Category: pyrimidines

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. 35265-83-9, name is 2,4-Dichloro-7-methylthieno[3,2-d]pyrimidine, the common compound, a new synthetic route is introduced below. Formula: C7H4Cl2N2S

Reference Example 18 4-Allylamino-2-chloro-7-methylthieno[3,2-d]pyrimidine In DMF was dissolved 1.50 g (6.8 mmol) of 2,4-dichloro-7-methylthieno[3,2-d]pyrimidine, and then 917 mg (16.1 mmol) of allylamine was added dropwise to the resulting solution under ice cooling over 5 minutes. The reaction mixture was stirred at 0 C. for one hour and then allowed to resume room temperature, followed by stirring for one hour. After completion of the reaction, ice water was added to the reaction mixture, followed by extraction with ethyl acetate (50 ml*3). After the organic layer was washed successively with 1N hydrochloric acid, water and brine and dried over anhydrous sodium sulfate, the solvent was distilled off under reduced pressure. The residue was purified by silica gel chromatography (eluent: ethyl acetate-hexane=1/8) to give 1.25 g (yield: 76.2%) of the title compound. NMR (delta, CDCl3): 2.43 (3H, s), 4.28-4.33 (2H, m), 5.09 (1H, br), 5.22-5.35 (2H, m), 5.94-6.07 (1H, m), 7.36 (1H, s)

The synthetic route of 35265-83-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NAKASHIMA, YOSHIHARU; FUJITA, TAKASHI; HIZUKA, MICHIYO; IKAWA, HIROSHI; HIRUMA, TORU; US2001/6969; (2001); A1;,
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Application of 153286-94-3, 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 153286-94-3, name is 5-Ethynylpyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: Scheme 6-5: In Step 1 the appropriately substituted indole is acylated as known in the art. In Step 2 the appropriately substituted heterocycle is subjected to a bromide species of the appropriate linker to afford the appropriately protected species. In Step 3 the appropriately substituted aryl bromide is subjected to a terminal alkyne as known in the art to afford an internal alkyne. In Step 4 the appropriately substituted para-methoxybenzyl alcohol is deprotected in the presence of CAN to afford a free alcohol. In Step 5 the appropriately substituted phenol is subjected to a sulfonic anhydride to afford a leaving group. In Step 6 the appropriately substituted aryl species is converted to a boronic acid as known in the art. In Step 7 the appropriately substituted boronic acid is subjected to copper bromide to afford an aryl bromide species. In an alternative embodiment this synthetic protocol can simply be applied to other indole isomers to afford substituents on alternative positions.

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 153286-94-3, 5-Ethynylpyrimidine.

Reference:
Patent; ACHILLION PHARMACEUTICALS, INC.; WILES, Jason, Allan; PHADKE, Avinash, S.; DESHPANDE, Milind; AGARWAL, Atul; CHEN, Dawei; GADHACHANDA, Venkat, Rao; HASHIMOTO, Akihiro; PAIS, Godwin; WANG, Qiuping; WANG, Xiangzhu; GREENLEE, William; (340 pag.)WO2017/35415; (2017); A1;,
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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. 14080-23-0, name is 2-Cyanopyrimidine, molecular formula is C5H3N3, 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 C5H3N3

Methyl pyrimidine-2-carboxylate (11):A stirred solution of cyano 10 (1.01 g, 9.52 mmol) in methanolic HC1 (20 mL, 4N solution) was refluxed for 16 h and concentrated under reduced pressure; the residue was diluted with water and neutralized with sodium bicarbonate solution. The aqueous layer was extracted with 20% IPA/CH2CI2, dried over anhydrous Na2S04, filtered and concentrated under reduced pressure to afford ester 11 (0.43 g, 32.5%) as liquid.TLC: 100% EtOAc (Rf: 0.1)1H NMR (500MHz, CDC13): delta 8.96 (d, J = 5.0 Hz, 2H), 7.50 (t, J = 5.0 Hz, 1H), 4.08 (s, 3H). Mass (ESI): 139 (M++l).

With the rapid development of chemical substances, we look forward to future research findings about 14080-23-0.

Reference:
Patent; THERACRINE, INC.; SUN, Lijun; BARSOUM, James; WESTER, Ronald; WO2013/13238; (2013); A2;,
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Related Products of 16234-10-9 ,Some common heterocyclic compound, 16234-10-9, molecular formula is C6H4N2OS, 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 solution of DMF (13.2 mL, 170 mmol) in DCM (100 mL) at 0C was added oxalyl chloride (22 mL, 252 mmol) in DCM (100 mL) very slowly over 1 hour. To the resulting white gel solution was added the 3H-thieno [3,2-d] pyrimidin-4-one (12 g, 79 mmol). The mixture was refluxed for 4 hours. After cooling, the mixture was purred into water (500 mL) and extracted with DCM (3×250 mL). Then the organic phase was dried over magnesium sulfate, filtered and concentrated to afford 7-chloro-thieno [3,2-b] pyridine as white solid (13.4 g, 99%). 1H NMR (CDCl3, 400 Hz) 8 9.00 (s, 1H), 8.06 (d, J=5.6Hz, 1H), 7.61 (d, J=5.6Hz, 1H). MS (ESI+) [M+H] + 170

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,16234-10-9, its application will become more common.

Reference:
Patent; ARRAY BIOPHARMA INC.; WO2005/51304; (2005); A2;,
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Synthetic Route of 62802-42-0, Adding some certain compound to certain chemical reactions, such as: 62802-42-0, name is 2-Chloro-5-fluoropyrimidine,molecular formula is C4H2ClFN2, 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 62802-42-0.

2-Chloro-5-fluoropyrimidine (541mg, 4.0mmol) was added to suspension of N (800mg, 3.72mmol) and potassium carbonate (l .Og, 7.44mmol) in diglyme(15mL), the resulting mixture was stirred at 100 C for 6 h. On completion the mixture was cooled to 0C and filtered, the solid was taken in water (50mL) and stirred for 30 mins. The suspension was filtered, the solid cake was washed with water (50mL), pet ether (15mL) and dried under vacuum to afford l .Og (86%) of P as yellow color solid. [TLC system:Ethyl acetate:pet ether (3 :7).-R/value:0.701.

According to the analysis of related databases, 62802-42-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; F2G LIMITED; SIBLEY, Graham Edward Morris; LAW, Derek; OLIVER, Jason David; BIRCH, Michael; (76 pag.)WO2016/79536; (2016); A1;,
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Related Products of 69034-12-4, 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 69034-12-4, name is 2-Chloro-5-(trifluoromethyl)pyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

A reaction mixture of methyl 4-((4,4,4-trifluoro-1-(2-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)butyl)amino)benzoate (5.6 g) obtained in Example 1, step F, 2-chloro-5-(trifluoromethyl)pyrimidine (2.36 g), tetrakistriphenylphosphinepalladium (0.678 g), 2M aqueous sodium carbonate solution (17.6 mL) and dimethoxyethane (52.8 mL) was stirred at 100C overnight under a nitrogen atmosphere. The reaction mixture was added to saturated aqueous ammonium chloride solution, and the mixture was extracted with ethyl acetate. The extract was washed with water and saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure and the residue was purified by silica gel column chromatography (hexane/ethyl acetate) to give the title compound (4.93 g). MS (ESI-), found: 496.3.

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 69034-12-4, 2-Chloro-5-(trifluoromethyl)pyrimidine.

Reference:
Patent; Takeda Pharmaceutical Company Limited; SASAKI, Minoru; FURUKAWA, Hideki; HIDAKA, Kousuke; TOYOFUKU, Kyoko; YOGO, Takatoshi; MURATA, Toshiki; EP2832725; (2015); A1;,
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Reference of 2972-52-3, 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. 2972-52-3, name is 2,4-Dichloro-5-pyrimidinecarbonyl chloride, molecular formula is C5HCl3N2O, 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 3 Synthesis of 5-carboxyamide-2,4-dichloropyrimidine To a 2 L round bottom flask equipped with water condenser and a CaCl2 drying tube, 2,4-dihydroxypyrimidine (25 g, 0.16 mole) was added to PCl5 (117 g, 0.56 mole), and POCl3 (250 ml, 2.6 mole). The mixture was heated at 115 C. overnight to give a clear, slightly light yellow solution. The mixture was cooled to room temperature, and was concentrated under reduced pressure to give pale yellowish oil. To this oil, anhydrous 1,4-dioxane (300 ml) was added and the mixture was cooled to 0 C. in an ice/water bath. 35 ml of NH3 in water (28%) was added dropwise to the mixture with stirring, temperature was kept below 5 C. The mixture changed from clear to white with precipitate forming, and was stirred for 1 hour at 0 C., reaction was followed by TLC (1:1 Hexanes:Ethyl Acetate). Ethyl acetate (700 ml) and water (500 ml) were added to the mixture, the 2 layers were separated. The organic layer was dried with Na2SO4, and filtered. The solution was concentrated under reduced pressure to give a light yellow solid. This light yellow solid was sonicated with methylene chloride (200 ml), and filtered to give a pale yellow solid (16 g). This pale yellow solid was dissolved into ethyl acetate (1.5 L) and washed with sat. NaHCO3 (500 ml). The organic layer was dried with Na2SO4, filtered, and concentrated under reduced pressure to give 13.1 g of product as a white solid (44% yield). 1H NMR (DMSO-d6, 300 MHz): delta 8.86 (s, 1H), 8.14 (bs, 1H), 8.02 (bs, 1H).

According to the analysis of related databases, 2972-52-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Holland, Sacha; Kolluri, Rao; Alvarez, Salvador; Duncton, Matthew; Singh, Rajinder; Zhang, Jing; Masuda, Esteban; US2012/22092; (2012); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 29274-24-6, 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. 29274-24-6, name is 5-Chloropyrazolo[1,5-a]pyrimidine, molecular formula is C6H4ClN3, 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.

The residue B-2 prepared in the above Example 7 was added to 9 mL of 1:1 sulfuric acid nitric acid at 0 C. Controlling the reaction temperature did not exceed 5, reaction time 2h, after the reaction is completed, carefully add water. The product was filtered off, and the product was crystallized from ethyl acetate to give the product 5.1 g, yield 86%. HPLC purity ? 99%.

According to the analysis of related databases, 29274-24-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Zhejiang Normal University; Li Xinsheng; Chen Xiuhua; Chen Xueke; Luo Hongmin; (13 pag.)CN109354578; (2019); A;,
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Application of 33097-11-9 ,Some common heterocyclic compound, 33097-11-9, molecular formula is C6H4Cl2N2OS, 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: To a stirred solution of aldehyde 1 (1.0mmol, 1equiv) in 3mL DMF was added enamine 2 (1.15equiv) followed by addition of a few drops of satd ethereal HCl. (0027) Except for 6d: Mixture was stirred at ambient temperature for period of time indicated in Table 1. After removing of solvent (50C/5 Torr) the residue was stirred with water (10mL) for 1h, crystals were filtered and dried at 110C/5 Torr to give compound 6 with purity?94%. Recrystallization from DMF can be used for purification, if necessary. (0028) For 6d: After stirring for 20h the additional portion of enamine 4d (0.15equiv) was added and the mixture was left at ambient temperature for 4 days. After removing of solvent (50C/5 Torr) the residue was dissolved in CHCl3 (30mL), washed with water, satd NaHCO3 and brine. Compound 6d was isolated using column chromatography on silica (EtOAc-nHexane 1:1, Rf?0.25).

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. 33097-11-9, 4,6-Dichloro-2-(methylthio)pyrimidine-5-carbaldehyde, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Chizhova, Maria E.; Bakulina, Olga Yu.; Ivanov, Alexander Yu.; Lobanov, Pavel S.; Dar’in, Dmitrii V.; Tetrahedron; vol. 71; 36; (2015); p. 6196 – 6203;,
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Pyrimidine – Wikipedia

Synthetic Route of 13223-43-3, Adding some certain compound to certain chemical reactions, such as: 13223-43-3, name is 5,7-Dimethoxy-[1,2,4]triazolo[1,5-a]pyrimidin-2-amine,molecular formula is C7H9N5O2, 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 13223-43-3.

General procedure: The compound 4a (6 g, 0.03 mol), catalytic amount of DMSO and3,5-lutidine (9.6 g, 0.09 mol) were dissolved in MeCN (15 mL), and then 7c (10.3 g, 0.03 mol) was addedslowly with stirring at 35 C and keeping for 1 h. The reaction system was heated to 45 C and kept thatuntil the complete conversion monitoring by HPLC. Then the resultant mixture was slowly added into10% sulfuric acid aqueous solution (100 mL). After filtering, the residue was purified by recrystallizingfrom MeCN to afford white solid, yield 13.5 g (89.6%);

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. 13223-43-3, 5,7-Dimethoxy-[1,2,4]triazolo[1,5-a]pyrimidin-2-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Ma, Yi-Chao; Yu, Ying-Hui; Hou, Guang-Feng; Huang, Ji-Han; Gao, Jin-Sheng; Heterocycles; vol. 92; 5; (2016); p. 829 – 843;,
Pyrimidine | C4H4N2 – PubChem,
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