Pyrimidines

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. 302964-08-5, name is 2-((6-Chloro-2-methylpyrimidin-4-yl)amino)-N-(2-chloro-6-methylphenyl)thiazole-5-carboxamide. This compound has unique chemical properties. The synthetic route is as follows. Safety of 2-((6-Chloro-2-methylpyrimidin-4-yl)amino)-N-(2-chloro-6-methylphenyl)thiazole-5-carboxamide

To a 1L glass vessel equipped with a stirrer and a thermometer probe were added the Formula ic (120 g, obtained by the Example-8b, Step-1), Water (1200 mL, 10.0 vol), Citric acid (73.50 g, 0.507 mol) at 25¡À5 C. The mass was cooled to 10¡À5 C under stirring. Aqueous Ammonia was added very slowly into the reaction mass at a constant rate under stirring. The reaction mass was warmed to 25¡À5 C, the solid material was filtered, washed with water (1000 mL, 10.0 vol) and dried at 55¡À5 C under vacuum to obtain to obtain Amorphous Dasatinib as a solid (94.5 g, 76.35% w.r.t. Formula II, 99.8% AUC, N-Oxide impurity:

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, 302964-08-5, 2-((6-Chloro-2-methylpyrimidin-4-yl)amino)-N-(2-chloro-6-methylphenyl)thiazole-5-carboxamide.

Reference:
Patent; BIOCON LIMITED; BHAT, Ramakrishna, Parameshwar; RAGHUNADHACHETTY, Jithendrababu; KALIAPPAN, Mariappan; PALLE, Venkata, Raghavendracharyulu; REGALLA, VijayBhaskar, Reddy; (123 pag.)WO2019/8555; (2019); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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. 22536-61-4, name is 2-Chloro-5-methylpyrimidine. A new synthetic method of this compound is introduced below., Safety of 2-Chloro-5-methylpyrimidine

(E)-2-(but-2-en-2-yl)-5-methylpyrimidine, Example 10.01. 2- Chloro-5-methyl-pyrimidine (18 mL, 151 mmol), potassium (Z)-but-2-en-2- yltrifluoroborate (Sigma Aldrich, 31 g, 191 mmol), tricyclohexylphosphine (8.5 g, 30.2 mmol), and Pd2(dba)3 (13.82 g, 15.09 mmol) were added to a flask, which was then degassed and backfilled with nitrogen. To the flask was added 1,4-dioxane (252 mL) and aqueous potassium phosphate tribasic (37.5 mL, 453 mmol). The resulting reaction was heated at 100 C for 16 h. The reaction was then cooled to RT. The residue was filtered through a plug of silica gel, then loaded onto silica gel (0-20% EtOAc in heptanes) to afford (E)-2-(but-2-en-2-yl)-5-methylpyrimidine 10.01 (19 g, 125 mmol, 83% yield).

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, 22536-61-4, 2-Chloro-5-methylpyrimidine.

Reference:
Patent; AMGEN INC.; CHEN, Ning; CHEN, Xiaoqi; CHEN, Yinhong; CHENG, Alan C.; CONNORS, Richard V.; DEIGNAN, Jeffrey; DRANSFIELD, Paul John; DU, Xiaohui; FU, Zice; HEATH, Julie Anne; HORNE, Daniel B.; HOUZE, Jonathan; KALLER, Matthew R.; KHAKOO, Aarif Yusuf; KOPECKY, David John; LAI, Su-Jen; MA, Zhihua; MCGEE, Lawrence R.; MEDINA, Julio C.; MIHALIC, Jeffrey T.; NISHIMURA, Nobuko; OLSON, Steven H.; PATTAROPONG, Vatee; SWAMINATH, Gayathri; WANG, Xiaodong; YANG, Kevin; YEH, Wen-Chen; DEBENEDETTO, Mikkel V.; FARRELL, Robert P.; HEDLEY, Simon J.; JUDD, Ted C.; KAYSER, Frank; (1266 pag.)WO2016/187308; (2016); A1;,
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Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 73576-33-7, 4-Chloro-6-isopropylpyrimidin-2-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, 73576-33-7, blongs to pyrimidines compound. Quality Control of 4-Chloro-6-isopropylpyrimidin-2-amine

General procedure: 2-Amino-4-chloro-6-isopropylpyrimidine (3, 1.0 mmol,171.6 mg) or 143.6 mg 2-amino-4-chloro-6-methylpyrimidine(4, 1 mmol), 62.8 mg iodoferrocene (1, 0.2 mmol),3.4 mg Pd(OAc)2 (0.01 mmol), 5.4 mg PPh3 (0.02 mmol),146 mm3 triethylamine (1.0 mmol), and 4 cm3 DMF weretransferred under an inert atmosphere into a stainless steelautoclave. It was charged with carbon monoxide (30 bar atroom temperature) and stirred at 100 C for 3 h. Theproducts were isolated by column chromatography (silica,eluent: n-hexane/EtOAc = 1/1).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,73576-33-7, its application will become more common.

Reference:
Article; Fehr, Csaba; Habu, Ivan; Wouters, Johan; Skoda-Foeldes, Rita; Monatshefte fur Chemie; vol. 145; 12; (2014); p. 1981 – 1986;,
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Adding a certain compound to certain chemical reactions, such as: 74901-69-2, 2,4-Dichloro-6,7-dihydrothieno[3,2-d]pyrimidine, 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, 74901-69-2, blongs to pyrimidines compound. Application In Synthesis of 2,4-Dichloro-6,7-dihydrothieno[3,2-d]pyrimidine

25.4 (S)-5-(2-chloro-6,7-dihydrothieno[3,2-d]pyrimidin-4-ylamino)-1-methylpiperidin-2-one (III-5) 0.27 g (II) are placed in 3 ml dioxane, then 0.45 ml diisopropylethylamine and 0.25 g (S)-5-amino-1-methylpiperidin-2-one are added. The reaction mixture is heated to 130 C. until no further reaction takes place, then cooled and evaporated down. The product is extracted with dichloromethane and purified by chromatography (preparative HPLC, method B). 0.26 g (III-5) are obtained as a solid. Analytical HPLC-MS (method A): RT=1.06 min.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,74901-69-2, its application will become more common.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; US2010/305102; (2010); A1;,
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Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 10457-14-4, 2,4-Bis((trimethylsilyl)oxy)pyrimidine, 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, Computed Properties of C10H20N2O2Si2, blongs to pyrimidines compound. Computed Properties of C10H20N2O2Si2

Example 172 Synthesis of N-(5-((2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)methylthio)-2-methylpentan-2-yl)benzenesulfonamide [Show Image] The tert-butyl 5-(methoxymethylthio)-2-methylpentan-2-ylcarbamate (780 mg) obtained in Reference Example 241 was dissolved in dichloromethane (3.0 mL). To the solution, a solution of BCl3 in dichloromethane (1.0 M, 940 muL) was gradually added at 0C, and the mixture was stirred at room temperature for 1.5 hours. The reaction mixture was concentrated under reduced pressure, and the residue was then dissolved in DCE (28 mL). To the mixture, 2,4-bis(trimethylsilyloxy)pyrimidine (1.08 g) obtained according to a method described in the document (Nucleosides & Nucleotides, 4, 565-585 (1985)) and iodine (28 mg) were added, and the mixture was heated to reflux at 93C for 24 hours. The reaction mixture was cooled to room temperature, an aqueous saturated sodium bisulfite solution (25 mL) was then added thereto, and the resultant mixture was then extracted with ethyl acetate (50 mL). The organic layer was washed with brine (20 mL), dried over anhydrous sodium sulfate, and then concentrated under reduced pressure. The residue was purified by silica gel column chromatography (85% ethyl acetate/hexane). An aliquot (220 mg) of the obtained colorless gum (503 mg) was dissolved in a hydrochloric acid-dioxane solution (4.0 M, 4.0 mL), and the solution was stirred at room temperature for 30 minutes. The reaction mixture was concentrated under reduced pressure, and the residue was then co-evaporated with toluene (5.0 mL ¡Á 3). The residue was dissolved in dichloromethane (3.0 mL) and DMF (2.0 mL). To the mixture, triethylamine (260 muL) and benzenesulfonyl chloride (120 muL) were added, and the mixture was stirred at room temperature for 24 hours. To the reaction mixture, water (5.0 mL) was added, and the resultant mixture was then extracted with ethyl acetate (10 mL). The organic layer was washed with brine (5.0 mL), dried over anhydrous sodium sulfate, and then concentrated under reduced pressure. The residue was purified by silica gel column chromatography (90% ethyl acetate/hexane) to obtain the title compound (23.4 mg, yield: 9.5%) as a foam. 1H-NMR (DMSO-d6) delta (ppm): 1.00 (6H, s), 1.38-1.43 (4H, m), 2.40-2.45 (2H, m), 4.81 (2H, s), 5.62 (1H, dd, J = 2.0, 7.9 Hz), 7.44 (1H, brs), 7.50-7.61 (3H, m), 7.70 (1H, d, J = 7.9 Hz), 7.79-7.82 (2H, m), 11.34 (1H, brs)

The synthetic route of 10457-14-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Taiho Pharmaceutical Co., Ltd.; EP2295414; (2011); A1;,
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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.2915-16-4, name is 2-Chloro-4,6-diphenylpyrimidine, molecular formula is C16H11ClN2, molecular weight is 266.73, as common compound, the synthetic route is as follows.Formula: C16H11ClN2

Under an atmosphere of argon, a 300 mL three-necked flask was charged with intermediate (a) (5.6 g, 21 mmol) 2-Bromocarbazole (5.43 g, 22.1 mmol), Potassium carbonate (3.48 g, 25.2 mmol), Dimethylformamide (DMF, 50 mL) was added and the mixture was refluxed at 100 for 8 hours. After the reaction solution was cooled to room temperature, insolubles were removed by filtration, and the organic solvent was distilled off under reduced pressure. The resulting residue was purified by silica gel column chromatography to obtain intermediate (h) (9.0 g, yield 90%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,2915-16-4, 2-Chloro-4,6-diphenylpyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; Idemitsu Kosan Corporation; Nishimura, Kazuki; Ito, Mitsunori; Inoue, Tetsuya; (48 pag.)KR2015/92145; (2015); A;,
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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.31519-62-7, name is 2-Pyrimidinecarboxylic acid, molecular formula is C5H4N2O2, molecular weight is 124.1, as common compound, the synthetic route is as follows.HPLC of Formula: C5H4N2O2

EXAMPLE 5E This example illustrates the esterification of a pyrimidine carboxylic acid to the corresponding carboxylic ester. Compound No. 82 (see Example 5D) (0.19 g) was added in methanolic hydrogen chloride (5 cm3 of a saturated solution) and the flask was stoppered and left to stand for 72 hours. All the solid starting material had dissolved. The solution was evaporated to dryness at reduced pressure and the residue was dissolved in ethyl acetate. The organic solution was washed with saturated aqueous sodium bicarbonate and dried over magnesium sulfate. Evaporation of solvent under reduced pressure gave an oil which was chromatographed on silica gel, eluding with 1:4 ethyl acetate:hexane to give methyl 2-[(4,4-difluoro-3-butenyl)thio]-4-pyrimidinecarboxylate (Compound No. 83) (0.154 g). M+ =260; 1 H NMR (CDCl3): delta2.40-2.54(2H m); 3.24(2H,t); 4.00(3H,s); 4.22-4.40(1H,m); 7.64(1H,d); 8.74(1H,d).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,31519-62-7, 2-Pyrimidinecarboxylic acid, and friends who are interested can also refer to it.

Reference:
Patent; Zeneca Limited; US5684011; (1997); A;,
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Pyrimidine – Wikipedia

Application of 157335-93-8, 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. 157335-93-8, name is 4,6-Dimethylpyrimidine-5-carboxylic acid, molecular formula is C7H8N2O2, 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.

Step 5; The t-butyl carbamate from step 4 (685 mg, 1.12 mmol) in CH2CI2 (6 mL) was treated with TFA (3 mL) under the conditions of step 5 of example 1. After the workup the crude free amine was taken up in MeCN (3 mL) was treated with the pyrimidine 5 (136mg, 1.54 mmol), EDCI (296 mg, 1.54 mmol), HOBt (208 mg, 1.54 mmol) and iPrNEt (0.532 mL, 3.0 mmol) under the conditions described in step 6 of example 1. The amide product (190 mg, 27%) after purification by flash chromatography (gradient 1: 9 to 2: 3 acetone/hexanes) as a clear oil. The HCI salt of this product was formed by the addition of 4N HCI (dioxane) followed by evaporation. HRMS calc for C36H44F2N503 (MH+) : 632.3412 ; found: 632.3442.

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 157335-93-8, 4,6-Dimethylpyrimidine-5-carboxylic acid.

Reference:
Patent; SCHERING CORPORATION; WO2005/42517; (2005); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 10070-92-5, 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. 10070-92-5, name is Pyrimidine-5-carbaldehyde, molecular formula is C5H4N2O, 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: A mixture of the appropriate amine (1M-3M, 2 mmol) and the appropriate aldehyde (2.2 mmol) in ethanol (10 mL) was stirred at room temperature for 8 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 10070-92-5, Pyrimidine-5-carbaldehyde.

Reference:
Article; Zhang, Da-Jun; Sun, Wen-Fang; Zhong, Zhao-Jin; Gao, Rong-Mei; Yi, Hong; Li, Yu-Huan; Peng, Zong-Gen; Li, Zhuo-Rong; Molecules; vol. 19; 1; (2014); p. 925 – 939;,
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Pyrimidine – Wikipedia

Application of 1006599-54-7, 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 1006599-54-7 as follows.

A solution of 2-amino-5-(2-methylthioethoxy)pyrimidine (1.03 g, 5.55 mmol) and 2-[3-(N-cyclopentylmethyl-N-ethyl)amino-6-methoxypyridine]carboaldehyde (1.60 g, 6.10 mmol) in 1,2-dichloroethane (60 mL) was stirred at room temperature for 10 minutes, and then added with sodium triacetoxyborohydride (1.24 g, 5.83 mmol), and the mixture was stirred at room temperature for 12 hours. The reaction mixture was added with water, and extracted with chloroform. The organic layers were combined, washed with water and saturated brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography (hexane:ethyl acetate=5:1) to obtain 2-[N-[3-(N-cyclopentylmethyl-N-ethyl)amino-6-methoxypyridin-2-yl]methyl]amino-5-(2-methylthioethoxy)pyrimidine (1.60 g, 67%) as pale yellow oil.1H-NMR (CDCl3) delta: 0.97 (3H, t, J=7.1 Hz), 1.08-1.25 (2H, m), 1.34-1.70 (6H, m), 1.84 (1H, m), 2.21 (3H, s), 2.81 (2H, d, J=7.5 Hz), 2.85 (2H, t, J=6.7 Hz), 2.91 (2H, q, J=7.1 Hz), 3.94 (3H, s), 4.12 (2H, t, J=6.7 Hz), 4.70 (2H, d, J=4.6 Hz), 6.33 (1H, t, J=4.6 Hz), 6.64 (1H, d, J=8.6 Hz), 7.47 (1H, d, J=8.6 Hz), 8.12 (2H, s).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1006599-54-7, its application will become more common.

Reference:
Patent; Kowa Company, Ltd.; US2009/54474; (2009); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia