Tag: M.W:100-200

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 504-17-6, name is 4,6-Dihydroxy-2-mercaptopyrimidine. This compound has unique chemical properties. The synthetic route is as follows. COA of Formula: C4H4N2O2S

General procedure: Nano-sawdust-OSO3H (0.02 g) was added to a stirred mixture of the aromatic aldehyde (1 mmol), malononitrile (1 mmol) and barbituric acid or thiobarbituric acid (1 mmol) in EtOH (5 mL). The materials were mixed and refluxed for the appropriate time. The progress of the reaction was followed by TLC (n-hexane:ethyl acetate 3:1). After completion of the reaction, the mixture was filtered to remove the catalyst. After evaporation of the solvent, the crude product was re-crystallized from hot ethanol to obtain the pure compound.

With the rapid development of chemical substances, we look forward to future research findings about 504-17-6.

Reference:
Article; Sadeghi; Bouslik; Shishehbore; Journal of the Iranian Chemical Society; vol. 12; 10; (2015); p. 1801 – 1808;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 99586-66-0, 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.99586-66-0, name is 2-Amino-4-chloro-6-methylpyrimidine-5-carbonitrile, molecular formula is C6H5ClN4, molecular weight is 168.58, as common compound, the synthetic route is as follows.

The procedure mentioned in Scheme 6 was used with compound 1.3h (45.0 mg, 0.084 mmol) and trifluoroacetic acid (192.0 mg, 1.68 mmol, 0.13 ml) in DCM (0.8 ml). The resulting mixture was stirred at room temperature for 3 hours and worked-up (Method B) to afford methyl (S )-2-( 1 -(2-( 1 -aminopropyl)-4-oxo-3 -phenyl-3 ,4-dihydroquinazolin-5- yl)piperidin-4-yl)acetate 6.le. The free amine 6.le was used with 2-amino-4-chloro-6- methylpyrimidine-5-carbonitrile (21.0 mg, 0.13 mmol) and DIPEA (33.0 mg, 0.25 mmol, 44.0 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 )-2-( 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)acetate 6.2m (34.0 mg, 0.06 mmol) in 71% yield. LC-MS (method 1): tR = 2.57 mi mlz (M+H) = 567.3.

Statistics shows that 99586-66-0 is playing an increasingly important role. we look forward to future research findings about 2-Amino-4-chloro-6-methylpyrimidine-5-carbonitrile.

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;,
Pyrimidine | C4H4N2 – PubChem,
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. 2380-63-4, name is 1H-Pyrazolo[3,4-d]pyrimidin-4-amine, molecular formula is C5H5N5, 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. name: 1H-Pyrazolo[3,4-d]pyrimidin-4-amine

A mixture of lH-pyrazolo[3,4-<^pyrimidin-4-ylamine (11.75 g, 0.09 mol) (Step A) and N-iodosuccinimide (25.45 g, 0.11 mol) in dimethylformamide (300 ml) was stirred at 50 C for 24 hr. A second batch of N-iodosuccinimide (3.92 g, 0.02 mol) was added and the solution stirred for additional 24 hr. Upon standing at room temperature, a precipitate was formed which was separated by filtration and washed with dimethylformamide and ethanol to afford 10.05 g of 3-iodo-lH-pyrazolo[3,4-(f|pyrimidin-4-ylamine. The filtrate was concentrated in vacuo to about one half of the original volume and 500 ml of water was added. The precipitated product was separated by filtration and washed with ethanol to afford a second batch of the product (10.53 g, combined yield 20.58 g, 0.08 mol); LC/MS, API-ES, Pos, (M+H)+, 262.1. With the rapid development of chemical substances, we look forward to future research findings about 2380-63-4. Reference:
Patent; FOLDRX PHARMACEUTICALS, INC.; WO2009/62118; (2009); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 672-41-3, 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. 672-41-3, name is 6-(Trifluoromethyl)pyrimidin-4-amine, molecular formula is C5H4F3N3, 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 a cooled (0 C.) solution of 6-(trifluoromethyl)pyrimidin-4-amine (2.0 g, 12.3 mmol) in MeOH (100.0 mL) was added bromine (1.3 mL, 24.5 mmol) drop wise over a period of 10 minutes. The mixture was stirred at rt for 2 hours. The reaction was quenched with H2O and concentrated in vacuo to obtain crude HBr salt (3.57 g). The crude product was purified by reverse-phase HPLC using a XBridge C18 column (5 mum, 100*4.6 mm), mobile phase of 10-100% ACN in 20 mM NH4OH, to afford the title compound as tan solid (2.4 g, 80%). MS (ESI): mass calcd. for C5H3BrF3N3, 241.9; m/z found, 243.9 [M+H]+. 1H NMR (500 MHz, DMSO-d6) delta 8.46 (s, 1H), 8.25 (s, 1H), 7.52 (s, 1H).

According to the analysis of related databases, 672-41-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Janssen Pharmaceutica NV; Ameriks, Michael K.; Laforteza, Brian Ngo; Lebold, Terry Patrick; Ravula, Suchitra; Savall, Brad M.; Shireman, Brock T.; (70 pag.)US2018/111942; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 4316-93-2, 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.4316-93-2, name is 4,6-Dichloro-5-nitropyrimidine, molecular formula is C4HCl2N3O2, molecular weight is 193.9756, as common compound, the synthetic route is as follows.

A mixture of 4,6-dichloro-5-nitroprimidine (E-1) (20.0 g, 104 mmol) and stannous chloride dihydrate (117.7 g, 520 mmol) in EtOH (300 mL) is stirred at reflux for 2 h. The resulting mixture is allowed to cool to RT and then concentrated in vacuo. The residue is poured into ice water (300 mL) and neutralized with saturated NaHCO3 aqueous solution to adjust the pH value to 5-6. The resulting mixture is stirred at RT for 30 min and then extracted with ethyl acetate (3*200 mL). The combined organic layers are washed with brine, dried over Na2SO4 and filtered. The filtrate is concentrated in vacuo to afford the product, 4,6-dichloropyrimidine-5-amine (E-2).

The chemical industry reduces the impact on the environment during synthesis 4316-93-2, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Ren, Pingda; Liu, Yi; Li, Liansheng; Chan, Katrina; Wilson, Troy Edward; Castro, Alfredo C.; Evans, Catherine A.; Snyder, Daniel A.; US2012/122838; (2012); A1;,
Pyrimidine | C4H4N2 – PubChem,
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. 22536-66-9, name is 2-Chloropyrimidine-4-carboxamide. This compound has unique chemical properties. The synthetic route is as follows. Quality Control of 2-Chloropyrimidine-4-carboxamide

A mixture of 2-[[2-am ino-6-(3-chloro-2-methyl-phenyl)pyrimidin-4-yl]am inojethanol (intermediate 19), 2-chloropyrimidine-4-carboxamide (1.5 equiv.) and 052003 (2.0 equiv.) in DMSO was heated in a sealed tube at 90 00 for 16 h. After coolingmethanol was added followed by filtration and purification by preparative LC to give the title compound. LCMS [M+H] 400. 1H NMR (400 MHz, METHANOL-d4) oe ppm 8.78 (d, J=5.i Hz, 1 H), 7.68 (d, J=5.i Hz, 1 H), 7.40 (dd, J=7.4, 1.7 Hz, 1 H), 7.16 – 7.24 (m, 2 H), 5.82 (br. s., 1 H), 4.67 (t, J=5.5 Hz, 2 H), 3.73 – 3.92 (m, 2 H), 2.31 (5, 3 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, 22536-66-9, 2-Chloropyrimidine-4-carboxamide.

Reference:
Patent; THOMAS HELLEDAYS STIFTELSE FOeR MEDICINSK FORSKNING; SCOBIE, Martin; WALLNER, Olov; KOOLMEISTER, Tobias; VALLIN, Karl Sven Axel; HENRIKSSON, Carl Martin; JACQUES, Sylvain; HOMAN, Evert; HELLEDAY, Thomas; WO2015/187088; (2015); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 111196-81-7, 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. 111196-81-7, name is 2-Chloro-5-ethylpyrimidine, molecular formula is C6H7ClN2, 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 17a-f (7.78 mmol), 1-Boc-piperazine 13(7.78 mmol) in anhydrous ethanol (10 mL)was added triethylamine(15.56 mmol). The mixture was heated to reflux for 12 h. Aftercooling to the ambient temperature, ice-cold water (20 mL) wasadded. The precipitate was separated by filtration, washed withwater (10 mL) and dried to afford 18a-f. The compounds 18a-f wereused to the next step without further purification.

According to the analysis of related databases, 111196-81-7, the application of this compound in the production field has become more and more popular.

Reference:
Article; Gong, Ningbo; Huan, Yi; Huang, Haihong; Jiang, Qian; Lei, Lei; Li, Gang; Li, Yan; Lu, Yang; Ma, Chen; Meng, Bingxu; Shen, Zhufang; Sheng, Li; Wang, Weiping; Yuan, Baokun; Zhou, Tian; European Journal of Medicinal Chemistry; vol. 188; (2020);,
Pyrimidine | C4H4N2 – PubChem,
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. 13036-50-5, name is 2-Chloro-4-phenylpyrimidine. This compound has unique chemical properties. The synthetic route is as follows. SDS of cas: 13036-50-5

To a solution of compound 1-2 (1.00 g, 6.60 mmol, 1.00 eq) and 2-chloro-4-phenyl-pyrimidine (1.26 g, 6.60 mmol, 1.00 eq) in EtOH (20.00 mL) were added DIPEA(2.56g, 19.80 mmol, 3.46mL, 3.00 eq) and Na2CO3(2.10g, 19.80 mmol, 3.00 eq) at room temperature. The reaction mixture was heated to 40C and stirred for 12 h. Then the solvent was removed by rotary evaporation under reduced pressure, and the residue was diluted with water (20 mL) and then extracted with ethyl acetate. The organic phases were combined, washed with a saturated saline solution, dried over anhydrous sodium sulfate, filtered, and then concentrated. The resulting residue was separated by preparative chromatography (mobile phase: petroleum ether/ethyl acetate = 5/1) to afford compound 2-2. MS (ESI) m/z: 269.9 [M+1].

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, 13036-50-5, 2-Chloro-4-phenylpyrimidine.

Reference:
Patent; Chia Tai Tianqing Pharmaceutical Group Co., Ltd.; XIONG, Jian; XIE, Cheng; CHEN, Kevin X; XU, Xiongbin; ZHANG, Xuejin; GONG, Zhen; LI, Jian; CHEN, Shuhui; ZHANG, Aiming; JIANG, Zhulian; ZHANG, Xiquan; TIAN, Xin; EP3590944; (2020); A1;,
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Pyrimidine – Wikipedia

Application of 3764-01-0, 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. 3764-01-0, name is 2,4,6-Trichloropyrimidine. A new synthetic method of this compound is introduced below.

To a solution of 2,4,6-trichloropyrimidine (0.29 mL, 2.5 mmol) in THF (5 mL) wereadded palladium acetate (8 mg, 0.035 mmol), triphenylphosphine (18 mg, 0.065 mmol),benzeneboronic acid (0.20 g, 1.6 mmol) and aqueous sodium carbonate solution (1 M, 3.3 mL,3.3 mmol). The mixture was stirred at 60 oc for 6 h under nitrogen protection. After the reactionwas completed, the mixture was cooled to rt, and concentrated in vacuo. To the residue wasadded H20 (10 mL), and the mixture was extracted with ethyl acetate (10 mL x 3). Thecombined organic layers were washed with saturated brine (10 mL), dried over anhydroussodium sulfate, filtered and concentrated. The residue was purified by silica gel columnchromatography (PE) to give the title compound as a white solid (0.225 g, 61 % ).MS (ESI, pos. ion) m/z: 225.0 [M+Ht;1H NMR (400 MHz, CDCh) 8 (ppm): 8.15-8.04 (m, 2H), 7.70 (s, 1H), 7.63-7.50 (m, 3H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,3764-01-0, 2,4,6-Trichloropyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; SUNSHINE LAKE PHARMA CO., LTD.; TANG, Changhua; REN, Qingyun; YIN, Junjun; YI, Kai; LEI, Yibo; WANG, Yejun; ZHANG, Yingjun; (303 pag.)WO2018/108125; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 4595-59-9, Adding some certain compound to certain chemical reactions, such as: 4595-59-9, name is 5-Bromopyrimidine,molecular formula is C4H3BrN2, 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 4595-59-9.

A suspension of 3-amino-6-cyclopropylpyridine-2-carboxylic acid ethyl ester (763 mg, 3.7 mmol), 5-bromopyrimidine (823 mg, 5.2 mmol), water (140 mul, 7.8 mmol) and potassium carbonate (920 mg, 6.7 mmol) in o-xylene (10 ml) was evacuated and vented with argon. Palladium(II) acetate (33 mg, 0.15 mmol,) and 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene (xantphos; 107 mg, 0.18 mmol) were consecutively added under inert gas atmosphere and the reaction mixture was heated to 140 C. and stirred overnight. After cooling-down to ambient temperature, the reaction mixture was diluted with dichloromethane (15 ml) and filtrated. The filtrate was concentrated in vacuo and the product was purified by silica gel chromatography using a heptane /ethyl acetate gradient to yield the title compound (796 mg, 75.7%) as light yellow solid. MS: M=285.3 (M+H)+

According to the analysis of related databases, 4595-59-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Bleicher, Konrad; Flohr, Alexander; Groebke Zbinden, Katrin; Gruber, Felix; Koerner, Matthias; Kuhn, Bernd; Peters, Jens-Uwe; Sarmiento, Rosa Maria Rodriguez; US2011/306589; (2011); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia