Pyrimidines

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 1032452-86-0, name is 3-(2-Chloropyrimidin-4-yl)-1-methyl-1H-indole. This compound has unique chemical properties. The synthetic route is as follows. SDS of cas: 1032452-86-0

Under nitrogen protection,200 mg of (4-fluoro-2-methoxy-5-nitrophenyl) -methylamine was added to the reaction flask in this order(1.0 mmol),244 mg of 3- (2-chloropyrimidin-4-yl) -1-methylindole (CAS 1032452-86-0, 1.0 mmol), 207 mg of p-toluenesulfonic acid monohydrate -pentanol.The mixture was stirred at 105 C for two hours until TLC showed the reaction was complete.The reaction was cooled to room temperature and the resulting solid was collected by filtration;The filtrate was cooled with an ice water bath,The resulting solid was collected by filtration.Two batches of solid were combined and washed with acetonitrile,367 mg of a gray solid was obtained,Yield 90%.

With the rapid development of chemical substances, we look forward to future research findings about 1032452-86-0.

Reference:
Patent; Nantong Yin Nuowei Pharmaceutical Technology Co., Ltd.; Lanzhou University The Second Hospital; Han Zhijian; Bian Hongzhu; (9 pag.)CN107266426; (2017); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 4316-93-2, In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 4316-93-2 as follows.

General procedure: To a solution of the nitrochloropyrimidine derivative in tetrahydrofuran (4 mL/mmol) were added the amine (1 equivalent) and NaHC03 (1.1 equivalents). The solution was stirred at room temperature overnight. After concentration under reduced pressure, the crude product was purified by chromatography on silica gel to afford the pure product. This compound was synthetised through general synthesis protocol XVI from 4,6-dichloro-5-nitropyrimidine (1 equivalent) and 4-aminoacetanilide (1 equivalent). It was stuffed at room temperature under argon for 7 h. The suspension was then filtered and the precipitate was washed with ethyl acetate. The filtrate was concentrated until precipitation. The precipitate was filtrated to afford pure compound120 (25%). ?H NMR (400 MHz, d6-DMSO) oe 10.02 (bs, 1H, NH), 9.99 (bs, 1H, NH),8.47 (s, 1H, CH), 7.57 (d, J = 8.9 Hz, 2H, 2 CH), 7.39 (d, J = 8.9 Hz, 2H, 2 CH),2.04 (s, 3H, CH3); HRMS (ESI) calc. for C,2H,,C1N503: [M + H] 308.05449, found308.0543.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,4316-93-2, its application will become more common.

Reference:
Patent; CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE (CNRS); UNIVERSITE PIERRE ET MARIE CURIE – PARIS 6 (UPMC); CALLEBAUT, Isabelle; MORNON, Jean-Paul; DECOUT, Jean-Luc; BECQ, Frederic; LEHN, Pierre; HOFFMANN, Brice; BOUCHERLE, Benjamin; HAUDECOEUR, Romain; FORTUNE, Antoine; BOINOT, Clement; ALLIOT, Julien; (147 pag.)WO2016/87665; (2016); A2;,
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Pyrimidine – Wikipedia

Application of 4595-59-9, 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. 4595-59-9, name is 5-Bromopyrimidine, molecular formula is C4H3BrN2, 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 modified procedure of Rho and Abuh (Syn. Commun. 1994, 24, 253-256) was followed for the preparation of the titled aldehyde. Under nitrogen, to a solution of 5-bromopyrimidine (1 g, 6.3 mmol) in 60 mL anhydrous THF, was added BuLi (2.5 M, 2.6 mL, 6.5 mmol) at -78 C. The resulting yellow solution was stirred for 20 min, after which ethyl formate (0.55 mL, 6.7 mmol) was added dropwise over 5 min. After 20 min, the reaction was quenched with 1.5 M THF/HCl solution (4.5 mL, 6.7 mmol). The cold bathwas removed, and the reaction mixture was stirred for 1 h. THF was removed in vacco, 10 mL of water was then added. The mixture was extracted with CHCl3 (2*10 mL), and the combined organics were dried (MgSO4) and concentrated. The crude product was purified via flash column chromatography (5% MeOH/CHCl3) to give 0.35 g (51%) of the titled pyrimidine-5-carboxaldehydepyrimidine-5-carboxaldehyde.

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 4595-59-9, 5-Bromopyrimidine.

Reference:
Patent; Kosogof, Christi; Liu, Bo; Liu, Gang; Liu, Mei; Nelson, Lissa T. J.; Serby, Michael D.; Sham, Hing L.; Szczepankiewicz, Bruce G.; Xin, Zhili; Zhao, Hongyu; US2005/171131; (2005); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 1074-40-4 ,Some common heterocyclic compound, 1074-40-4, molecular formula is C5H4Cl2N2O, 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.

Step 4. A mixture of 4,6-dichloro-2-methoxy-pyrimidine (0.66 g, 3.69 mmol), 2,2-difluoro-2-phenyl- ethylamine (0.58 g, 3.69 mmol), and NaHCO3 (0.93 g, 11.1 mmol) in 95% EtOH (10 mL) is heated to reflux. After stirred at 85C for 5 h. The mixture is diluted with water, filtered, washed (water), and dried to afford (6-chloro-2-methoxy-pyrimidin-4-ylV(2.2-difluoro-2-phenyl-ethyl)-amine as a solid (0.58 g). LCMS: RT = 3.17 minutes, MS: 300 (M+H). 1H NMR (300 MHz, CDCl3) ? 7.57-7.45 (5H, m), 6.1 (IH, s), 5.2 (IH, s), 4.2-4 (2H, m), 3.92 (3H, s).

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. 1074-40-4, 4,6-Dichloro-2-methoxypyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; AVENTIS PHARMACEUTICALS INC.; WO2006/44732; (2006); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 1032452-86-0, Adding some certain compound to certain chemical reactions, such as: 1032452-86-0, name is 3-(2-Chloropyrimidin-4-yl)-1-methyl-1H-indole,molecular formula is C13H10ClN3, 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 1032452-86-0.

c-1 (48 mg, 1.2 eq) was dissolved in isopropanol 5 mL,Then add p-toluenesulfonic acid (56 mg, 2 eq),J-6 (60 mg, 1 eq) was charged with nitrogen and reacted at 60 C, and the reaction was confirmed by TLC.Add sodium hydrogencarbonate to the reaction solution, adjust the pH to 10, and extract.Wash twice with dichloromethane and combine the organic phases.Drying under reduced pressure and separation by column chromatography to give compound 6,The yield of 30 mg was 48%.

According to the analysis of related databases, 1032452-86-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Liaoning University; Chen Ye; Ding Shi; Liu Ju; Ji Jingchao; Hao Xuechen; Liu Yutong; Li Jie; Zhang Mingjuan; Gong Yilin; (29 pag.)CN110283162; (2019); A;,
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. 289042-12-2, name is tert-Butyl 2-((4R,6S)-6-((E)-2-(4-(4-fluorophenyl)-6-isopropyl-2-(N-methylmethylsulfonamido)pyrimidin-5-yl)vinyl)-2,2-dimethyl-1,3-dioxan-4-yl)acetate, the common compound, a new synthetic route is introduced below. Safety of tert-Butyl 2-((4R,6S)-6-((E)-2-(4-(4-fluorophenyl)-6-isopropyl-2-(N-methylmethylsulfonamido)pyrimidin-5-yl)vinyl)-2,2-dimethyl-1,3-dioxan-4-yl)acetate

A solution of the compound of formula (39) (7.0 g, 12.1 MMOL) and CAMPHOR-1 0-SULFONIC ACID (2.4 g, 10.4 MMOL) in acetonitrile (50 ml) and water (5 ml) is stirred at room temperature for 30 minutes. It is then diluted with ether and washed successively with saturated sodium hydrogen carbonate solution and brine. The organic phase is dried (using NA2SO4). The salt mixture is filtered off and the filtrate obtained is concentrated by evaporation. The concentrated crude product is dissolved in ethyl acetate and made to crystallise by adding hexane. In that manner, 1.6 G (57 %) of the desired product (41) can be obtained in the form of colourless crystals. ‘H NMR (300 MHz, DMSO-DE) : 1.22 (d, J = 6.7 Hz, 6H); 1.32-1. 44 (m, 1H) ; 1. 38 (s, 9H); 1.49-1. 59 (m, 1H); 2.20 (dd, J = 15.0, 7.9 Hz, 1H); 2.28 (DD, J = 15.0, 5.3 Hz, 1H); 3.39-3. 47 (m, 1H) ; 3.44 (s, 3H); 3.53 (s, 3H); 3.74-3. 85 (M, 1H) ; 4.14-4. 22 (m, 1H) ; 4.64 (d, J = 5.3 Hz, 1H) ; 4.89 (d, J = 4.7 Hz, 1H) ; 5.51 (dd, J = 16.1, 5.6 Hz, 1H) ; 6.51 (dd, J = 16. 1,1. 2 Hz, 1H) ; 7.25 (dd, J = 8.8, 8.8 Hz, 2H); 7.70 (dd, J = 9.1, 5.6 Hz, 2H). 13C NMR (75 MHz, DMSO-DB) : 22.4, 28.6, 32.1, 34.0, 42.4, 44.4, 44.9, 65.9, 69.2, 80. 2, 115.7 (JCF = 21.7 Hz), 122.1, 122.4, 132.8 (JCF = 8.7 Hz), 135.1 (JCF = 3.2 Hz), 141.9, 157.4, 163.2 (JCF = 249 Hz), 163.4, 171.1, 174.9. HPLC: CHIRALCEL OD (0.46×25 cm), hexane: EtOH 95: 5,1 ml/min, TR = 19.2 min, S 98 % ee.

The synthetic route of 289042-12-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CIBA SPECIALTY CHEMICALS HOLDING INC.; WO2004/103977; (2004); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 1088994-22-2, 5-Methyl-2-(pyrimidin-2-yl)benzoicacid, 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, HPLC of Formula: C12H10N2O2, blongs to pyrimidines compound. HPLC of Formula: C12H10N2O2

2- { 2- ((2R,5R)-5 – ( [Y5~Fiuoropyridin-2 -vDoxyjmethyl } -2-methy Ipiperidin- 1 -vDcarbonyl] -4- methylphenvUpyrimidine (5To a 2 L round bottom flask, equipped with over head stirrer, thermocouple, dropping funnel, and nitrogen inlet, was charged biaryl acid 3 (43.10 g, 1.05 equiv), 2,6- dimethylpyridine (23.15 mL, 1.05 equiv) and DMF (250 mL, 5 V) and was cooled to 5 C. Then, trimethyl acetyl chloride (Piv-Cl) (24.45 mL) was slowly added at 5-10 C. The reaction was stirred at 10 C for 0.5 h. Amine-HCl salt 4 (50.00 g) and 50 wt% T3P in DMF (5.96 g, 5 mol%) were added at 10-15 C, respectively. The reaction mixture was stirred at 20-25 C for 1- 2 h (typical > 76 A% conversion), 2,6-lutidine (22.05 mL, 1.0 equiv) was slowly added over 0.5 h, the reaction mixture was stirred at rt for 3-5- h (> 95 A% conversion). The reaction can be also carried out as follows. To a 2 L round bottom flask, equipped with overhead stirrer, thermocouple, dropping funnel, and nitrogen inlet, was charged biaryl acid 3 (43.10 g, 1.05 equiv), 2,6-dimethylpyridine (45.2 mL, 2.05 equiv), amine-HCl salt 4 (50.00 g), 50 wt% T3P in DMF (5.96 g, 5 mol%)and DMF (250 mL, 5 V) and the resulting mixture was cooled to 15 C. Then, Piv-Cl (24.45 mL) was slowly added at 15-25 C. After complete addition of Piv-Cl, the reaction mixture was aged at 20-25 C for 3-5 h (>95 A% conversion).10 mol% of 2,6-lutidine (2.21 mL) and 10 mol% of Piv-Cl (2.45 mL) were added at rt, respectively. The reaction mixture was stirred at room temperature for 8-16 h (98.5 A% conversion). The reaction mixture was diluted with toluene (500 mL, 10 volume) and water (250 mL, 5 V) at 10-20 C. The reaction mixture was stirred at 10-20 C for 0,5 h. After phase separation, the aqueous layer was extracted with toluene (250 mL x 1, 5 volumes). The combined organic layer was washed with water (200 mL x 1, 4 volumes), 1 N NaOH (200 mL x 1, 4 volumes), and 16% brine (100 mL x 1, 2 volumes).The resulting toluene solution was filtered through 20 wt% of Aquagard activated carbon (14.8 g, equal to 20 wt% of assay product), which was held on solka flock (16 g). The cake was rinsed with toluene (400 mL, 8 volumes)The combined filtrates were concentrated to 150 mL (total volume). At this point, tert-butylbenzene (70 mL) was added dropwise. The resulting solution was solvent-switched to tert-butylbenzene (200 mL, total volume). Crystalline solid 5 was formed during solvent-switch. The resulting slurry was heated to 90-95 C to become homogenous solution. The resulting solution was cooled to 80 C and was seeded with 2% desired crystalline form of 5. The slurry was aged at 80 C for 2 h, and then was slowly cooled to 60 C over 10 h, and from 60 to 20 C over 10 h. The resulting slurry was aged at 20 for 24-48 h. The crystalline solid was collected by filtration, rinsed with tert-butylbenzene (50 mL), n-heptane (100 mL), dried under vacuum with nitrogen sweep and gave 2-{2-[((2ii,5ii)-5-{[(5-fiuoropyridin-2-yl)oxy]methyl}-2- methylpiperidin-l-yl)carbonyl]-4-methylphenyl}pyrimidine (5) (66.85 g, 88% isolated yield).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1088994-22-2, 5-Methyl-2-(pyrimidin-2-yl)benzoicacid, and friends who are interested can also refer to it.

Reference:
Patent; MERCK SHARP & DOHME CORP.; FENG, Yun Shao; MOSES, Anthony; ZHONG, Yong-Li; WO2012/58129; (2012); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 23002-51-9, 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. 23002-51-9, name is 6-Chloro-1H-pyrazolo[3,4-d]pyrimidine, molecular formula is C5H3ClN4, 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.

Preparation No.3: l/7-Pyrazolo[3,4-Patent; ABBOTT LABORATORIES; WOLLER, Kevin R.; CURTIN, Michael L.; FRANK, Kristine E.; JOSEPHSOHN, Nathan S.; LI, Biqin C.; WISHART, Neil; WO2011/156698; (2011); A2;,
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. 302964-08-5, name is 2-((6-Chloro-2-methylpyrimidin-4-yl)amino)-N-(2-chloro-6-methylphenyl)thiazole-5-carboxamide, molecular formula is C16H13Cl2N5OS, 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. Safety of 2-((6-Chloro-2-methylpyrimidin-4-yl)amino)-N-(2-chloro-6-methylphenyl)thiazole-5-carboxamide

A mixture of 2-(6-chloro-2-methylpyrimidin-4-ylamino)-N-(2-chloro-6-methylphenyl)thiazole-5-carboxamide (32a) (0.20 g, 0.51 mmol) and 1-(ethoxycarbonylmethyl)piperazine (33) (0.17 g, 1.01 mmol) in 4 mL of EtOH was heated with a CEM Discover microwave at 250 W, Pmax 150 C. for 45 min. The resulting mixture was treated with EtOH (6 mL) and then stirred at rt for 1 h. The solid was collected on a filter to give 0.24 g of ethyl 2-(4-(6-(5-((2-chloro-6-methylphenyl)carbamoyl)thiazol-2-ylamino)-2-methylpyrimidin-4-yl)piperazin-1-yl)acetate (34a) (89% yield). HPLC>99% pure (Rt 2.517 min); LC/MS (ES-) 530/532 (M+H, 100); 1H NMR (DMSO-d6) delta 11.48 (s, 1H), 9.86 (s, 1H), 8.22 (s, 1H), 7.40 (m, 1H), 7.28 (m, 2H), 6.06 (s, 1H), 4.10 (q, J=7.1 Hz, 2H), 3.53 (s, 4H), 3.29 (s, 2H), 2.59 (t, J=4.6 Hz, 4H), 2.41 (s, 3H), 2.24 (s, 3H), 1.20 (t, J=3H); Anal. Calcd for C24H28ClN7O3S: C, 54.38; H, 5.32; Cl, 6.69; N, 18.50; S, 6.05. Found:: C, 54.24; H, 5.16; Cl, 6.80; N, 18.59; S, 6.09.HPLC conditions column: YMC ODS-A S5 4.6×50 mm; UV: 220 nm; gradient time: 4 min; flow rate: 4 mL/min, 0-100% B; solvent A: 10% MeOH/90% H2O with 0.2% H3PO4, solvent B: 90% MeOH/10% H2O with 0.2% H3PO4.

With the rapid development of chemical substances, we look forward to future research findings about 302964-08-5.

Reference:
Patent; Bristol-Myers Squibb Company; US2007/219370; (2007); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 36082-50-5, 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. 36082-50-5, name is 5-Bromo-2,4-dichloropyrimidine, molecular formula is C4HBrCl2N2, 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 5-bromo-2, 4-dichloro-pyrimidine (1. 4 G) in acetonitrile (10 mL) at 0C was added triethylamine (0. 94 ML) and 3-AMINOPROPYLCARBAMIC acid-1,1- dimethylethyl ester (1.0 G). After removing the cooling bath the reaction mixture was stirred overnight at room temperature. The reaction mixture was concentrated and to the residue water (20 ML) was added. The precipitate was collected, washed with water and ether to afford the title compound (1.8 g). ‘H NMR (400 MHz, DMSO-d6) : O/PPM = 1.34 (s, 9H), 1.62 (m, 2H), 2.93 (m, 2H), 3.36 (m, 2H), 6.78 (t, 1H), 7.64 (t, 1H), 8.22 (s, 1H).

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 36082-50-5, 5-Bromo-2,4-dichloropyrimidine.

Reference:
Patent; SCHERING AKTIENGESELLSCHAFT; WO2004/48343; (2004); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia