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. 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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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);,
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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;,
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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;,
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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;,
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Synthetic Route of 74901-69-2 ,Some common heterocyclic compound, 74901-69-2, molecular formula is C6H4Cl2N2S, 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.

2.07 g (10.0 mmol) of 2,4-dichloro-6,7-dihydrothieno[3,2-d]pyrimidine (III), 2.0 g (10.0 mmol) of tert-butyl 3-aminopiperidin-1-carboxylate (IV), and 3.4 mL (19.3 mmol) of diisopropylethylamine are placed in 40 mL of tetrahydrofuran, then stirred for 40 hours at ambient temperature. Then the reaction mixture is suction filtered and the mother liquor is concentrated by evaporation. The residue is combined with water and extracted with dichloromethane. The organic phase is separated off using a phase separator and evaporated to dryness. The crude product is purified by chromatography through a Biotage silica gel cartridge 40M with petroleum ether/ethyl acetate 9:1. 1.77 g of product V (48%) is obtained.

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; US2007/259846; (2007); A1;,
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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;,
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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;,
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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;,
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Synthetic Route of 51940-63-7, 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.51940-63-7, name is Ethyl 6-chloropyrimidine-4-carboxylate, molecular formula is C7H7ClN2O2, molecular weight is 186.5957, as common compound, the synthetic route is as follows.

C) (6-chloropyrimidin-4-yl)methanol To a solution of ethyl 6-chloropyrimidine-4-carboxylate (entire amount) obtained in Example 29, step B, in methanol (210 mL) was added sodium tetrahydroborate (9.99 g) at 0C, and the mixture was stirred for 30 min. To the reaction mixture was added 1N hydrochloric acid at 0C, and the mixture was extracted with a mixed solvent of ethyl acetate and THF. The solvent of the aqueous phase was evaporated under reduced pressure, and combined with the extract. The mixture was dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure to give a crude product of the title compound as a brown oil. This compound was used for the next step without further purification. 1H NMR (400 MHz, DMSO-d6) delta 4.59 (2H, d, J = 5.6 Hz), 5.76 (1H, t, J = 5.8 Hz), 7.64 (1H, s), 8.95 (1H, s).

The chemical industry reduces the impact on the environment during synthesis 51940-63-7, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Takeda Pharmaceutical Company Limited; MIWATASHI, Seiji; SUZUKI, Hideo; OKAWA, Tomohiro; MIYAMOTO, Yasufumi; YAMASAKI, Takeshi; HITOMI, Yuko; HIRATA, Yasuhiro; SHIBUYA, Akito; EP2816023; (2014); A1;,
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