Day: February 28, 2022

Application of 87591-84-2, 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. 87591-84-2, name is 2-(Chloromethyl)-8-methyl-4H-pyrido[1,2-a]pyrimidin-4-one, molecular formula is C10H9ClN2O, 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.

[0400] To a solution of I -(2-methoxyphenyl)-5-(thiophen-2-yl)- 1 H-imidazole-2-thiol (50.0 mg, 0.17 mmol) in acetone (2 mL) was added 2-(chloromethyl)-8-methyl-4H- pyrido[l,2-a]pyrimidin-4-one (40 mg, 0.19 mmol) and K2C03 (71 rng, 0.51 mmol). Then the mixture was warmed to 60 C and stirred until the reaction was completed (2hrs). Aftet cooling to room temperature, the reactant was filtered and the filtrate was concentrated to dryness in vacuum. The residue was diluted with EA (5 rnL) and the suspension was washed with aqueous 5% NaOH (5 mL), brine (5 mL). The organic layer was dried over anhydrous Na2SO4, filtered and concentrated. The residue was purified by Prep-TLC (PE/EA = 1/1) to give 2-[ I -(2-methoxy-phenyl)-5-thiophen-2-yl- I H-imidazol-2-ylsu lfanylmethyl]-7-methyl- pyrido[1,2-a]pyrimidin-4-one (20 mg, yield: 25%) as a yellow solid. [0401] ?HNMR (300 MHz, DMSO-d6): = 8.77 (s, 1H), 7.85 (dd, J= 9.0 Hz, 1.8 Hz,IH), 7.61-7.48 (m, 2H), 7.39 (s, lH), 7.36 (dd, J 8.0 Hz, 1.1 Hz, 1H), 7.27-7.16 (in, 2H),7.00 (t, 1=7.5 Hz, lH), 6.92 (dd, J 5.0 Hz, 3.8 Hz, lH), 6.80 (dd, J 5.0 Hz, 1.1 Hz, IH),6.34 (s, IH), 4.21 (s, 2H), 3.66 (s, 3H), 2.39 (s, 3H). MS: m/z 461.1 ( M+H).

According to the analysis of related databases, 87591-84-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SANFORD-BURNHAM MEDICAL RESEARCH INSTITUTE; PINKERTON, Anthony, B.; SMITH, Layton, H.; (113 pag.)WO2015/184011; (2015); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 52854-14-5, 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 52854-14-5, name is 4-Chloro-6-methoxy-5-nitropyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

The above product (3.50 g, 18.5 mmol) and 3′-aminobiphenyl-2-carbonitrile (prepared according to the procedure described in WO 02/38568) (3.23 g, 16.6 mmol) were dissolved in triethylamine (9. 32 g, 92.3 mmol) and dimethylsulfoxide (10 ml) and heated at 90C for 18 h. The mixture was allowed to cool to ambient temperature then poured onto water (150 ml) and extracted with ethyl acetate (2 x 300 ml). The organic fractions were combined, washed with water (3 x 75 ml) and brine (50 ml), dried over anhydrous sodium sulfate, filtered and evaporated to give a brown solid. The brown solid was triturated with diethyl ether (50 ml), filtered, washed with diethyl ether (2 x 10 ml) and left to air dry, which gave 3′- (1-methyl-5-nitro-6-oxo-1, 6-DIHYDROPYRIMIDIN-4-YLAMINO) biphenyl-2-carbonitrile (2.24 g, 38%) as a yellow solid

According to the analysis of related databases, 52854-14-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MERCK SHARP & DOHME LIMITED; WO2004/41826; (2004); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 890094-38-9, 2-Chloro-N-isopropyl-5-nitropyrimidin-4-amine, 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, Product Details of 890094-38-9, blongs to pyrimidines compound. Product Details of 890094-38-9

Compound (3a) (90.9 g, 0.420 mol), tetrahydrofuran (840 mL, abs.), Pt/C 5% (9.0 g, 42 mmol) and vanadyl acetylacetonate (4.5 g, 16 mmol) are added in a Parr apparatus and shaken under a hydrogen pressure of 50 psi at 20 C. to 40 C. for several hours until the reduction of the nitro group is complete (TLC control:silica gel, CH_EE=1:1). The catalyst is removed and the solvent is evaporated under reduced pressure. The crude product is dissolved in a mixture of tetrahydrofuran (100 mL) and isopropanol (120 mL) and transferred into a three necked flask. Trimethylchlorosilane (54 ml) is added dropwise and the hydrochlorid precipitates. The suspension is stirred for 16 hours. The precipitate is suction filtered and dried. Yield: 54.8 g (59% of theory) of compound (4a) as brown crystalline solid.

The synthetic route of 890094-38-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; US2012/329803; (2012); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 114040-06-1, 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 114040-06-1 as follows.

EXAMPLE 13 3-Bromo-5,7-dimethoxypyrazolo(1,5-a)pyrimidine To a solution of 1.2 g of sodium dissolved in 60 ml of methanol was added 6.7 g of 3-bromo-5,7-dichloropyrazolo(1,5-a)pyrimidine. The resulting mixture was stirred at room temperature for 12 hours and was then concentrated under reduced pressure. The residue was then stirred in water and was then filtered. The solid collected was washed with ether and was dried in oven at 50 C. for 12 hours to give 5.24 g of the desired product, m.p. 188-190 C. NMR(CDCl3)delta: 4.05 (s, 3H); 4.14 (s, 3H); 5.7 (s, 1H); and 7.94 (s, 1H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,114040-06-1, its application will become more common.

Reference:
Patent; E. I. Du Pont de Nemours and Company; US4838925; (1989); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 81765-97-1, 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. 81765-97-1, name is 4-Chloro-2-methyl-5,6,7,8-tetrahydrobenzo[4,5]thieno[2,3-d]pyrimidine, molecular formula is C11H11ClN2S, 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.

General procedure: The different 4-chloro-thieno[2,3-d]pyrimidine (7a-d or f-i) (1 eq.) was suspended in MeOH (5.1mL/mmol eq.) and hydrazine hydrate 80percent in water (2 eq.) and the mixture was refluxed for 5 h. Immediately after, hydrazine hydrate (2 eq.) was added to complete the reaction and the mixture was allowed to reflux for further 3 h. The reaction mixture was then cooled to r.t and placed in a fridge o.n. The resulting precipitate was filtered and crystallised from a solution of 40percent EtOH in water unless otherwise stated.

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 81765-97-1, 4-Chloro-2-methyl-5,6,7,8-tetrahydrobenzo[4,5]thieno[2,3-d]pyrimidine.

Reference:
Article; Bassetto, Marcella; Leyssen, Pieter; Neyts, Johan; Yerukhimovich, Mark M.; Frick, David N.; Brancale, Andrea; European Journal of Medicinal Chemistry; vol. 123; (2016); p. 31 – 47;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 3438-55-9, 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. 3438-55-9, name is 5-Bromo-4-chloro-6-methylpyrimidine. A new synthetic method of this compound is introduced below.

71. The requisite 5-bromo-4-ethoxy-6-methylpyrimidine was prepared from 5-bromo-4-chloro-6-methylpyrimidine via treatment with sodium ethoxide in ethanol.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,3438-55-9, 5-Bromo-4-chloro-6-methylpyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; PFIZER INC.; COE, Jotham, Wadsworth; ALLEN, John, Arthur; DAVOREN, Jennifer, Elizabeth; DOUNAY, Amy, Beth; EFREMOV, Ivan, Viktorovich; GRAY, David, Lawrence, Firman; GUILMETTE, Edward, Raymond; HARRIS, Anthony, Richard; HELAL, Christopher, John; HENDERSON, Jaclyn, Louise; MENTE, Scot, Richard; NASON, Deane, Milford, II; O’NEIL, Steven, Victor; SUBRAMANYAM, Chakrapani; XU, Wenjian; WO2014/72881; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 206564-00-3, Adding some certain compound to certain chemical reactions, such as: 206564-00-3, name is 4-(2-Furyl)pyrimidin-2-amine,molecular formula is C8H7N3O, 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 206564-00-3.

General procedure: The mixture of 8 (1.0 equiv) and 2-amino-pyrimidine derivatives 4-6 (1.0 equiv) in toluene was heated to reflux. Along with the azeotrope of ethanol and toluene was distilled out of the reaction system continuously, a small amount of fresh toluene was added if necessary. Heating was stopped until the complete consumption of 8 which was indicated by TLC. After the reaction mixture was cooled to room temperature, the forming precipitate was collected by suction filtration and washed with small amounts of toluene and ethyl acetate to afford desired compounds 9-11. They could be further purified on silica gel column chromatography (eluted by acetone with petroleum ether).

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. 206564-00-3, 4-(2-Furyl)pyrimidin-2-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Chen, Wei; Li, Yuxin; Zhou, Yunyun; Ma, Yi; Li, Zhengming; Chinese Chemical Letters; vol. 30; 12; (2019); p. 2160 – 2162;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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.3270-97-1, name is 2,4-Diamino-6-methoxypyrimidine, molecular formula is C5H8N4O, molecular weight is 140.14, as common compound, the synthetic route is as follows.Computed Properties of C5H8N4O

2,4-Diamino-6-chloropyrimidine (17.34 g: 120 mmol) and sodium methoxide (38.9 g) were sequentially added to t-butanol (60 mL) and N-ethylpyrrolidone (30 mL) under a nitrogen gas flow, followed by stirring with heating at 80 C. for 2 hours. The reaction solution was cooled to 60 C., and methyl benzoate (38.9 g: 288 mol) was dropwise added thereto, followed by stirring with heating at 60 C. for 2 hours. The reaction solution was added to a liquid mixture of iced water (130 mL) and concentrated hydrochloric acid (51 mL), followed by heating to 50 C. to completely dissolve the solid component. The organic layer was separated, and methanol (100 mL) and water (100 mL) were added thereto, followed by stirring under ice cooling for 1 hour. The precipitated product was collected by filtration, and the resulting crystals were washed with a poured methanol/water solvent mixture and then water. After ventilation drying at 50 C. for 13 hours, 38 g (yield: 85%) of compound (1-9) was yielded.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,3270-97-1, 2,4-Diamino-6-methoxypyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; FUJIFILM Corporation; YAMAMOTO, Aiko; TANAKA, Satoshi; NIORI, Teruki; NAGURA, Masato; NORO, Masaki; YOSHIDA, Aiko; FUKAGAWA, Nobutaka; KUWAYAMA, Yasukazu; (89 pag.)US2016/159750; (2016); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 81765-97-1, 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. 81765-97-1, name is 4-Chloro-2-methyl-5,6,7,8-tetrahydrobenzo[4,5]thieno[2,3-d]pyrimidine, molecular formula is C11H11ClN2S, 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.

General procedure: To a solution of compound 4 (0.65 mmol) or compound 27, compound 5 (0.73 mmol) and sodium bicarbonate (1.30 mmol) in DMSO (5 mL) was stirred at 80 C for 16 h. The mixture was extracted with ethyl acetate. The extract was washed with saline and the solvents were removed in vacuo. The crude product was purified by silica gel chromatography using cyclohexane-ethyl acetate(25:1) as eluate to give compound 6-13 or compound 28 (63% yield) as white solid. 2-Methyl-4-((1-phenyl-1H-tetrazol-5-yl)thio)-5,6,7,8-tetrahydrobenzo [4,5]thieno[2,3-d]pyrimidine (6). Yield=36%; 1H NMR (500 MHz, CDCl3) delta 7.63 (dt, J=8.4, 3.6 Hz, 2H), 7.55-7.44 (m, 3H), 3.04 (t, J=4.8 Hz, 2H), 2.86 (d, J=5.2 Hz, 2H), 2.45 (s, 3H), 1.99-1.88 (m, 4H), 1.28 (s, 1H). 13C NMR (126 MHz, CDCl3) delta 167.74 (s), 161.14 (s), 155.98 (s), 146.50 (s), 137.61 (s), 134.23 (s), 130.44 (s), 129.40 (s), 125.90 (d, J=14.9 Hz), 124.53 (s), 29.70 (s), 26.07 (s), 25.72 (s), 25.21 (s), 22.42 (d, J=12.8 Hz). ESI-MS m/z: 381.2 [M+H]+.

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 81765-97-1, 4-Chloro-2-methyl-5,6,7,8-tetrahydrobenzo[4,5]thieno[2,3-d]pyrimidine.

Reference:
Article; Lao, Chuyu; Zhou, Xiaoqing; Chen, Huanpeng; Wei, Fengjiao; Huang, Zhaofeng; Bai, Chuan; Bioorganic Chemistry; vol. 90; (2019);,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 87591-84-2, Adding some certain compound to certain chemical reactions, such as: 87591-84-2, name is 2-(Chloromethyl)-8-methyl-4H-pyrido[1,2-a]pyrimidin-4-one,molecular formula is C10H9ClN2O, 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 87591-84-2.

A solution of 1H-benzo[d]imidazole (60.0 mg, 0.508 mmol), 2-(chloromethyl)-8-methyl-4H-pyrido[1,2-a]pyrimidin-4-one (CAS 87591-84-2, 74.7 mg, 0.358 mmol), and powdered potassium carbonate (106.3 mg, 0.769 mmol) in DMF (2.50 mL) was stirred in a sealed tube at room temperature for 64 hours. The solution was diluted with methanol to 5 mL, filtered, and purified by reverse-phase HPLC to give 9 (79.8 mg, 54%) as an off-white solid. 1H NMR (400 MHz, DMSO-d6) ppm 2.43 (s, 3 H) 5.49 (s, 2 H) 5.99 (s, 1 H) 7.18 – 7.25 (m, 3 H) 7.46 (s, 1 H) 7.53 – 7.58 (m, 1 H) 7.66 – 7.70 (m, 1 H) 8.36 (s, 1 H) 8.81 (d, J=7.33 Hz, 1 H). HRMS: [M+H]+ calc. 291.124038, found 291.124138, error 0.34 ppm.

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. 87591-84-2, 2-(Chloromethyl)-8-methyl-4H-pyrido[1,2-a]pyrimidin-4-one, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Guo, Chuangxing; Linton, Angelica; Jalaie, Mehran; Kephart, Susan; Ornelas, Martha; Pairish, Mason; Greasley, Samantha; Richardson, Paul; Maegley, Karen; Hickey, Michael; Li, John; Wu, Xin; Ji, Xiaodong; Xie, Zhi; Bioorganic and Medicinal Chemistry Letters; vol. 23; 11; (2013); p. 3358 – 3363;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia