Pyrimidines

Electric Literature of 57489-77-7 ,Some common heterocyclic compound, 57489-77-7, molecular formula is C6H3Cl2N3, 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.

Example 93 Synthesis of 3-((7-chloropyrazolo[1,5-a]pyrimidin-5-yl)methyl)benzonitrile To the reaction flask, 5,7-dichloropyrazolo[1,5-a]pyrimidine (452 mg, 2.4 mmol) was added along with (3-cyanobenzyl)zinc(II) bromide (6 mL, 3.75 mmol, 0.625M in DMF), Pd(PPh3)4 (110 mg, 0.1 mmol), and DMF (10 mL). The reaction was heated at 60 C. for 4 hours then cooled to room temperature. The reaction mixture was poured into saturated aqueous NH4Cl solution and ice and extracted with ethyl acetate. The combined extracts were washed with water, saturated NaCl solution, and then dried over Na2SO4. The solvent was removed in vacuo and the residue was purified by column chromatography on silica using 35% ethyl acetate/hexanes as the eluent. The product, 3-((7-chloropyrazolo[1,5-a]pyrimidin-5-yl)methyl)benzonitrile, was recovered in 64% yield. LCMS (M+1=269)

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; SENHWA BIOSCIENCES, INC.; Haddach, Mustapha; Tran, Joe A.; Pierre, Fabrice; Regan, Collin F.; Raffaele, Nicholas; Ravula, Suchitra; Ryckman, David M.; (417 pag.)US9303033; (2016); B2;,
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Pyrimidine – Wikipedia

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 131860-97-4, name is (E)-Methyl 2-(2-((6-chloropyrimidin-4-yl)oxy)phenyl)-3-methoxyacrylate. This compound has unique chemical properties. The synthetic route is as follows. Safety of (E)-Methyl 2-(2-((6-chloropyrimidin-4-yl)oxy)phenyl)-3-methoxyacrylate

Toluene (40.8g) was stirred and heated to 70C. DABCO (0.85g at 98%w/w, 0.007mols) and 2-cyanophenol (9.9g at 97.5%w/w, 0.08mols) were added at 10 minute intervals. After a further 10 minutes DBU (13.8g at 98%w/w, 0.09mols) was added over 5 minutes (exotherm to 74C). After stirring for a further 10 minutes, methyl (E)-2-{2-[6-chloropyrimidin-4- yloxy]phenyl}-3-methoxyacrylate (24.2g at 98%w/w, 0.074mols) was added and the reaction stirred at 7O0C for 60 minutes (reaction was complete in 30 minutes). Hot water (750C) (78.3g) was added and the mixture stirred for 15 minutes at 70-750C, then settled and the aqueous phase separated. A second water wash (78.3g) was applied in the same way. The toluene phase (73,Ig) contained methyl (i^-2-{2-[6-(2-cyanophenoxy)pyrimidin-4- yloxy]phenyl}-3-methoxyacrylate (38.6%w/w), 94.7% of theory.

With the rapid development of chemical substances, we look forward to future research findings about 131860-97-4.

Reference:
Patent; SYNGENTA LIMITED; WO2008/43978; (2008); A1;,
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Pyrimidine – Wikipedia

Related Products of 13509-52-9, Adding some certain compound to certain chemical reactions, such as: 13509-52-9, name is 1,3,6-Trimethylpyrimidine-2,4(1H,3H)-dione,molecular formula is C7H10N2O2, 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 13509-52-9.

Step 2: 6-[(£)-2-(Dimethylamino)vinyl]- l,3-dimethylpyrimidine-2,4(lH,3H)-dione: A mixture of Step 1 intermediate (40.0 g, 259.70 mmol) and N,N-dimethyl formamide dimethyl acetal (206 ml, 1549.12 mmol) in dry DMF (80 ml) was heated at 90C for 48 h. The reaction mixture was cooled to room temperature and diluted with diethyl ether (100 ml). The precipitated solid was filtered, washed with diethyl ether (2 x 50 ml) and dried to obtain 34 g of product as off-white solid. -NMR (300 MHz, CDCI3) delta 2.95 (s, 6H), 3.33 (s, 3H), 3.43 (s, 3H), 4.62 (d, J = 12.6 Hz, 1 H), 5.58 (s, 1 H), 7.03 (d, J = 12.6 Hz, l H).

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. 13509-52-9, 1,3,6-Trimethylpyrimidine-2,4(1H,3H)-dione, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; GLENMARK PHARMACEUTICALS S.A.; KUMAR, Sukkeerthi; THOMAS, Abraham; WAGHMARE, Nayan, Taterao; KHAIRATKAR-JOSHI, Neelima; MUKHOPADHYAY, Indranil; WO2011/132017; (2011); A1;,
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Pyrimidine – Wikipedia

Reference of 4983-28-2, 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.4983-28-2, name is 2-Chloro-5-hydroxypyrimidine, molecular formula is C4H3ClN2O, molecular weight is 130.53, as common compound, the synthetic route is as follows.

0.80 mg (6.13 mmol) 2-chloro-5-hydroxypyrimidine, 1.26 g (9.19 mmol) 1-bromo-2-methylpropane and 1.69 g (12.26 mmol) K2CO3 are added to 10 mL DMF and stirred at 80° C. over night. Afterwards the reaction is quenched by the addition of water and extracted with EtOAc. The org. layers are combined, dried over MgSO4, filtered and the solvent is removed in vacuo.C8H11ClN2O (M=186.6 g/mol)ESI-MS: 187 [M+H]+Rt (HPLC): 1.04 min (method D)

The chemical industry reduces the impact on the environment during synthesis 4983-28-2, I believe this compound will play a more active role in future production and life.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; FLECK, Martin; HEIMANN, Annekatrin; HEINE, Niklas; NOSSE, Bernd; ROTH, Gerald Juergen; US2014/315882; (2014); A1;,
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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. 936643-80-0, name is 2-(Chloromethyl)pyrimidine hydrochloride. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 936643-80-0

First Step A solution of 4-nitro-m-cresol (0.25 g, 1.6 mmol), 2-(chloromethyl)pyrimidine hydrochloride (0.40 g, 2.4 mmol) and potassium carbonate (0.50 g, 4.0 mmol) in N,N-dimethylformamide (6.0 mL) was stirred at 70 C. for 18 h. Cooled to ambient temperature, the reaction mixture was poured into ice water, extracted with ethyl acetate. The organic layer was washed with water and brine, dried over sodium sulfate, filtered and concentrated to afford 2-[(3-methyl-4-nitrophenoxy)methyl]pyrimidine as crude material (0.32 g, y. 81%) as solid. 1H NMR (DMSO-d6) delta (ppm) 8.84 (d, J=4.92 Hz, 2H), 8.03 (d, J=9.08 Hz, 1H), 7.48 (t, J=4.90 Hz, 1H), 7.10 (d, J=2.68 Hz, 1H), 7.00 (dd, J=2.80, 9.12 Hz, 1H), 5.43 (s, 2H), 2.53 (s, 3H); LCMS (m/z): 246.4 [M+H]+.

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, 936643-80-0, 2-(Chloromethyl)pyrimidine hydrochloride.

Reference:
Patent; CARNA BIOSCIENCES, INC.; SBI BIOTECH CO., LTD.; Irie, Takayuki; Sawa, Ayako; Sawa, Masaaki; Asami, Tokiko; Funakoshi, Yoko; Tanaka, Chika; US2014/18533; (2014); A1;,
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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. 37972-24-0, name is 2-Ethynylpyrimidine. This compound has unique chemical properties. The synthetic route is as follows. Formula: C6H4N2

To a solution of 226(100mg, 0.282mnmoi) and 4(58.8mg, 0565mmo1) in 2OmnL of Et3N was added Pd(PPh3)2C12 (9.91mg, 0.Ol4mmol) and CuT (5.38mg, 0.O28mmol). The mixture was protected with N2 atmosphere, then was heated at 70°C for 4 hours. TLC analysis showed complete conversion of starting material to a major product. The reaction mixture was thenconcentrated in vacuo. The crude product was purified by Prep-HPLC to give the target productCompound 93(20mg, yield: 21.44percent).LCMS: m/z 33 1 (M+H1H NMR (400 MHz, CDCI3): oe 8.76 (d, J 5.2 Hz, 2H), 8.21 (d, J= 0.8 Hz, IH), 7.98 (s, IH),773 (d, J == 9.2 Hz, 2H), 7.36-7.34 (m, 2H), 726 (d, J= 9.6 Hz, 11-I).

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, 37972-24-0, 2-Ethynylpyrimidine.

Reference:
Patent; HUA MEDICINE (SHANGHAI) LTD.; CHEN, Li; JIN, Xiaowei; (176 pag.)WO2017/117708; (2017); A1;,
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Synthetic Route of 87362-32-1, 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. 87362-32-1, name is 5-Methoxypyrimidine-2-carbonitrile, molecular formula is C6H5N3O, 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 430 5-methoxypyrimidine-2-carbonitrile (100 mg, 0.74 mmol) and Boc2O (194 mg, 0.89 mmol) and 113 MeOH (5 mL) was added to 349 Raney-Ni (30 mg, 10%), the reaction mixture was stirred at room temperature for 2 hours under a H2 atmosphere (45 psi). The reaction mixture was filtered to remove the catalyst and the filter cake was washed with MeOH (10 mL×3), and the filtrate was concentrated under vacuum. The crude product was purified by flash chromatography on silica gel (010% 56 ethyl acetate in 57 petroleum ether) to give 431 tert-butyl ((5-methoxypyrimidin-2-yl)methyl)carbamate.

According to the analysis of related databases, 87362-32-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; H. Lundbeck A/S; Juhl, Karsten; Jessing, Mikkel; Langgard, Morten; Vital, Paulo Jorge Vieira; Kehler, Jan; Rasmussen, Lars Kyhn; Clementson, Carl Martin Sebastian; Marigo, Mauro; (154 pag.)US2019/194189; (2019); A1;,
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Pyrimidine – Wikipedia

Reference of 1193-21-1, 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. 1193-21-1, name is 4,6-Dichloropyrimidine, molecular formula is C4H2Cl2N2, 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 suspension of 4,6-dichloropyrimidine 53 (3.0 g, 20 mmol) in isopropanol (40 mL) was added appropriate amine at such a rate that the internal temperature did not rise above 40 C. After completion of the addition, the reaction mixture was stirred for 1 h at 25 C. Water (30 mL) was added, and the resulting suspensio nwas cooled in an ice bath to 0 C. The precipitated product was filtered off and washed with cold isopropanol/water (2:1, 50 mL) and water. The collected material was dried in vacuo to afford the title compounds.

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 1193-21-1, 4,6-Dichloropyrimidine.

Reference:
Article; Zhan, Wenhu; Li, Daqiang; Che, Jinxin; Zhang, Liangren; Yang, Bo; Hu, Yongzhou; Liu, Tao; Dong, Xiaowu; European Journal of Medicinal Chemistry; vol. 75; (2014); p. 11 – 20;,
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Related Products of 6320-15-6, 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 6320-15-6, name is 4-Chloro-2,6-dimethoxypyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

2-[(S)-1-Phenylethylamino]-4-[5-(2,6-dimethoxypyrimidin-4-yl)benzimidazol-1-yl]pyrimidine The title compound was prepared according to the procedure described in EXAMPLE 424, starting from 2-[(S)-1-Phenylethylamino]-4-[5-trimethylstannylbenzimidazol-1-yl]pyrimidine and 4-chloro-2,6-dimethoxypyrimidine. Mass spectrum (ESI) 443.4 (M+).

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 6320-15-6, 4-Chloro-2,6-dimethoxypyrimidine.

Reference:
Patent; Merck & Co., Inc.; US6498165; (2002); B1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 1197953-49-3, Adding some certain compound to certain chemical reactions, such as: 1197953-49-3, name is (2-((2,5-Dichloropyrimidin-4-yl)amino)phenyl)dimethylphosphine oxide,molecular formula is C12H12Cl2N3OP, 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 1197953-49-3.

To a solution of tert-butyl-9- (4-amino-3-methoxyphenyl) -3,9-diazaspiro [5.5] undecane-3-carboxylate(80 mg, 0.213 mmol) Tert-butanol (3.0 mL) was added a solution of (2 – ((2,5-dichloropyrimidin-4-yl) amino) phenyl)dimethylphosphine oxide (67 mg, 0.213 mmol) and methanesulfonic acid (119 mg, 1.07 mmol).The reaction solution wasthen heated to 90 C undernitrogenfor 16 hours.The reaction mixture was concentrated and subjected to preparative separation to give the title compound as a yellow solid(25 mg, yield 21%).

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. 1197953-49-3, (2-((2,5-Dichloropyrimidin-4-yl)amino)phenyl)dimethylphosphine oxide, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Qilu Pharmaceutical Co., Ltd.; Ding Zhaozhong; Chen Shuhui; Liu Xile; Wan Haiwen; Zhang Lu; (27 pag.)CN106928275; (2017); A;,
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Pyrimidine – Wikipedia