Pyrimidines

Electric Literature of 17119-73-2, 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. 17119-73-2, name is 4-Chloro-6-methyl-2-(methylthio)pyrimidine, molecular formula is C6H7ClN2S, 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.

To the 4-chloro-6-methyl-2-(methylthio)pyrimidine from above was added 30 mL of a solution of 70% ethylamine in water. The reaction mixture was heated to 50 0C for 3 h. After completion, excess ethylamine was evaporated on rotary evaporator under vacuum. The solid was filtered and dried under vacuum to afford N-ethyl-6-methyl-2-(methylthio)pyrimidin- 4-amine (20 g, 90% yield).

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 17119-73-2, 4-Chloro-6-methyl-2-(methylthio)pyrimidine.

Reference:
Patent; EXELIXIS, INC.; WO2008/124161; (2008); A1;,
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Pyrimidine – Wikipedia

Related Products of 3177-24-0, 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 3177-24-0 as follows.

2-Chloro-4-methoxy-pyrimidine-5-carbonitrile (2) (1160) To a solution of 2,4-dichloro-pyrimidine-5-carbonitrile (1) (300 mg, 1.72 mmol) in THF (anhydrous, 20 mL) was added sodium methoxide solution (0.5 M/MeOH, 3.45 mL, 1.72 mmol). The reaction was stirred at r.t. for 30 minutes. The volatile components were removed in vacuo. Purification was accomplished by Biotage silica gel chromatography (2percent-30percent EtOAc/hexanes gradient) to give 130 mg (45percent yield) of the title compound. 1H NMR (400 MHz, CHLOROFORM-d) delta ppm 8.62 (s, 1H), 4.18 (s, 3H)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,3177-24-0, its application will become more common.

Reference:
Patent; ANACOR PHARMACEUTICALS, INC.; AKAMA, Tsutomu; US2015/291629; (2015); A1;,
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Pyrimidine – Wikipedia

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. 99586-66-0, name is 2-Amino-4-chloro-6-methylpyrimidine-5-carbonitrile, molecular formula is C6H5ClN4, 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. Formula: C6H5ClN4

The procedure mentioned in Scheme 6 was used with compound 1.31 (32.0 mg, 0.058 mmol) and trifluoroacetic acid (133.0 mg, 1.17 mmol, 89.0 pi) in DCM (0.6 ml). The resulting mixture was stirred at room temperature for 3 hours and worked-up (Method B) to afford methyl (S )-3 -(1 -(2-( 1 -aminopropyl)-4-oxo-3 -phenyl-3 ,4-dihydroquinazolin-5- yl)piperidin-4-yl)propanoate 6.1f. The free amine 6.1f was used with 2-amino-4-chloro-6- methylpyrimidine-5-carbonitrile (15.0 mg, 0.09 mmol) and DIPEA (22.0 mg, 0.17 mmol, 30.0 pi) in n-butanol (0.3 ml) and heated at 130 C for 2 hours. The remaining residue was purified by flash chromatography on silica gel using 0-100% EtOAc/hexanes to afford the product methyl (S )-3 -(1 -(2-( 1 -((2-amino-5-cyano-6-methylpyrimidin-4-yl)amino)propyl)-4- oxo-3 -phenyl-3 ,4-dihydroquinazolin-5-yl)piperidin-4-yl)propanoate 6.2n (21.0 mg, 0.04 mmol) in 63% yield. LC-MS (method 1): tR = 2.61 mi mlz (M+H) = 581.3.

With the rapid development of chemical substances, we look forward to future research findings about 99586-66-0.

Reference:
Patent; THE UNITED STATES OF AMERICA, as represented by THE SECRETARY, DEPARTMENT OF HEALTH AND HUMAN SERVICES; GREWAL, Gurmit; THAKUR, Ashish; TAWA, Gregory James; FERRER, Marc; SIMEONOV, Anton M.; (191 pag.)WO2018/237007; (2018); A1;,
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Pyrimidine – Wikipedia

Electric Literature of 10320-42-0, Adding some certain compound to certain chemical reactions, such as: 10320-42-0, name is 2-Chloro-5-nitropyrimidine,molecular formula is C4H2ClN3O2, 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 10320-42-0.

o-Fluorophenol (6.71 mL) and K2C03 (12.99 g) were suspended in DMF (100 mL), after which 2-chloro-5-nitropyrimidine (10 g) was added and stirred for 8 hours at room temperature. Water was added to the reaction solution, and the resulting solid was washed with water to obtain the object compound (13.67 g).NMR2: 7.20-7.38(4H, m), 9.33(2H, s).

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. 10320-42-0, 2-Chloro-5-nitropyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; OTSUKA PHARMACEUTICAL CO., LTD.; SHINOHARA, Tomoichi; IWATA, Shin; ARAI, Kenta; ITO, Nobuaki; SUZUKI, Masaki; (53 pag.)WO2018/221667; (2018); A1;,
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Pyrimidine – Wikipedia

Synthetic Route of 105742-66-3, Adding some certain compound to certain chemical reactions, such as: 105742-66-3, name is 4,5-Dichloro-2,6-dimethylpyrimidine,molecular formula is C6H6Cl2N2, 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 105742-66-3.

General procedure: A mixture of intermediates 8 (5 mmol), (2-phenyloxazol-4-yl)methanamines 4 (5 mmol), and anhydrous potassium carbonate (1.4 g, 10 mmol) were taken in a 1:1 DMF:Water (20 mL) and heated at 80 C for 3-4 h. The progress of reaction was monitored by TLC. After completion of reaction, the reaction mixture was poured into saturated saline and extracted with ethyl acetate (3 x 50 mL). The combined organic layers was dried over Na2SO4 and removed under reducing pressure to give the crude product. The residue was recrystallized from the mixture of petroleum ether (50 mL) and ethyl acetate (10 mL) to give pure target compounds 9 in 79-86% yield.

According to the analysis of related databases, 105742-66-3, the application of this compound in the production field has become more and more popular.

Reference:
Article; Zhang, Ning; Huang, Ming-Zhi; Liu, Ai-Ping; Liu, Min-Hua; Li, Li-Zhong; Zhou, Chun-Ge; Ren, Ye-Guo; Ou, Xiao-Ming; Long, Chu-Yun; Sun, Jiong; Dang, Ming-Ming; Lan, Zhi-Li; Chemical Papers; vol. 74; 3; (2020); p. 963 – 970;,
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Pyrimidine – Wikipedia

Reference of 36082-50-5 ,Some common heterocyclic compound, 36082-50-5, molecular formula is C4HBrCl2N2, 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.

5-Bromo-2,4-dichloropyrimidine B1-a (2.28 g, 10 mmol) and 30 mL of tetrahydrofuran were sequentially added to a dry 100 mL one-necked flask, and a 2N aqueous sodium hydroxide solution (10 mL, 20 mmol) was stirred under ice-cooling. The reaction temperature was raised to room temperature and the reaction was stirred at room temperature for 6 hours. After completion of the reaction, the reaction solution was cooled to 0 C and the pH of the reaction solution was adjusted to 3-4 using a 6N hydrochloric acid solution. The mixture was extracted with chloroform (50 mL×3) and EtOAc (1.8 g, 86% yield).

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. 36082-50-5, 5-Bromo-2,4-dichloropyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Shanghai Qingyu Pharmaceutical Technology Co., Ltd.; Zou Bin; Ma Shichao; Fu Xianlei; Dong Hongping; (130 pag.)CN109942556; (2019); A;,
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Electric Literature of 4316-93-2, 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. 4316-93-2, name is 4,6-Dichloro-5-nitropyrimidine, molecular formula is C4HCl2N3O2, 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 solution of dibenzylamine (26.17g) in dichloromethane (60 mL) was added drop-wise into a solution of 4,6-dichloro-5-nitropyrimidine (20.0 g) in dichloromethane (140 mL) over an ice bath. Triethylamine (18.3 mL) was added, and the mixture was stirred for 1 hour. Water was added to the reaction mixture, the organic layer was washed with a saturated aqueous sodium chloride solution and dried over anhydrous sodium sulfate. The solvent was removed under reduced pressure to obtain the title compound (32.1 g) as a pale yellow solid.

According to the analysis of related databases, 4316-93-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SUN PHARMA ADVANCED RESEARCH COMPANY LIMITED; KADIYALA, V.S.N. Murty; RAUT, Virendra Narendra; SAVANT, Pratit; SHETH, Chetana Kaushal; CHAUDHARI, Umesh Vishnu; RATHOD, Rajendrasinh Jashvantsinh; BHATT, Tushar Bhupendrabhai; CHITTURI, Trinadha Rao; (50 pag.)WO2017/134685; (2017); A2;,
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Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 62802-42-0, 2-Chloro-5-fluoropyrimidine, 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, Recommanded Product: 2-Chloro-5-fluoropyrimidine, blongs to pyrimidines compound. Recommanded Product: 2-Chloro-5-fluoropyrimidine

To a solution of 2-chloro-5-fluoropyrimidine (10.0 g, 75.46 mmol, Sigma Aldrich) in DMF (100 mL) was added tributyl(vinyl)tin (31.1 g, 98.09 mmol) at ambient temperature. The reaction mixture was purged with N2 for 5 mm and then Pd(PPh3)4 (2.62 g, 2.26 mmol) was added. The reaction mixture was further degassed with N2 for 5 mm and then stirred at 100 C for 24 h. After completion of the reaction (m onitored by TLC), the reaction mixture was cooled to ambient temperature and quenched with water (100 mL). The aqueous layer was extracted with Et20 (2 x 100 mL) and the combined organic layers were washed with brine (100 mL), dried over anhydrous Na2504, and then concentrated in vacuo providing initial product which was purified by silica gel column chromatography (Redisep column 120 g; elution: 6% EtOAc in hexanes). This provided Example 351.1 (8.0 g, 85% yield) as an oil. 1H NMR (400 MHz, CDC13) oe 8.58 – 8.49 (m, 2H), 6.86 (dd, J = 17.4, 10.6 Hz, 1H), 6.53 (d,J= 17.3 Hz, 1H), 5.70 (d,J= 10.6 Hz, 1H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,62802-42-0, 2-Chloro-5-fluoropyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; AMGEN INC.; BROWN, Matthew; CHEN, Ning; CHEN, Xiaoqi; CHEN, Yinhong; CHENG, Alan C.; CONNORS, Richard V.; DEIGNAN, Jeffrey; DRANSFIELD, Paul John; DU, Xiaohui; FU, Zice; HARVEY, James S.; HEATH, Julie Anne; HEUMANN, Lars V.; HOUZE, Jonathan; KAYSER, Frank; KHAKOO, Aarif Yusuf; KOPECKY, David J.; LAI, Su-Jen; MA, Zhihua; MEDINA, Julio C.; MIHALIC, Jeffrey T.; OLSON, Steven H.; PATTAROPONG, Vatee; SWAMINATH, Gayathri; WANG, Xiaodong; WANSKA, Malgorzata; YEH, Wen-Chen; (815 pag.)WO2018/97944; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 5909-24-0 ,Some common heterocyclic compound, 5909-24-0, molecular formula is C8H9ClN2O2S, 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 ethyl 4-chloro-2- (methylthio)pyrimidine-5-carboxylate (20.0 g, 86 mmol) in dichloromethane (400 mL) at -78 0C was added diisobutylaluminum hydride, 1.0 M in toluene (172 mL, 172 mmol). The reaction was allowed to warm to 0 0C over 2 h. To the reaction was added a 20% Rochelle’s (1600 mL) and diethyl ether (750 mL). The emulsion was stirred for 30 min. The organics were sequestered and the aqueous was extracted further with diethyl ether (2 x 500 mL). The combined organics were washed with water (500 mL), brine (500 mL), dried over MgSO4, and concentrated in vacuo and filtered through a plug of silica eluting with 1:1; ethyl acetate:CH2Cl2 to obtain compound 223 (9.6 g, 59% yield). 1H NMR (500 MHz, CDCl3) delta 8.55 (s, 1 H) 4.75 (d, J=5.87 Hz, 2 H) 2.58 (s, 3 H) 2.06 – 2.25 (m, J=5.14 Hz, 1 H) 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. 5909-24-0, Ethyl 4-chloro-2-(methylthio)pyrimidine-5-carboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; AMGEN INC.; WO2009/85185; (2009); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 49844-90-8, 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 49844-90-8, name is 4-Chloro-2-(methylthio)pyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

To a solution of 4-chloro-2-(methylthio)pyrimidine (0.55 g, 3.42 mmol) and methyl tetrahydro-2/-/- pyran-4-carboxylate (494 mg, 3.42 mmol) in THF (5 ml.) at 30 C was added LHMDS (1 M in THF) (4.11 ml_, 4.1 1 mmol) dropwise. The reaction mixture was stirred at 30 C for 5 min then was poured into water (100 ml.) and extracted with EtOAc (2 x 200 ml_). The organic extract was washed with brine (1 x 100 ml_), dried (MgS04), filtered and solvent removed in vacuo to afford methyl 4-(2-(methylthio)pyrimidin-4-yl)tetrahydro-2/-/-pyran-4-carboxylate (915 mg, 3.24 mmol, 95% yield) as a pale yellow oil. Rt 1.74 min (HPLC acidic); m/z 269 (M+H)+ (ES+); 1H NMR (500 MHz, DMSO-d6) d 8.62 (d, J = 5.3 Hz, 1 H), 7.27 (d, J = 5.3 Hz, 1 H), 3.76-3.70 (m, 2H), 3.67 (s, 3H), 3.54-3.46 (m, 2H), 2.49 (s, 3H), 2.27-2.20 (m, 2H), 2.14-2.04 (m, 2H).

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 49844-90-8, 4-Chloro-2-(methylthio)pyrimidine.

Reference:
Patent; STEP PHARMA S.A.S.; QUDDUS, Abdul; NOVAK, Andrew; COUSIN, David; BLACKHAM, Emma; JONES, Geraint; WRIGGLESWORTH, Joseph; DUFFY, Lorna; BIRCH, Louise; GEORGE, Pascal; AHMED, Saleh; (267 pag.)WO2019/180244; (2019); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia