Category: 13544-44-0

Application of 13544-44-0, 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 13544-44-0, name is 2,4-Dichloro-5-iodopyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

A mixture of 2,4-dichloro-5-iodopyrimidine (compound 201) (80.00g, 0.291mol, 1.0eq.) was dissolved in ethanol (800 ml) was added triethylamine (88.18g, 0.873mol, 3.0eq.), and The mixture was then placed in an ice bath with stirring, when the temperature dropped to 0C-5C, dropwise addition of cyclopentylamine (49.50g, 0.582mol, 2.0eq.), addition was complete 30 minutes, and then maintaining the temperature at about 5C with stirring. Monitored by HPLC, 2,4-dichloro-5-iodo-pyrimidine as peak area ratio of less than 1%, the reaction was terminated. The reaction mixture was concentrated after adding ethyl acetate (300mL), water (300mL), extraction and liquid separation. Aqueous phase was extracted with ethyl acetate (200mL×2) and extracted. The combined organic phases, the organic phase was washed with saturated brine (200mL) was extracted, dried over anhydrous sodium sulfate. The organic phase was concentrated in vacuo, the residue was purified by silica gel column chromatography to give compound 2-chloro-N-cyclopentyl-5-iodopyrimidin-4-amine after isolation (87.88g, yield rate: 93.5%).

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 13544-44-0, 2,4-Dichloro-5-iodopyrimidine.

Reference:
Patent; Guangzhou Kaisheng Beite Pharmaceutical Co., Ltd.; Cai, Xiong; Qian, Changgeng; Liu, Bin; Li, Junqi; Lin, Mingsheng; Qing, Yuanhui; Weng, Yunwo; Wang, Yanyan; Xue, Weicai; You, Huajin; Zhou, Shiqing; (67 pag.)CN105622638; (2016); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 13544-44-0 ,Some common heterocyclic compound, 13544-44-0, molecular formula is C4HCl2IN2, 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.

While being cooled with ice, 3.55 mL of propylamine was added to 83 mL of a tetrahydrofuran solution containing 5.77 g of 2,4-dichloro-5-iodopyrimidine synthesized according to the method described in WO2008/155140A1 and 7.86 mL of N,N-diisopropylethylamine, and the mixture was stirred for 1 hour at room temperature. Then, water and ethyl acetate were added to the reaction mixture. The organic layer was fractionated, and the water layer was extracted using ethyl acetate. The organic layer and the extract were mixed together, washed sequentially with a 1.0 mol/L aqueous hydrochloric acid solution, water, a saturated aqueous sodium hydrogen carbonate solution, and a saturated aqueous sodium chloride solution, and then dried over anhydrous magnesium sulfate. The solvent was distilled away under reduced pressure, thereby obtaining 6.44 g of 2-chloro-5-iodo-N-propylpyrimidin-4-amine in the form of oil. MS m/z(M+H): 298.3

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,13544-44-0, its application will become more common.

Reference:
Patent; FUJIFILM Corporation; NAGATO, Yusuke; MIZUMOTO, Shinsuke; MURAKAMI, Tatsuya; TANAKA, Tomoyuki; (25 pag.)US2018/127382; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 13544-44-0, 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. 13544-44-0, name is 2,4-Dichloro-5-iodopyrimidine, molecular formula is C4HCl2IN2, 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.

2) (R)-2-(2-chloro-5-iodopyrimidine-4-ylamino)propan-1-ol:; In the reaction of 2,4-dichloro-5-iodopyrimidine (3.0 g, 10.9 mmol) with (R)-2- amino-1-propanol (884 mg, 11.8 mmol) according to procedure 2, the desired product is obtained in 88 % yield (1.6 g) after chromatographic purification (silica gel, dichloromethane/methanol (0% to 20% methanol)).1H-NMR (300 MHz1 DMSO-D6): 5 1.10 (d, 3H), 3.35-3.45 (m, 2H), 4.05-4.15 (m, 1 H), 4.86 (t, 1 H), 6.56 (d, 1 H), 8.30 (s, 1 H).; Procedure 2 – Introduction of amine in the 4 position of the pyrimidine:; 5-bromo-2,4-dichloro-pyrimidine or 2,4-dichloro-5-iodo-pyrimidine (1.0 equiv.) is dissolved in acetonitrile (62.0 equiv.) and treated with triethylamine (1.2 equiv.) and the amine component (1.1 equiv.). After 24 hours at room temperature, the mixture is diluted with ethyl acetate. The organic phase is washed with saturated sodium chloride solution, 10 % aqueous citric acid solution and saturated sodium hydrogen carbonate solution. After drying over sodium sulphate and removal of the solvent, the purification is effected by chromatography.The reaction of 5-bromo-2,4-dichloro-pyrimidine or 2,4-dichloro-5-iodo- pyrimidine with amines, alcohols or thiols is also described in: a) U. Lucking, M. Krger, R. Jautelat, G. Siemeister, WO 2005037800; b) U. Lucking, M. Krueger, R. Jautelat, O. Prien, G. Siemeister, A. Ernst, WO 2003076437; c) T. Brumby, R. Jautelat, O. Prien, M. Schafer, G. Siemeister, U. Lucking, C. Huwe, WO 2002096888).

According to the analysis of related databases, 13544-44-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SCHERING AKTIENGESELLSCHAFT; WO2007/71455; (2007); A1;,
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. 13544-44-0, name is 2,4-Dichloro-5-iodopyrimidine, the common compound, a new synthetic route is introduced below. Quality Control of 2,4-Dichloro-5-iodopyrimidine

1-1 (20 g) was coupled to 1-2 in the presence of K2CO3 in DMAc at 80 oC overnight to afford 1-3. After purification, 25 g of crude 1-3 was obtained.1-3 (15 g) was converted to 1-5 in the presence of 1-4 using (PPh3)2PdCl2, CuI and TEA in THF at 40 oC for 4 hours. After purification, 9.3 g of crude 1-5 was obtained.1-5 (9.3 g) was converted to 1-6 using TBAF in THF at 60 oC for 4 hours.1-6 (5.6 g) was converted to 1-7 using HOAc in THF/H2O at 60 oC for 6 hours. After purification, 3.5 g of 1-7 was obtained.1-7 (1.2 g) was converted to 1-8 using TFA in DCM and stirring at room temperature for 1 hour. After purification, 410 mg of 1-8 was obtained.1-8 (25 mg) was coupled to 1-9 to afford 1-10 using TEA in EtOH and refluxing for 48 hours. After purification, 3.2 mg of 1-10 was obtained. 1-10 was converted to Compound 1 using TFA in DCM. Synthesis

The synthetic route of 13544-44-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; G1 THERAPEUTICS, INC.; STRUM, Jay Copeland; (151 pag.)WO2019/222521; (2019); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 13544-44-0 , The common heterocyclic compound, 13544-44-0, name is 2,4-Dichloro-5-iodopyrimidine, molecular formula is C4HCl2IN2, 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.

(S)-3-(l-Aminoethyl)-8-(l-methyl-lH-pyrazol-4-yl)-2-phenylisoquinolin-l(2H)-one (63) (570 mg, 1.66 mmol), 2,4-dichloro-5-iodopyrimidine (455 mg, 1.66 mmol) and DIEA (0.27 mL, 1.66 mmol) were dissolved in n-butanol (12 mL) in a sealed tube, and the resulting mixture was stirred at 100 C for 16 h. The mixture was allowed to cool to RT, quenched with water and extracted with ethyl acetate (150 mL x 2). The combined organic layers were washed with brine, dried over Na2SC>4 and filtered. The filtrate was concentrated in vacuo to afford the product (S)-3-(l- ((2-chloro-5 odopyrimidin-4-yl)amino)ethyl)-8-(l-methyl-lH-pyrazol-4-yl)-2-phenylisoquinolin-l(2H)-one (64) as an oil. The product obtained was used in the next step without purification. ESI-MS m/z: 583.0 [M+H]+.

The synthetic route of 13544-44-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; INTELLIKINE, INC.; INFINITY PHARMACEUTICALS, INC.; REN, Pingda; LIU, Yi; LI, Liansheng; CHAN, Katrina; CASTRO, Alfredo, C.; EVANS, Catherine, A.; WO2011/146882; (2011); A1;,
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. 13544-44-0, name is 2,4-Dichloro-5-iodopyrimidine, the common compound, a new synthetic route is introduced below. SDS of cas: 13544-44-0

The mixture of 2,4-dichloro-5-iodopyrimidine (400 mg) and N-(3-aminopropyl)carbamic acid tert-butyl ester (0.24 ml) in 3 ml of ACN with 0.23 ml od TEA was stirred overnight at rt. The product was then precipitated by the addition of water and collected and dried as an opaque yellow oil. 20 mg of this product was then reacted with N-(3-aminophenyl)pyrrolidine-1-carboxamide (14.9 mg, prepared previously28) overnight at 115C in 1 ml of MeOH in a sealed vial with 1.5 mul concn HCl. Then 1 ml of TFA was added overnight at rt to deprotect. The product was then purified by RP HPLC to give the final product, which was then lyophilized to give a white powder. Overall yield of 16%.

The synthetic route of 13544-44-0 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Lazarus, Michael B.; Shokat, Kevan M.; Bioorganic and Medicinal Chemistry; vol. 23; 17; (2015); p. 5483 – 5488;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 13544-44-0, 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 13544-44-0, name is 2,4-Dichloro-5-iodopyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

To a solution of 2,4-dichloro-5-iodopyrimidine (5.00 g) synthesized according to the method described in WO2008/155140A1 in tetrahydrofuran (50 mL), N,N-diisopropylethylamine (3.49 mL) and pyrrolidine (1.65 mL) were added under ice cooling, and the mixture was stirred at the same temperature for 3 hours. To the reaction mixture, 1.0 mol/L aqueous hydrochloric acid was added. The solid matter was taken by filtration, washed with water, and then dried under reduced pressure to obtain 2-chloro-5-iodo-4-(pyrrolidin-1-yl)pyrimidine (H1, 4.49 g). [1195] MS m/z (M+H): 310.1

According to the analysis of related databases, 13544-44-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; FUJIFILM CORPORATION; TAKASAKI, Masaru; TSUJINO, Toshiaki; TANABE, Shintarou; OOKUBO, Megumi; SATO, Kimihiko; HIRAI, Atsushi; TERADA, Daisuke; INUKI, Shinsuke; MIZUMOTO, Shinsuke; US2015/45339; (2015); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 13544-44-0, Adding some certain compound to certain chemical reactions, such as: 13544-44-0, name is 2,4-Dichloro-5-iodopyrimidine,molecular formula is C4HCl2IN2, 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 13544-44-0.

12) (2-chloro-5-iodopyrimidine-4-yl)-(3-morpholin-4-yl-propyl)-amine:; In accordance with procedure 2, 3-morpholin-4-yl-propylamine (0.73 ml, 5 mmol) and N-ethyldiisopropylamine (1.71 ml, 10 mmol) are dissolved in 100 ml acetonitrile under argon and cooled to -35C. The solution of 2,4-dichloro-5- iodo-pyrimidine (1.37, 5.0 mmol) in 50 ml acetonitrile is then added dropwise at-35C internal temperature. Stirred 1 hr further at -30 to -20 0C, then slowly warmed up to RT and stirred for 3 days at RT.The reaction mixture is concentrated on the rotary evaporator. The residue is treated with 200 ml ethyl acetate and 75 ml sat. NaHCO3 soln., well shaken and the aqueous phase further extracted 2 x with 75 ml portions of ethyl acetate. The ethyl acetate phase is dried over Na2SO4 dried, filtered, concentrated and the residue dried at the oil pump: 1.92 g colourless and crystalline crude product.The crude product is purified by column chromatography (5Og column, mobile phase: gradient hexane: ethyl acetate 80% to 100% ethyl acetate): 1.66 g(97%).1H-NMR (400 MHz, DMSO-D6): delta 1.66 (m, 2H), 2.30 (m, 6H), 3.37 (m, 2H), 3.57(m, 4H)1 7.42 (t, 1 H), 8.27 (s, 1 H).MS: 383 (MH+).

According to the analysis of related databases, 13544-44-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SCHERING AKTIENGESELLSCHAFT; WO2007/71455; (2007); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 13544-44-0, 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 13544-44-0, name is 2,4-Dichloro-5-iodopyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

To 2,4-dichloro-5-iodopyrimidine (4.00 g, 14.6 mmol), 2,4-difluorobenzylamine (2.26 mL, 19.0 mmol) and ethanol (44.2 mL) were added and the mixture was heated and stirred for 6 hours under reflux. A saturated aqueous sodium hydrogencarbonate solution was added to the reaction mixture, followed by extraction with ethyl acetate. The organic layer was washed with saturated brine and then dried over anhydrous sodium sulfate, followed by evaporation of the solvent. The residue was triturated with diisopropyl ether and a small amount of isopropyl alcohol, and then the solid was collected by filtration to obtain 2-chloro-4-(2,4-difluorobenzyl)-5-iodopyrimidine (Compound A1a) (3.44 g, 62%).

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 13544-44-0, 2,4-Dichloro-5-iodopyrimidine.

Reference:
Patent; KYOWA HAKKO KOGYO CO., LTD.; EP1595869; (2005); A1;,
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.13544-44-0, name is 2,4-Dichloro-5-iodopyrimidine, molecular formula is C4HCl2IN2, molecular weight is 274.88, as common compound, the synthetic route is as follows.Recommanded Product: 2,4-Dichloro-5-iodopyrimidine

To a solution of 2,4-dichloro-5-iodopyrimidine (5.50 g, 20.00 mmol) in dioxane (100 mL) was slowly added a solution of tert-butyl l-(4-aminophenyl) cyclobutylcarbamate (5.2 g, 20.00 mmol) in dioxane (20 mL) and triethylamine (5 ml). The reaction mixture was stirred at 80 C overnight. Lc-ms indicated 2,4-dichloro-5-iodopyrimidine was completed consumed. The solvents were removed under reduced pressure to produce a residue, which was dissolved in ethyl acetate (250 mL). The mixture was washed with brine. The combined organic layer was dried over Na2S04 and then filtered. The filtrate was concentrated to give the crude product, which was purified by flash chromatography to afford tert-butyl l-(4-(2-chloro-5- iodopyrimidin-4-ylamino)phenyl)cyclobutylcarbamate. (5.00 g, 50% yield). LC/MS: (ESI+): 501 [M+l]+ , 503 [M+l]+ .

At the same time, in my other blogs, there are other synthetic methods of this type of compound,13544-44-0, 2,4-Dichloro-5-iodopyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; ARRAY BIOPHARMA INC.; GENENTECH, INC.; SKELTON, Nicholas; GRADL, Stefan; BLAKE, James F.; GRAHAM, James M.; GUNAWARDANA, Indrani W.; HENTEMANN, Martin; MARLOW, Allison L.; TANG, Tony P.; WO2013/78254; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia