Day: March 11, 2021

Reference of 1005-37-4, 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.1005-37-4, name is 6-Chloro-N4-methylpyrimidine-2,4-diamine, molecular formula is C5H7ClN4, molecular weight is 158.59, as common compound, the synthetic route is as follows.

Intermediate 42 -(3-amino-2-methylphenyl)-4-N-methylpyrimidine-2,4-diamine. Tetrakis(triphenylphosphine)palladium (0) (5 mol%) was added to a stirred mixture of 6-chloro-4-N-methylpyrimidine-2,4-diamine (3.00 mmol), (3-amino-2- methylphenyl)boronic acid (1.3 equiv.), sodium carbonate (3.2 equiv.), 1 ,4- dioxane (4 mL) and water (1 mL). The tube was sealed and the reaction was heated at 90C for 5 h. The mixture was concentrated and purified by column chromatography (13% MeOH in DCM) to give the title compound. LCMS [M+H]+ 230; 1 H NMR (400 MHz, DMSO-d6) delta ppm 6.88 (1 H, t, J=7.71 Hz), 6.71 – 6.81 (1 H, m), 6.61 (1 H, dd, J=7.96, 1.14 Hz), 6.44 (1 H, dd, J=7.58, 1.01 Hz), 5.90 (2 H, br. s.), 5.64 (1 H, s), 4.83 (2 H, s), 2.75 (3 H, d, J=4.55 Hz), 1.98 (3 H, s).

Statistics shows that 1005-37-4 is playing an increasingly important role. we look forward to future research findings about 6-Chloro-N4-methylpyrimidine-2,4-diamine.

Reference:
Patent; THOMAS HELLEDAYS STIFTELSE FOeR MEDICINSK FORSKNING; SCOBIE, Martin; WALLNER, Olov; KOOLMEISTER, Tobias; VALLIN, Karl Sven Axel; HENRIKSSON, Carl Martin; HOMAN, Evert; HELLEDAY, Thomas; JACQUES, Sylvain; DESROSES, Matthieu; JACQUES-CORDONNIER, Marie-Caroline; FISKESUND, Roland Julius Yu; (359 pag.)WO2015/187089; (2015); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 19646-07-2, 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.19646-07-2, name is 2,4-Dichloro-5-methoxypyrimidine, molecular formula is C5H4Cl2N2O, molecular weight is 179, as common compound, the synthetic route is as follows.

2, 4-dichloro-5-methoxy-pyrimidine (100g) is dissolved in methanol, the reaction of ammonia gas at room temperature 24 hours. Reaction solution to dryness under reduced pressure, obtaining white solid, by adding petroleum ether/ethyl acetate (the 10 […] 1) beating 3-5 time, suction filtration, the white solid obtained 61 g.

Statistics shows that 19646-07-2 is playing an increasingly important role. we look forward to future research findings about 2,4-Dichloro-5-methoxypyrimidine.

Reference:
Patent; Shanghai Pharmaceutical Co., Ltd. Allist; Luo, Huibing; Wu, Yong; Zhou, Huayong; (67 pag.)CN105218561; (2016); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 113583-35-0 ,Some common heterocyclic compound, 113583-35-0, molecular formula is C7H10N2O4S, 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.

At 40 to 45 C,2-[(Phenylamino)methyl]-1-azabenzene-3-ol (6.50 g, 32.46 mmol),4,6-dimethoxy-2-methylsulfonylpyrimidine (6.94 g, 31.81 mmol),Anhydrous potassium carbonate (11.22 g, 81.15 mmol)With anhydrous acetonitrile (100 mL)The mixture was stirred for 10 h,The reaction is over.The reaction mixture was filtered through a pad of celite.The filter cake was washed three times with a small amount of acetonitrile.The filtrate was concentrated to a pale yellow solid.The solid was isolated by flash chromatography eluting EtOAc EtOAcN-[2-(4,6-Dimethoxypyrimidinyloxy)-6-azabenzyl]phenylamine (1, 9.45 g, 86%)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,113583-35-0, its application will become more common.

Reference:
Patent; Chinese Academy Of Sciences Shanghai Organic Chemistry Institute; Lv Long; Yang Zhengmin; Tang Qinghong; Fu Qunmei; (22 pag.)CN104844575; (2018); B;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 149849-92-3 ,Some common heterocyclic compound, 149849-92-3, molecular formula is C5H3ClN2O2, 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.

Buildin block A9: 2-lsopropoxy-pyrimidine-4-carboxylic acid2-Chloropyrimidine-4-carboxylic acid (100 mg, 0.63 mmol) was dissolved in 1-propanol (3 ml) and sodium hydride (55-65%, 63 mg, 1.58 mmol) was added carefully in portions. The mixture was heated for 1 h at 150C in a microwave oven. The mixture was poured on ice- water and the mixture was acidified to pH 3. Extraction with DCM, drying over sodium sulfate and evaporation of the solvent under reduced pressure gave the product as a solid (78 mg, 68%). [1 H-NMR (DMSO, 400 MHz) 8.80 (d, 1 H), 7.53 (d, 1 H), 5.24 (hep, 1 H), 1.32 (d, 6H); LCMS RtD = 2.739 min; [M+H]+ = 183.0]

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,149849-92-3, its application will become more common.

Reference:
Patent; NOVARTIS AG; BETSCHART, Claudia; COTESTA, Simona; HINTERMANN, Samuel; WAGNER, Juergen; ROY, Bernard, Lucien; GERSPACHER, Marc; VON MATT, Anette; BEHNKE, Dirk; WO2011/73316; (2011); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 3001-72-7, 2,3,4,6,7,8-Hexahydropyrrolo[1,2-a]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, 3001-72-7, blongs to pyrimidines compound. category: pyrimidines

General procedure: The reaction mixture of azlactones 1a-p (0.2mmol) and DBN (2b, 0.03mL, 0.22mmol) was stirred at room temperature for the appropriate time according to Scheme 2. After completion of the reaction as monitored by TLC (eluent: petroleum ether/ethyl acetate, 4:1), the mixture was extracted with ethyl acetate (3¡Á5mL). The organic layer was dried over Na2SO4, filtered, and concentrated under reduced pressure. Purification by silica gel column chromatography (10-35% ethyl acetate in petroleum ether) afforded the products 3ab-pb. 4.3.1 N-(1-(4-nitrophenyl)-3-oxo-decahydropyrrolo[1,2-a]pyrrolo[2,1-b]pyrimidin-2-yl)benzamide ( Scheme 2 , 3ab) 73.5 mg (0.18 mmol, 88%) as a light orange solid. m.p. 137-138 C (decomposed); IR (KBr): 3344, 2926, 2853, 1692, 1673, 1515, 1461, 1345 cm-1; 1H NMR (400 MHz, DMSO-d6): delta 9.82 (s, 1H), 8.27 (d, J = 8.8 Hz, 2H), 7.87 (d, J = 8.8 Hz, 2H), 7.82 (d, J = 7.2 Hz, 2H), 7.56 (t, J = 7.2 Hz, 1H), 7.46 (t, J = 7.4 Hz, 2H), 4.30 (td, J = 10.4, 2.2 Hz, 1H), 3.56 (dt, J = 12.0, 4.8 Hz, 1H), 3.46 (td, J = 10.2, 2.4 Hz, 1H), 3.24-3.13 (m, 1H), 2.96-2.83 (m, 1H), 2.68-2.57 (m, 1H), 2.45-2.31 (m, 1H), 2.08-1.96 (m, 1H), 1.81-1.77 (m, 2H), 1.73-1.60 (m, 1H), 1.35-1.24 (m, 1H); 13C NMR (100 MHz, CDCl3): delta 167.9, 164.5, 147.1, 142.4, 139.8, 133.2, 132.4, 129.6, 128.7, 127.5, 125.8, 122.8, 83.2, 51.9, 44.2, 38.6, 32.8, 21.2, 19.9; Anal. calcd for C23H22N4O4 (418.19): C 66.05, H 5.26, N 13.39; found C 65.98, H 5.29, N 13.43.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,3001-72-7, its application will become more common.

Reference:
Article; Parhizkar, Golnaz; Khosropour, Ahmad Reza; Mohammadpoor-Baltork, Iraj; Parhizkar, Elahehnaz; Rudbari, Hadi Amiri; Tetrahedron; vol. 73; 11; (2017); p. 1397 – 1406;,
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. 3177-20-6, name is Methyl 2,4-dichloropyrimidine-5-carboxylate. A new synthetic method of this compound is introduced below., Safety of Methyl 2,4-dichloropyrimidine-5-carboxylate

methyl 2,4,-dichloropyrimidine-5-carboxylate (20.70 g, 100 mmol), N,N-dimethylformamide (104 mL) was added to a three-necked flask, stirred and dissolved, and sodium carbonate (26.50 g, 250 mmol) was added. stir evenly and add 2-cyclopentylamino-N,N-dimethylformamide (17.03 g, 100 mmol) was reacted at room temperature for 6-8 hours. At the end of the reaction, water (207 mL), ethyl acetate (207 mL),The extract was extracted once more with ethyl acetate (104 mL), and the organic phase brine (110 mL) was washed once, dried over anhydrous sodium sulfate, filtered, concentrated with ethyl acetate and petroleum ether, and the solid was separated by filtration. drying in vacuo to gave methyl 2-chloro-4-(cyclopentyl(2-(dimethylamino)-2-oxoethyl)amino)pyrimidine-5-carboxylate (30.33 g, 89percent).

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, 3177-20-6, Methyl 2,4-dichloropyrimidine-5-carboxylate.

Reference:
Patent; Hangzhou Kechao Biological Technology Co., Ltd.; Yu Wei; Zhang Yiping; (21 pag.)CN108586356; (2018); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 89284-85-5 , The common heterocyclic compound, 89284-85-5, name is Methyl 2,5,6-trichloropyrimidine-4-carboxylate, molecular formula is C6H3Cl3N2O2, 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.

Furfurylamine (0.155 g, 1.60 mmol) was added to a stirred solution of 6- methoxycarbonyl-2,4,5-trichloropyrimidine (prepared as described in example 1) (0.193 g, 0.80 mmol) and triethylamine (0.24 ml, 1.7 mmol) in dichloromethane (3 ml). The solution was stirred at ambient temperature for 18 hours, and then added to a mixture of ethyl acetate and brine. The organic phase was dried over magnesium sulphate, filtered and evaporated under reduced pressure to give an orange solid. This was purified by column chromatography on silica using ethyl acetate: hexane (1 :2) as eluent to provide 2,5-dichloro-4-(furan-2-ylmethylamino)-6-methoxycarbonylpyrimidine as a pale yellow solid (0.195 g, 81 %). M.p. 110-112 0C; 1H nmr (400 MHz, CDCI3) deltaH 7.40 (1 H, m), 6.35 (2H, m), 6.16 (1 H1 br s), 4.72 (2H, d), 3.98 (3H, s) ppm.

The synthetic route of 89284-85-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SYNGENTA LIMITED; WHITTINGHAM, William Guy; WINN, Caroline Louise; GLITHRO, Harry; ASPINALL, Mary Bernadette; SCREPANTI, Claudio; WO2010/125332; (2010); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 53554-29-3, 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. 53554-29-3, name is Ethyl 2-(methylthio)-6-oxo-1,6-dihydropyrimidine-5-carboxylate. A new synthetic method of this compound is introduced below.

General procedure: To a Radley reaction carousel tube, add 1 equivalent 1, 1.1 equivalents of the amine, a stir bar, and 5 mL 95% ethanol. Reflux while stirring for 24 hours. After cooling to room temperature the resulting precipitate was collected by vacuum filtration, washing with 10 mL deionized water and 5 mL chloroform.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,53554-29-3, Ethyl 2-(methylthio)-6-oxo-1,6-dihydropyrimidine-5-carboxylate, and friends who are interested can also refer to it.

Reference:
Article; Watkins, Sydney M.; Ghose, Debarati; Blain, Joy M.; Grote, Dakota L.; Luan, Chi-Hao; Clare, Michael; Meganathan; Horn, James R.; Hagen, Timothy J.; Bioorganic and Medicinal Chemistry Letters; vol. 29; 20; (2019);,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 1439-09-4, Adding some certain compound to certain chemical reactions, such as: 1439-09-4, name is 5-Bromo-4-methylpyrimidine,molecular formula is C5H5BrN2, 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 1439-09-4.

Example 553-(2-Chlorophen l)-7-(4-methylpyrimidin-5-yl)benzo[d]isoxazole[00242] To a pressure tube were added Preparation 5 IE (35.6 mg, 0.100 mmol), 5- bromo-4-methylpyrimidine (26.0 mg, 0.150 mmol), and sodium carbonate (53.0 mg, 0.500 mmol) in water (Ratio: 1.000, Volume: 0.750 mL), DME (Ratio: 2, Volume: 1.5 mL) and EtOH (Ratio: 1.000, Volume: 0.750 mL) at room temperature. To this slurry was added tetrakis(triphenylphosphine)palladium(0) (5.78 mg, 5.00 ?????) and the system was purged with nitrogen and sealed. The vessel was heated to 90 C for 12h and then allowed to cool to room temperature. The reaction mixture was diluted with MeOH, filtered, and concentrated. The remaining oil was diluted with DMF and purified via preparative LC/MS with the following conditions: Column: Waters XBridge C18, 19 x 250 mm, 5-??? particles; Guard Column: Waters XBridge CI 8, 19 x 10 mm, 5-??? particles; Mobile Phase A: 5:95 acetonitrile:water with 10-mM ammonium acetate; Mobile Phase B: 95:5 acetonitrile:water with 10-mM ammonium acetate; Gradient: 15- 100% B over 25 minutes, then a 5-minute hold at 100% B; Flow: 20 mL/min. Fractions containing the desired product were combined and dried via centrifugal evaporation. The material was further purified via preparative LC/MS with the following conditions: Column: Waters XBridge CI 8, 19 x 250 mm, 5-??? particles; Guard Column: Waters XBridge CI 8, 19 x 10 mm, 5-??? particles; Mobile Phase A: 5:95 acetonitrile: water with 10-mM ammonium acetate; Mobile Phase B: 95:5 acetonitrile:water with 10-mM ammonium acetate; Gradient: 20-60% B over 25 minutes, then a 15 -minute hold at 60% B; Flow: 20 mL/min. Fractions containing the desired product were combined and dried via centrifugal evaporation to afford the title compound (1.7 mg, 4.9%). ESI MS (M+H)+ = 322.1. HPLC Peak tr = 2.44 minutes. Purity = 92%. HPLC Conditions: C. ? NMR (500 MHz, MeOD) ? ppm 9.11 (1 hr, s), 8.74 (1 hr, s), 7.78 (1 hr, dd, J=7.91, 1.25 Hz), 7.59-7.66 (2 hr, m), 7.46-7.55 (1 hr, m), 2.55 (2 hr, s).

According to the analysis of related databases, 1439-09-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; BALOG, James Aaron; HUANG, Audris; VELAPARTHI, Upender; LIU, Peiying; WO2013/49263; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
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.3977-29-5, name is 2-Amino-6-methylpyrimidin-4(1H)-one, molecular formula is C5H7N3O, molecular weight is 125.13, as common compound, the synthetic route is as follows.Quality Control of 2-Amino-6-methylpyrimidin-4(1H)-one

A. 2-Amino-4-methyl-6-benzyloxypyrimidine 2-Amino-4-methyl-6-hydroxypyrimidine (62.5 g., 0.50 mole) is dissolved in 500 ml of dimethylformamide and sodium hydride (0.5 mole) is added over a 1 hour period under a nitrogen atmosphere. The mixture is heated at 75¡ã C. for 11/2 hours. Benzyl chloride (69.3 g., 0.55 moles) is then added over 15 minutes and the mixture is heated at 90¡ã C. and stirred for 11/2 hours. After cooling, the reaction mixture is filtered and concentrated under vacuum to an oil from which 2-amino-4-methyl-6-benzyloxypyrimidine melting at 108¡ã-109.5¡ã C. is obtained by crystallization from n-butyl chloride.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,3977-29-5, 2-Amino-6-methylpyrimidin-4(1H)-one, and friends who are interested can also refer to it.

Reference:
Patent; Merck & Co., Inc.; US4144338; (1979); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia