidin-2-yl Ester At 0 C. diphosgene (0.99 g, 5.00 mmol) was added to a stirred solution of 4-trifluoromethyl-2-hydroxypyrimidine (1.64 g, 10.0 mmol) in tetrahydrofuran (25 ml). The cooling bath was removed and stirring was continued at room temperature for 1 hour. Methyl-m-tolyl-amine (0.30 g, 2.50 mmol) was added to one-fourth of the solution. After stirring overnight at room temperature the solvent was evaporated in vacuo and the residue was purified by flash column chromatography (SiO2, ethyl acetate:heptane (20:80)) followed by preparative HPLC, yielding the title compound (51 mg, 7%) as a colourless oil. 1H NMR (300 MHz, CDCl3): (2.37 (s, 3H), 3.42 (br.s, 3H), 7.07-7.31 (m, 4H), 7.52 (br.s, 1H), 8.92 (br.s, 1H); HPLC-MS (Method A): m/z=334 (M+Na); Rt=3.92 min.

According to the analysis of related databases, 104048-92-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Ebdrup, Soren; de Jong, Johannes Cornelis; Jacobsen, Poul; Hansen, Holger Claus; Vedso, Per; US2003/166644; (2003); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 134000-96-7 ,Some common heterocyclic compound, 134000-96-7, molecular formula is C5H4ClFN2, 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.

N-(5-Fluoro-4-methylpyrimidin-2-yl)-8-(4-methoxybenzyl)-6-(2-methoxyethyl)-4,5,6,8-tetrahydropyrazolo[3,4-b]thiazolo[4,5-d]azepin-2-amine According to Scheme 4, Step 2: A solution of 8-(4-methoxybenzyl)-6-(2-methoxyethyl)-4,5,6,8-tetrahydropyrazolo[3,4-b]thiazolo[4,5-d]azepin-2-amine (200 mg, 0.39 mmol), 2-chloro-5-fluoro-4-methylpyrimidine (93.0 mg, 0.63 mmol), Cs2CO3 (339 mg, 1.04 mmol), Xantphos (45 mg, 80 mumol) and Pd(OAc)2 (12 mg, 50 mumol) in dioxane (1.7 mL) was stirred at 120 C. for 30 min. The crude solution was cooled down and diluted with 10 mL of water and 10 mL of EtOAc. The aqueous layer was extracted twice with EtOAc. The combined organic layers dried over MgSO4, filtered and concentrated under reduced pressure. The crude residue was purified by flash column chromatography on silica gel using DCM/MeOH (100:0 to 98:2) as eluent to afford the title compound (138 mg, 54%) as a beige solid. UPLC-MS (M1): RT=1.16 min; MS m/z ES+=496.2.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,134000-96-7, its application will become more common.

Reference:
Patent; Bolea, Christelle; Boudou, Cedric; Celanire, Sylvain; Darmency, Vincent; Mordant, Celine; Pericolle, Vincent; Regereau, Yannick; Rocher, Jean-Philippe; Souissi, Radouane; Tang, Lam; US2014/349994; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 1337532-51-0, 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. 1337532-51-0, name is 5-Bromo-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine. A new synthetic method of this compound is introduced below.

To a mixture of 1-(4-bromo-3-methylphenyl)-3-(3,5-difluorophenyl)pyrrolidin-2-one (0.6 g, 1.6 mmol, 1.0 equiv), bis(pinacolato)diboron (0.41 g, 1.6 mmol, 1.0 equiv), and potassium carbonate (0.48 g, 4.9 mmol, 3.0 equiv) was added 1 ,4-dioxane (10 ml_), and the mixture was degassed with Ar gas for 10 minutes. PdCI2 (dppf)-CH2Cl2 adduct (0.1 1 g, 0.08 mmol, 0.05 equiv) was added and degassed with Ar for 10 minutes. The reaction mixture was stirred for 3 h at 100 C in a sealed vessel. After consumption of SM, the reaction mixture was cooled to room temperature. 5-bromo-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine (0.37 g, 1.6 mmol, 1.0 equiv) and saturated aqueous NaHC03 (12 ml_) were added and degassed with argon for 10 min. PdCl2(dppf)-CH2Cl2 adduct (0.1 1 g, 0.08 mmol, 0.05 equiv) was added, the vessel was sealed, and the reaction mixture was stirred overnight at 100C. After consumption of SM, the reaction mixture was poured onto water and extracted with ethyl acetate (2 x 30 ml_). The combined organic layers were washed with brine solution (30 ml_), dried over Na2S04 and evaporated the solvent under reduced pressure to afford the crude product. The crude product was purified by flash column chromatography with 100 – 200 silica gel (24g column) and eluted with 3% MeOH in DCM mobile phase to afford the titled product 1-(4-(4-amino-7-methyl-7/-/-pyrrolo[2,3- d]pyrimidin-5-yl)-3-methylphenyl)-3-(3,5-difluorophenyl)pyrrolidin-2-one (0.1 g, 14%) as off white solid. LCMS (ES) m/z = 434.2 [M+H]+. H NMR (400 MHz, DMSO-d6) delta 2.21 – 2.27 (m, 4H), 2.54 – 2.61 (m, 1 H), 3.73 (s, 3 H), 3.93 – 4.07 (m, 3H), 5.54 (br, 2 H), 7.10 – 7.15 (m, 4 H), 7.25 (d, J=8.0 Hz, 1 H), 7.60 – 7.68 (m, 2 H), 8.13 (s, 1 H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1337532-51-0, its application will become more common.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY (NO.2) LIMITED; AXTEN, Jeffrey M.; MEDINA, Jesus Raul; WO2015/136463; (2015); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 10320-42-0, 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. 10320-42-0, name is 2-Chloro-5-nitropyrimidine, molecular formula is C4H2ClN3O2, 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.

A mixture of 1 ,4-diazabicyclo[3.2.2]nonane (0.87 g, 6.90 mmol), 2-chloro-5- nitro-pyrimidine (1.56 g, 6.27 mmol) and dioxane (75 ml) was stirred at room- temperature for 15 h. Aqueous sodium bicarbonate (20 ml, 10percent) was added followed by extraction with ethylacetate (3 x 20 ml). The organic phase was dried and evaporated and a yellow powder was isolated. Yield 0.86 g (55percent). Mp 135-139or V”y .

According to the analysis of related databases, 10320-42-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; NeuroSearch A/S; WO2007/138039; (2007); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 22536-65-8, 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.22536-65-8, name is 2-Chloro-5-methoxypyrimidine, molecular formula is C5H5ClN2O, molecular weight is 144.56, as common compound, the synthetic route is as follows.

To a mixture of 2-chloro-5-methoxypyrimidine (1.5 g), 2-(2-fluoro-4-(trifluoromethyl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolan (2.5 g), a 2 M sodium carbonate aqueous solution (11 mL), and DME (10 mL) was added tetrakistriphenylphosphinepalladium(0) (500 mg) under nitrogen atmosphere. The resulting mixture was heated with stirring at 80¡ã C. for 3 hours. To the reaction mixture was added water, and the mixture was extracted with ethyl acetate. The resulting organic layers were washed with saturated brine, and dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The resulting residues were subjected to silica gel chromatography to give the Intermediate compound 1 represented by the following formula (2.0 g).

The chemical industry reduces the impact on the environment during synthesis 22536-65-8, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Sumitomo Chemical Company, Limited; ORIMOTO, Kohei; NOKURA, Yoshihiko; NAKAJIMA, Yuji; TANABE, Takamasa; (52 pag.)US2018/317485; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia