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. 56844-12-3, name is 6-Bromo-4-chlorothieno[2,3-d]pyrimidine. This compound has unique chemical properties. The synthetic route is as follows. category: pyrimidines

EXAMPLE 20 6-Bromo-N-(2,5-dimethoxyphenyl)thieno[3,2-d]pyrimidin-4-amine To a mixture of 6-bromo-4-chlorothieno[2,3-d]pyrimidine (96 mg, 0.38 mmol) and 2,5-dimethoxybenzenamine (65 mg, 0.42 mmol) in 2.5 mL of isopropanol was added 2 drops of concentrated HCl and the mixture was heated at 75 C. for 3 h. The reaction mixture was cooled to room temperature and diluted with 25 mL of ethyl acetate, and washed with saturated NaHCO3, dried over anhydrous Na2SO4, filtered and concentrated. The crude was purified by column chromatography (40% ethyl acetate/hexane) to give the title compound (116 mg, 0.32 mmol, 84%). 1H NMR (CDCl3) 8.70 (s, 1H), 8.07 (d, 1H, J=3.0), 7.45 (s, 1H), 7.18 (s, 1H, broad), 6.87 (d, 1H, J=8.7), 6.67 (dd, 1H, J=9.0, 3.0), 3.88 (s, 3H), 3.83 (s, 3H).

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, 56844-12-3, 6-Bromo-4-chlorothieno[2,3-d]pyrimidine.

Reference:
Patent; Cytovia, Inc.; US2007/99877; (2007); A1;,
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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. 160199-05-3, name is 2,4-Dichlorobenzo[4,5]thieno[3,2-d]pyrimidine. A new synthetic method of this compound is introduced below., COA of Formula: C10H4Cl2N2S

Compound sub 1 (30 g, 118 mmol) andThe compound sub 2 (29 g, 118 mmol) was dispersed in tetrahydrofuran (300 mL), and a 2M potassium carbonate aqueous solution (aq. K2CO3) (176 mL, 352 mmol) was added. Tetraquistriphenylphosphinopalladium Pd (PPh3) 4] (1.4 g, 1 mol%) was added thereto, followed by stirring under reflux for 12 hours. The temperature was lowered to room temperature and the resulting solid was filtered. percolationThe resulting solid was recrystallized from tetrahydrofuran and ethyl acetate, filtered and then dried to give compound H2 (35 g, yield 71%)

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, 160199-05-3, 2,4-Dichlorobenzo[4,5]thieno[3,2-d]pyrimidine.

Reference:
Patent; LG Chem, Ltd.; Jeong Min-u; Lee Dong-hun; Moon Jeong-uk; Park Tae-yun; Lee Jeong-ha; Cho Seong-mi; Chae Mi-yeong; (43 pag.)KR2018/10166; (2018); A;,
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Electric Literature of 5604-46-6 ,Some common heterocyclic compound, 5604-46-6, molecular formula is C5H3Cl2N3O, 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.

N-(3-(4-aminomethylphenyl)phenyl)urea (10.0 g, 41.4 mmol)In ethanol (100mL) solution,Triethylamine (21.2g, 0.21mol) was addedAnd 2-amino-4,6-dichloropyrimidine-5-carbaldehyde (8.0 g, 41.4 mmol).The reaction solution was heated to reflux with an oil bath and was reacted for about 6-7 hrs, and was monitored by TLC (dichloromethane:methanol = 10:1) until the reaction was completed.The solvent was evaporated under reduced pressure, water (200 mL) was evaporated, and then filtered and filtered, and the filter cake was recrystallized from ethanol and dried in vacuo to give 14.4 g of pale yellow solid as 2-amino-4-(4-(3-ureidobenzene) Base) benzylamino)-6-chloropyrimidine-5-carboxaldehyde in a yield of 88.4%.

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. 5604-46-6, 2-Amino-4,6-dichloropyrimidine-5-carbaldehyde, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Chengdu University of Technology; Zhou Lihong; (40 pag.)CN105111151; (2018); B;,
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Application of 19646-07-2 , The common heterocyclic compound, 19646-07-2, name is 2,4-Dichloro-5-methoxypyrimidine, molecular formula is C5H4Cl2N2O, 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.

A mixture of 2,4 dichloro-5-methoxypyrimidine (0.45g, 2.5mmol) and ammonia in methanol (2N, 20ml) was stirred at room temperature overnight. The mixture was then concentrated in vacuo and washed with water. The residue was purified by column chromatography (20- 60percent ethyl acetate/ petroleum ether) to furnish the title compound as a white solid (211 mg). MS: [M+H]+ = 160

The synthetic route of 19646-07-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ASTEX THERAPEUTICS LIMITED; ASTEX THERAPEUTICS LIMITED; WO2009/150240; (2009); 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. 1211443-61-6, name is 2-Chloro-7-cyclopentyl-N,N-dimethyl-7H-pyrrolo[2,3-d]pyrimidine-6-carboxamide, molecular formula is C14H17ClN4O, 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. Recommanded Product: 1211443-61-6

General procedure: tert-butyl (3-((4aminophenyl)sulfonamido)propyl)carbamate (4a, 560mg, 1.70mmol),2-chloro-7-cyclopentyl-N,N-dimethyl-7H-pyrrolo[2,3-d]pyrimidine-6-carboxamide (6,497mg, 1.70mmol),Pd(OAc)2 (30mg, 0.1equiv), BINAP (63mg, 0.06equiv), Cs2CO3(1.11g, 3.40mmol) were dissolved in 1,4-dioxane and degassed with argon for 5 min.The resulted mixture was heated to 105 C for 7 h. After monitored by TLC toobserve completion of reaction, the reaction mixture was filtered through Celite aftercooling to 25 C, then the solvents were removed in vacuo. The crude product waspurified by silica gel column chromatography to afford intermediates 7a in 42% yieldaswhite solid.

With the rapid development of chemical substances, we look forward to future research findings about 1211443-61-6.

Reference:
Article; Wang, Xin; Yu, Chenhua; Wang, Cheng; Ma, Yakun; Wang, Tianqi; Li, Yao; Huang, Zhi; Zhou, Manqian; Sun, Peiqing; Zheng, Jianyu; Yang, Shengyong; Fan, Yan; Xiang, Rong; European Journal of Medicinal Chemistry; vol. 181; (2019);,
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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.865156-68-9, name is 6-Bromoimidazo[1,2-a]pyrimidine, molecular formula is C6H4BrN3, molecular weight is 198.02, as common compound, the synthetic route is as follows.name: 6-Bromoimidazo[1,2-a]pyrimidine

EtOH (1.8 mL) was added into a mixture of 4-bromo-3-ethylpyridinehydrobromide (49 mg, 0.18 mmol), B2(OH)4 (49 mg, 0.55 mmol), XPhos-Pd-G2 (14 mg, 0.018 mmol), XPhos (17 mg, 0.037 mmol), and KOAc (54 mg, 0.55 mmol). The reaction was degassed via N2 and stirred at 80C overnight. After cooling to room temperature, solutions of N-(2-(3-bromophenyl)propan-2-yl)-2-(trifluoromethyl)benzenesulfonamide (Intermediate 1J) (100 mg, 0.24 mmol) in EtOH/THF (0.3 mL/0.3 mL) and K2C03 (1.8 M, 0.31 mL, 0.55 mmol) were added respectively into the reaction. The mixture was degassed via N2 again and stirred at 85C overnight. The reaction was cooled to room temperature, filtered through celite, washed with EtOAc (3X), and concentrated in vacuo to give a residue which was dissolved into EtOAc. This solution was washed with brine (IX), dried over sodium sulfate, filtered, and concentrated in vacuo. The residue was purified by MS-HPLC to afford the title compound (16 mg, 20%). LCMS (method A): m/z 449.3 (M+H)+. NMR (CDC13) delta 8.54 (s, 1H), 8.46 (d, 1H), 7.83 (d, 1H), 7.79 (d, 1H), 7.59 (t, 1H), 7.47 (t, 1H), 7.31 (m, 2H), 7.21 (t, 1H), 7.11 (dt, 1H), 7.03 (d, 1H), 5.28 (s, 1H), 2.63 (q, 2H), 1.69 (s, 6H), 1.13 (t, 3H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,865156-68-9, 6-Bromoimidazo[1,2-a]pyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; VENENUM BIODESIGN LLC; HUANG, Chia-Yu; SHI, Dongchuan; KULTGEN, Steven G.; MCGUINNESS, Brian F; LETOURNEAU, Jeffrey J.; COLE, Andrew G.; BEASLEY, James R.; (358 pag.)WO2018/5801; (2018); A2;,
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Related Products of 2972-52-3 , The common heterocyclic compound, 2972-52-3, name is 2,4-Dichloro-5-pyrimidinecarbonyl chloride, molecular formula is C5HCl3N2O, 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.

11.2: 2,4-Dichloropyrimidine-5-carboxylic acid ethyl ester Compound 11.1 (13.5 g, 64 mmol) is dissolved in THF (100 ml). Ethanol (15 ml) is added and the mixture is stirred at ambient temperature for 10 min. The solvents are evaporated and an oil is recovered and hydrolyzed with a saturated K2CO3 solution and extracted with AcOEt (3*250 ml). The organic phase is washed with an NaCl solution (100 ml) and dried over Na2SO4. After filtering and evaporating, an orange oil is recovered (14 g, yd: 99%). 1H NMR, d6-DMSO (300 MHz): 9.16 (s, 1H), 4.37 (q, 2H, J=7.11 Hz), 1.34 (t, 3H, J=7.11 Hz).

The synthetic route of 2972-52-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SANOFI-AVENTIS; US2010/222319; (2010); A1;,
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Synthetic Route of 4595-60-2 ,Some common heterocyclic compound, 4595-60-2, molecular formula is C4H3BrN2, 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.

The 1,10-phenanthroline 2,2,3,3-tetrafluoropropyl ether copper (I) prepared in Example 2,In a nitrogen atmosphere, a polytetrafluoroethylene magnet was placed in the reactor,Was added 0.36 mmol of 1,1,10-phenanthroline 2,2,3,3-tetrafluoropropyl ether copper (I) (phen) 2Cu (OCH2CF2CF2H)0.3 mmol of 2-bromopyrimidine,0.3 mmol of sodium tert-butoxide and 3 mL of N, N-dimethylformamide solvent,And stirred in a closed system at 80 C for 12 h, cooled to room temperature, extracted with 3 x 10 mL of ether,The extracts were combined and concentrated, and the resulting residue was subjected to silica gel column chromatography,With ether: n-pentane = 1: 1 as eluent,To give 2- (2,2,3,3-tetrafluoropropoxy) pyrimidine, yield = 94%

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,4595-60-2, its application will become more common.

Reference:
Patent; Fuzhou University; Weng, Zhi Qiang; Huang, yangjie; Huang, ronglu; Ding, jianping; (9 pag.)CN104557924; (2016); B;,
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Electric Literature of 876343-10-1, 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 876343-10-1, name is 4-Chloro-6-iodo-7H-pyrrolo[2,3-d]pyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

To a solution of 4-chloro-6-iodo-7H-pyrrolo[2,3-d]pyrimidine (10 g, 35.8 mmol) in DMF (120 ml) at 0C was added portionwise NaH (60%) in mineral oil (1 .7 g, 42.5 mmol) under argon. The resulting suspension was stirred at 0C for 30 min., 2-(trimethylsilyl)ethoxymethyl chloride (7.5 ml, 42.3 mmol) was added and the RM was allowed to warm to RT for over 1 h. The RM was then poured carefully into ice water and extracted with Et20. The combined organic phases were washed with brine and evaporated. The residue was diluted with ACN and the resulting mixture was filtered to give of the title compound as a solid (8.052 g). The filtrate was concentrated, triturated in cold MeOH and filtered to give a second crop of the title compound as a solid (3.120 g).Method A: Rt = 1 .48 min; [M+H]+= 410.1 .

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 876343-10-1, 4-Chloro-6-iodo-7H-pyrrolo[2,3-d]pyrimidine.

Reference:
Patent; NOVARTIS AG; ARISTA, Luca; HEBACH, Christina; HOLLINGWORTH, Gregory John; HOLZER, Philipp; IMBACH-WEESE, Patricia; LORBER, Julien; MACHAUER, Rainer; SCHMIEDEBERG, Niko; VULPETTI, Anna; ZOLLER, Thomas; (178 pag.)WO2019/186343; (2019); A1;,
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Synthetic Route of 1004-40-6, Adding some certain compound to certain chemical reactions, such as: 1004-40-6, name is 6-Amino-4-hydroxy-2-mercaptopyrimidine,molecular formula is C4H5N3OS, 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 1004-40-6.

Ethyl iodide (12 mmol) was added dropwise into a solutionof6-amino-2-thioxo-2,3-dihydropyrimidin-4(1H)-one(6mmol)in KOH (6.2 mmol) and then the reaction mixture was stirred atroom temperature overnight. The obtained solid was collectedby filtration, washed with petroleum ether, and then dried. The solid product was sufficiently pure to be used in the subsequentreactions without further purification. Yield: 85 %, white crys-tals (EtOH), mp 220-222 8 C (Lit.[41]218-219 8 C). n max /cm 13465 (NH), 3275-3260 (NH 2 ), 2926 (C-H aliphatic), 1659(C=O), 1571 (C=N stretching), 1453 (C=C stretching). dH(90 MHz, DMSO-d 6 ) 11.80 (s, 1H, NH(3)), 6.45 (s, 2H, NH 2 ),5.00 (s, 1H), 3.10 (q, J 18.0, 2H), 1.30 (t, J 18.0, 3H).

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. 1004-40-6, 6-Amino-4-hydroxy-2-mercaptopyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Article; El-Mahdy, Ahmed F. M.; El-Sherief, Hassan A. H.; Hozien, Zainab A.; Australian Journal of Chemistry; vol. 72; 7; (2019); p. 542 – 554;,
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