Pyrimidines

Related Products of 4983-28-2, Adding some certain compound to certain chemical reactions, such as: 4983-28-2, name is 2-Chloro-5-hydroxypyrimidine,molecular formula is C4H3ClN2O, 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 4983-28-2.

4-Fluorophenylboronic acid (0.72 g, 5.1 mmol) and [1,1′-bis(diphenylphosphino)ferrocene]palladium dichloride (0.26 g, 0.35 mmol) were dissolved in toluene (42 mL) and a mixed solvent of ethanol (21 mL),The resulting mixture isAn aqueous solution (7.5 mL) of sodium carbonate (1.7 g, 16 mmol) was added under nitrogen.After stirring for 10 minutes, 5-benzyloxy-2-chloro-pyrimidine 34b (0.76 g, 3.4 mmol) was added, and the mixture was reacted at 80 ° C for 2 hours.The reaction solution was cooled to room temperature and water (20 mL) was added.Extracted with ethyl acetate (30 mL).Dry over anhydrous sodium sulfate, concentrate by suction filtration, and the residue obtained was purified by silica gel column chromatography[ethyl acetate / petroleum ether (v / v) = 1/10] purified to give the title compound34c (0.75 g, yield 78percent) as a white solid.

According to the analysis of related databases, 4983-28-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Guangdong Dongyangguang Pharmaceutical Co., Ltd.; Gu Zheng; Li Jianhao; Li Zheng; Wang Weihua; Tan Haoxiong; Wang Xuli; Cui Yunzeng; Xie Zeqiang; Zhang Yingjun; (101 pag.)CN109251166; (2019); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 611-08-5 ,Some common heterocyclic compound, 611-08-5, molecular formula is C4H3N3O4, 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-nitropyrimidine-2,4(1H,3H)-dione 5 (8.66 g, 55.1 mmol) was dissolved in freshly distilled phosphorus oxytrichloride (25.7 mL, 275.5 mmol) at room temperature. N,N-Dimethylaniline (17.4 mL, 137.8 mmol) was added dropwise to the stirred solution and the reaction was refluxed for 3 hours, or until complete. The black solution was cooled and concentrated under reduced pressure to remove excess phosphorus oxytrichloride, then poured into ice-water (82 mL). The aqueous solution was extracted with diethyl ether (3 x 110 mL), and the combined organic layers were washed with brine (160 mL), dried over anhydrous magnesium sulfate and the solvent evaporated to yield a brown oil. The crude product was purified by silica gel chromatography using ethyl acetate/hexane (1/10 v/v) as an eluent. The product was obtained as a yellow oil 5 (4.3 g, 22.5 mmol, 41percent). m.p. 29-30 °C; Rf 0.42 (1/10 v/v ethyl acetate/hexane); IR (ZnSe cell, solid) vmax: 1541 (s, NO2), 1342 (s, NO2/C-N=C), 1305 (s, NO2/C-N=C), 1203 (s, C-Cl), 1178 (s, C-Cl), 871 (s, C=C-H), 678 (s, C=C-H); 1H NMR (500 MHz, CDCl3): delta 9.16 (1H, s) ppm; 13C NMR (125 MHz, CDCl3): delta 162.74 (4-CCl), 156.62 (6-CH), 155.69 (2-CCl), 141.67 (5-CNO2) ppm; LRMS (+ GC/MS, 3.14 min) m/z: 197, 195, 193 ([M]+, 7, 39, 59percent), 160, 158 ([M – Cl]+, 25, 70percent), 137, 135 ([M – (CH2ClN)2 + H]+, 34, 53percent), 124, 122, 120 ([M ? (C2HClN)3 + H]+, 11, 65, 100percent), 93 (63percent), 65, 63 (32, 78percent).

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. 611-08-5, 5-Nitrouracil, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Munoz, Lenka; Kavanagh, Madeline E.; Phoa, Athena F.; Heng, Benjamin; Dzamko, Nicolas; Chen, Ew-Jun; Doddareddy, Munikumar Reddy; Guillemin, Gilles J.; Kassiou, Michael; European Journal of Medicinal Chemistry; vol. 95; (2015); p. 29 – 34;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 2927-71-1, Adding some certain compound to certain chemical reactions, such as: 2927-71-1, name is 2,4-Dichloro-5-fluoropyrimidine,molecular formula is C4HCl2FN2, 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 2927-71-1.

Step 2 2-Chloro-5-fluoropyrimidine (7) To a stirred, refluxing mixture of 2,4-dichloro-5-fluoropyrimidine (17.0 g, 0.102 mol) and zinc (100 mesh, 20.0 g, 0.305 mol) in THF (100 mL) was slowly added acetic acid (5.8 mL, 0.102 mol). The resulting reaction mixture was refluxed for 3 h, then cooled to RT. Solids were removed by filtration and the filtrate concentrated in vacuo. The residue was chromatographed on silica gel 60 (200 g), eluding with 10-50% ethyl acetate in hexane to give the title compound. 1H NMR (400 MHz, CDCl3): delta8.53 (s, 2 H, Ar).

According to the analysis of related databases, 2927-71-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Claiborne, Christopher F.; Butcher, John W.; Claremon, David A.; Libby, Brian E.; Liverton, Nigel J.; Munson, Peter M.; Nguyen, Kevin T.; Phillips, Brian; Thompson, Wayne; McCauley, John A.; US2002/165241; (2002); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 56181-39-6, 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. 56181-39-6, name is 5-Bromo-4-chloropyrimidine, molecular formula is C4H2BrClN2, 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 solution of (S)-2-amino-4-((2,2-difluoroethyl) (4-(5,6,7,8-tetrahydro-1,8-naphthyridin-2-yl) butyl)amino) butanoic acid (150 mg, 405 mumol) and 5-bromo-4-chloropyrimidine (94 mg, 486 mumol) in THF (1.2 mL) and H2O (0.3 mL) was added NaHCO3 (170 mg, 2.02 mmol) and the resulting mixture was stirred at 70 C. for 1 h and then allowed to cool to rt and then adjusted to pH=6 by the addition of 1 M aq. HCl and concentrated in vacuo to give the title compound that was used without further purification. LCMS (ESI+): m/z=527.2 (M+H)+

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 56181-39-6, 5-Bromo-4-chloropyrimidine.

Reference:
Patent; Pliant Therapeutics, Inc.; CHA, Jacob; DONG, Chengguo; HOM, Timothy; JIANG, Lan; LEFTHERIS, Katerina; LI, Hui; MORGANS, JR., David J.; MUNOZ, Manuel; REILLY, Maureen; ZHENG, Yajun; (232 pag.)US2019/276449; (2019); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 15400-57-4, Adding some certain compound to certain chemical reactions, such as: 15400-57-4, name is Methyl 4-methoxy-2-(methylthio)pyrimidine-5-carboxylate,molecular formula is C8H10N2O3S, 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 15400-57-4.

A mixture of of 2.2 g of methyl 4-methoxy-2-(methylthio)pyrimidine-5-carboxylate, 15 g of Raney nickel (washed with methanol to remove water) and 200 mL of methanol was stirred under 1 atm hydrogen overnight. Conversion was incomplete by LCMS so the mixture was filtered and treated with 15 g of fresh Raney nickel under hydrogen overnight. After filtration and concentration under reduced pressure, purification by flash chromatography (0%-10% ethyl acetate in hexanes) gave the prodcut as white crystalline solid: MS (m+1) = 169.1; 1H NMR (400 MHz, CDC13) 9.0 (s, IH), 8.82 (s, IH), 4.1 (s, 3H), 3.9 (s, 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. 15400-57-4, Methyl 4-methoxy-2-(methylthio)pyrimidine-5-carboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MERCK & CO., INC.; WO2007/67511; (2007); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 10320-42-0, 2-Chloro-5-nitropyrimidine, 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, Quality Control of 2-Chloro-5-nitropyrimidine, blongs to pyrimidines compound. Quality Control of 2-Chloro-5-nitropyrimidine

Acetic acid (15 mL, 261 mmol, 8 equiv) was slowly added to a stirred mixture of iron powder (11 g, 196 mmol, 6 equiv), 2-chloro-5-nitro-pyrimidine (5.3 g, 3 3. 33 m mol, 1 e quiv), a nd m ethanol (75 mL). Note: the reaction will exotherm if the acetic acid is added rapidly. After three hours, the reaction mixture was diluted with EtOAc (300 mL), filtered through celite, and neutralized with aqueous K2CO3 (200 mL). The organic layer was separated, washed with H20 (200 mL) and brine (200 mL), dried (NA2SO4), filtered, and concentrated to give 2 as a yellow solid (2.5 g, 58%, m/z+ = 130. 1).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,10320-42-0, 2-Chloro-5-nitropyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; CYTOKINETICS, INC.; WO2005/5382; (2005); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 16075-42-6, 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. 16075-42-6, name is 2-Amino-4-(trifluoromethyl)pyrimidine, 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.

Method 9; Synthesis of 5-bromo-4-(trifluoromethyl)pyrimidin-2-amine; [0249] To a solution of 2-amino-4-trifluoromethylpyrimidine (8.0 g, 49.1 mmol) in chloroform (300 mL) was added N-bromosuccinimide (8.9 g, 50 mmol). The solution was stirred in the dark for 16 hours, at which time additional N-bromosuccinimide (4.0 g,22.5 mmol) was added. After stirring for an additional 4 hours the solution was added toCH2Cl2 (200 mL) and IN NaOH (200 mL). Upon mixing, the layers were separated and the organic layer was washed with NaCl(sat.) (100 mL), dried over Na2SO4, filtered and concentrated, yielding 10.9 g (82%) of 5-bromo-4-(trifluoromethyl)-2-pyrimidylamine:LCMS (m/z): 242/244 (MH+); 1H NMR (CDCl3): delta 8.52 (s, IH), 5.38 (bs, 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 16075-42-6, 2-Amino-4-(trifluoromethyl)pyrimidine.

Reference:
Patent; NOVARTIS VACCINES AND DIAGNOSTICS, INC.; WO2008/98058; (2008); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 89466-55-7, 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. 89466-55-7, name is 4-Chloro-6-methoxy-2-(methylsulfonyl)pyrimidine, molecular formula is C6H7ClN2O3S, 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.

EXAMPLE 2 Preparation of 2-anilino-4-chloro-6-methoxypyrimidine (Compound 1) 1.8 g of formanilide was dissolved in 50 ml of tetrahydrofuran, and 0.4 g of sodium hydride from which the oily matter had been removed beforehand with n-hexane was slowly added to the resulting solution at 10 to 20C while cooling with ice water. To the suspension thus obtained was added 3.3 g of 4-chloro-2-methanesulfonyl-6-methoxypyrimidine, and the mixture was stirred for 1 hour at room temperature. Then, 15 ml of 4N hydrochloric acid was added, and reaction was effected for 1 hour under reflux. The reaction liquid was poured in water, extracted with ether, and the ether layer was washed with water, dried over magnesium sulfate, and then the ether was stripped by concentration. The residual crystals were recrystallized from n-hexane, and 4.0 g of 2-anilino-4chloro-6-methoxypyrimidine was obtained (yield 87%). Melting point: 101-103C.

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 89466-55-7, 4-Chloro-6-methoxy-2-(methylsulfonyl)pyrimidine.

Reference:
Patent; KUMIAI CHEMICAL INDUSTRY CO., LTD.; IHARA CHEMICAL INDUSTRY Co., Ltd.; EP224339; (1991); B1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 1346697-39-9, 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. 1346697-39-9, name is 5-Bromo-4-cyclopropylpyrimidine, molecular formula is C7H7BrN2, 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.

Example 313-Cyclopropyl-7-(4-c clopropylpyrimidin-5-yl)benzo[d]isoxazole[00192] A reaction flask was charged with tetrakis(triphenylphosphine)palladium(0) (2.128 mg, 1.841 muiotaetaomicron?), Preparation 28D (10.5 mg, 0.037 mmol), sodium carbonate (15.61 mg, 0.147 mmol), and Preparation 1 1A (7.70 mg, 0.039 mmol). The mixture was stirred at room temperature for 10 min under N2, then DME (Ratio: 2.0, Volume: 137 mu?), EtOH (Ratio: 1.000, Volume: 68.7 mu?), and water (Ratio: 1.000, Volume: 68.7 mu?) were added sequentially. The resultant mixture was heated at 90 C overnight. After 15 hr, the reaction mixture was allowed to cool to room temperature. The reaction was quenched with water. The reaction mixture was diluted with EtOAc. The layers were separated and the aqueous phase was extracted with EtOAc (3X). The organic phases were combined, dried over Na2S04, filtered, and concentrated to afford a yellow residue. The crude material was purified via preparative LC/MS with the following conditions:Column: Waters XBridge CI 8, 19 x 250 mm, 5-muiotaeta particles; Guard Column: Waters XBridge C18, 19 x 10 mm, 5-muiotaeta 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 to afford the title compound (4.0 mg, 39%). ESI MS (M+H)+ = 278.2. HPLC Peak tr = 2.38 minutes. Purity >99%. HPLC Conditions: B.

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 1346697-39-9, 5-Bromo-4-cyclopropylpyrimidine.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; BALOG, James Aaron; HUANG, Audris; VELAPARTHI, Upender; LIU, Peiying; WO2013/49263; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 1780-32-1 ,Some common heterocyclic compound, 1780-32-1, molecular formula is C6H6Cl2N2, 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 RJ1-008 (0.500 g, 2.82 mmol), 3-amino-N-ri- butylbenzenesulfonamide (SG1-137) (0.74 g, 3.24 mmol), MeOH (5 mL), and water (7.5 mL) was heated to reflux at 40 C. The reflux temperature was raised to 80 C and the reaction was further heated for 26 hours. Upon cooling to ambient temperature, the precipitate which formed was then filtered and washed with water (50 mL) to yield RJl-010 as an off-white solid (0.649 g, 62%). m.p. = 232 C (decomposed). lH NMR (400 MHz, DMSO-ifc) delta 8.99 (s, 1H), 8.05 (s, 1H), 7.82-7.78 (m, 1H), 7.53-7.50 (m, 3H), 2.33 (s, 3H), 2.16 (s, 3H), 1.11 (s, 9H). LRMS (ESI+) m/z 369.2 (M35C1+H)+, 371.2 (M37C1+H)+; (ESI-) m/z 367.2 (M35C1-H)-, 369.2 (M37C1- H)-; HRMS (ESI+) m/z calculated for C16H21CIN4O2S (M+H)+ 369.11465, found 369.11431.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1780-32-1, its application will become more common.

Reference:
Patent; H. LEE MOFFITT CANCER CENTER & RESEARCH INSTITUTE, INC.; SCHOeNBRUNN, Ernst; LAWRENCE, Nicholas J.; LAWRENCE, Harshani R.; (293 pag.)WO2017/66428; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia