Pyrimidines

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 14394-70-8, name is 2-Chloro-5-methylpyrimidin-4-amine, the common compound, a new synthetic route is introduced below. Application In Synthesis of 2-Chloro-5-methylpyrimidin-4-amine

[0228] A mixture of 2-chloro-5-memyl-pyrimidin-4-ylamine (0.30 g, 2.1 mmol), A- bromo-l-chloro-2-trifluoromethyl-benzene (0.40 mL, 2.7 mmol), Pd2(dba)3 (0.10 g, 0.11 mmol), Xantphos (0.13 g, 0.22 mmol) and cesium carbonate (1.5 g, 4.6 mmol) in. dioxane/DMF (6/1, 7 mL) was sealed in a microwave reaction tube and irradiated with microwave at 160 C for 15 min. After cooling to room temperature, the cap was removed and the resulting mixture filtered and the filtered solid washed with DCM. The filtrate was concentrated and the residue purified by flash chromatography on silica gel (hexanes to 50% EtOAc/hexanes) to afford the title compound (0.65 g, 96%) as a white solid. MS (ES+): m/z 322 (MH-H)+.

The synthetic route of 14394-70-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; TARGEGEN, INC.; WO2007/53452; (2007); A1;,
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Electric Literature of 7400-06-8 , The common heterocyclic compound, 7400-06-8, name is 6-Amino-5-(2,2-diethoxyethyl)pyrimidin-4-ol, molecular formula is C10H17N3O3, 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.

Step2 7H-Pyrrolo[2,3-d]pyrimidine-4-ol12.8M Hydrochloric acid (1.2 ml) was added to a suspension of 6-Amino-5-(2,2-diethoxy- ethyl)-pyrimidin-4-ol (2.23g 9.8 mmol) in water (60 ml) was stirred at ambient temperature for 2.5 hrs. The mixture was then cooled with an ice water bath and then filtered. The filtered solids were dried in vacuo to afford title compound as a yellow solid 1.2g (90percent).LC/MS: RT = 0.572 min; m/z = 158 [M+Na]+. Total run time 3.75 mins. 1H NMR (dbeta DMSO): delta 6.40 (dd, 1H); 7.03 (dd, 1 H); 7.82 (s, 1H); 11.74 (brs, 1H); 11.83 (brs, 1H).

The synthetic route of 7400-06-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; VERNALIS (R & D) LTD.; WO2007/104944; (2007); A1;,
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Synthetic Route of 55583-59-0 ,Some common heterocyclic compound, 55583-59-0, molecular formula is C4H4Cl2N4, 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.

To a suspension of compound 42 (1.29 g, 7.21 mmol) and 3,4-dimethoxyaniline 9 (919 mg, 6 mmol) in n-BuOH (30 mL) in an Ace Tube was added DIPEA (3.2 mL) and the reaction mixture was stirred at 125 C for 3 days. The mixture was allowed to cool to rt and subsequently concentrated in vacuo. The residue was purified by silica gel column chromatography (toluene:EtOAc 2:3 ? EtOAc) affording compound 43 (1.241 g, 65%) as an off-white solid. 1H NMR (d6-DMSO, 499.95 MHz): delta = 3.72 (s, 3 H, 4-OCH3), 3.77 (s, 3 H, 3-OCH3), 4.20 (bs, 2 H, 5-NH2), 5.84 (bs, 2 H, 2-NH2), 6.98 (d, 1 H, J5, 6 = 8.7, H-5), 7.23 (dd, 1 H, J6, 5 = 8.7, J6, 2 = 2.5, H-6), 7.44 (d, 1 H, J2, 6= 2.5, H-2), 8.20 (bs, 1 H, NH). 13C NMR (d6-DMSO, 150.92 MHz): delta = 55.62 (3-OCH3), 56.00 (4-OCH3), 106.03 (C-2), 112.18 (C-5), 112.36 (C-6), 114.07 (C-5), 133.89 (C-1), 142.82 (C-6), 144.45 (C-4), 148.66 (C-3), 152.65 (C-4), 155.54 (C-2). HRMS calcd for C12H15N5O2Cl m/z: 296.09088 (M+H)+, found 296.09094.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,55583-59-0, its application will become more common.

Reference:
Article; ?ala, Michal; Koegler, Martin; Pla?kova, Pavla; Mejdrova, Ivana; H?ebabecky, Hubert; Prochazkova, Eli?ka; Strunin, Dmytro; Lee, Gary; Birkus, Gabriel; Weber, Jan; Mertlikova-Kaiserova, Helena; Nencka, Radim; Bioorganic and Medicinal Chemistry Letters; vol. 26; 11; (2016); p. 2706 – 2712;,
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Application of 155-10-2, 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 155-10-2, name is 4-Amino-2-chloro-5-fluoropyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

To a solution of 4-fluorobenzyl alcohol (2.56 g, 20.3 mmol) in 1,4-dioxane (20 mL) was added 60% NaH (0.813 g, 20.3 mmol) in several portions over a period of 10 min. To the magnetically stirred solution was added 2-Chloro-5-fluoropyrimidin-4-amine* (2.00 g, 13.6 mmol) and the mixture was stirred at room temperature until gas evolution subsided. The reaction mixture was then heated in a CEM Discover microwave reactor at 120 C. for 90 min. The cooled reaction mixture was partitioned between ethyl acetate and water, the organic phase was concentrated, and the product was purified by column chromatography (hexane/ethyl acetate gradient) to yield 5-fluoro-2-(4-fluorobenzyloxy)pyrimidin-4-amine (1.66 g, 52% yield) as a white solid: mp 129-131 C.; 1H NMR (300 MHz, CDCl3) delta 7.91 (d, J=2.6 Hz, 1H), 7.42 (m, 2H), 7.03 (m, 2H), 5.27 (s, 2H), 5.05 (br s, 2H); MS (ESI) m/z 238 (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 155-10-2, 4-Amino-2-chloro-5-fluoropyrimidine.

Reference:
Patent; DOW AGROSCIENCES LLC; US2009/203647; (2009); A1;,
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Application of 1780-26-3, 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 1780-26-3, name is 2-Methyl-4,6-dichloropyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

I) Synthesis of N-(6-chloro-2-methylpyrimidin-4-yl)thiazol-2-amine To a cool (0 C.), stirring suspension of 2-aminothiazole (3.05 g, 0.0305 mol), 4,6-dichloro-2-methylpyrimidine (5.84 g, 0.0358 mol) in THF (50 mL) was added dropwise over 10 minutes via addition funnel a solution of t-BuOK (40 mL, 30% wt in THF, 0.1069 mol). The reaction was allowed to slowly warm to room temperature overnight. To the reaction was added water (40 mL) and the resulting clear solution was extracted with chloroform and then chloroform/methanol (4:1). The combined extracts were concentrated to near dryness to give a precipitate. The solid was collected by filtration to give the title material (3.559 g) as a solid. The filtrate was concentrated to dryness and the resulting solid was dissolved in boiling methanol and allowed to precipitate overnight aided with the addition of some water. The solid was collected by filtration, washed with water and air dried to give the title material (1.451 g) as a solid. The aqueous layer from the extraction was acidified with 10% HCl and a precipitate was formed. The solid was collected by filtration, washed with water to give the title material (1.559 g) as a solid. The solids were combined to give the title material (6.569 g, 95%). 1H NMR (400 MHz, DMSO-d6) delta (ppm): 2.53 (3H, s), 6.90 (1H, s), 7.21 (1H, d, J=3.5 Hz), 7.46 (1H, d, J=3.5 Hz), 11.87 (1H, s). LC/MS (M+H)+: 227, 229. HPLC ret. time (Condition E): 1.427 min.

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 1780-26-3, 2-Methyl-4,6-dichloropyrimidine.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; US2010/48581; (2010); A1;,
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In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 39889-94-6, name is 5-Amino-2-methylpyrimidine, the common compound, a new synthetic route is introduced below. Application In Synthesis of 5-Amino-2-methylpyrimidine

Intermediate 103A (170 mg) in DCM (2 mL) was added to 2-methylpyrimidin-5-amine (46.2 mg, 0.423 mmol) in DCM (1 mL), followed by addition of pyridine (0.14 mL, 1.76 mmol). The reaction mixture was stirred at room temperature for lh, at which time LCMS indicated a completion of reaction. The reactionmixture was diluted with EtOAc, washed with 0.5 N HC1. The organic layer was washed with brine, dried over sodium sulfate and concentrated. The crude was dissolved in DMSO and purified via preparative LC/MS (method A, 50-100% B over 10 minutes, then a 2-minute hold at 100% B). Fractions containing the desired product were combined and dried via centrifugal evaporation to yield Example 103 (80 mg, 43% yield) as a solid. ?HNMR (400MHz, chloroform-d) 8.78 (s, 2H), 8.63 (d, J1.5 Hz, 1H), 8.56 (s, 1H), 7.77(d, J0.9 Hz, 1H), 7.69 (d, J8.6 Hz, 1H), 7.13 (d, J=8.8 Hz, 1H), 4.64-4.49 (m, 4H), 4.32(dd, J=11.4, 6.6 Hz, 1H), 4.14 (s, 3H), 2.73 (s, 3H), 2.66 (s, 3H). LC-MS: method C, RT= 2.37 mm, MS (ESI) mlz: 531.1 (M+H) Analytical HPLC purity: 95%.

The synthetic route of 39889-94-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; ZHANG, Xiaojun; PRIESTLEY, Eldon Scott; HALPERN, Oz Scott; JIANG, Wen; REZNIK, Samuel Kaye; RICHTER, Jeremy M.; (545 pag.)WO2018/13776; (2018); A1;,
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Adding a certain compound to certain chemical reactions, such as: 22536-67-0, 2,5-Dichloropyrimidine, 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, Recommanded Product: 2,5-Dichloropyrimidine, blongs to pyrimidines compound. Recommanded Product: 2,5-Dichloropyrimidine

Step A: 5 -chloro-2-(methylsulfanyl)pyrimidine: A stirred solution of 2,5 -dichloropyrimidine(2.0 g, 13 mmol) in DMF (10 mL) was treated with sodium thiomethoxide (1.0 g, 15 mmol).After 2h, the solution was diluted with brine and extracted with EtOAc. The organic layer wasremoved, dried over Mg504, filtered and concentrated giving rise to an oil. The oil was usedcrude in next step.

The synthetic route of 22536-67-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK SHARP & DOHME CORP; TANG, Haifeng; PIO, Barbara; JIANG, Jinlong; PASTERNAK, Alexander; DONG, Shuzhi; FERGUSON, Ronald Dale, II; GUO, Zack Zhiqiang; CHOBANIAN, Harry; FRIE, Jessica; GUO, Yan; WU, Zhicai; YU, Yang; WANG, Ming; WO2015/17305; (2015); A1;,
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Application of 165807-05-6, Adding some certain compound to certain chemical reactions, such as: 165807-05-6, name is 4-Dimethoxymethylpyrimidin-2-ylamine,molecular formula is C7H11N3O2, 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 165807-05-6.

General procedure: Reactions were performed with 0.30 mmol of4-(dimethoxymethyl)pyrimidin-2-amine (1a), 0.30 mmol of aldehyde 2, 0.30 mmol of malonate 3 in 3.0mL of p-xylene in the presence of 20 molpercent catalyst A1 or A5 at 50 °C and stirred for 48?60 h. Aftercompletion of the reaction (as observed by TLC), the crude product was purified by preparative TLC(GF254 silica gel: hexane/EtOAc = 5/1), which yielded the target product

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. 165807-05-6, 4-Dimethoxymethylpyrimidin-2-ylamine, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Bai, Song; Liu, Shan; Zhu, Yunying; Wei, Xian; Zhao, Kunhong; Li, Weihua; Wu, Qin; Heterocycles; vol. 96; 8; (2018); p. 1383 – 1397;,
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Adding a certain compound to certain chemical reactions, such as: 10132-07-7, 4-Amino-2,6-dichloropyrimidine, 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, COA of Formula: C4H3Cl2N3, blongs to pyrimidines compound. COA of Formula: C4H3Cl2N3

2,6-Dichloro-pyrimidin-4-ylamine and 3-bromo-2-oxo-propionic acid ethyl ester were reacted to provide 5,7-dichloro-imidazo[1,2-c]pyrimidine-2-carboxylic acid ethyl ester. The title compound was prepared from 5,7-dichloro-imidazo[1,2-c]pyrimidine-2-carboxylic acid ethyl ester and 5-methyl-1H-pyrazol-3-ylamine according to the procedure described in Scheme 7. 1H NMR (400 MHz, DMSO) 10.81 (s, 1H) 9.10 (s, 1H) 7.10 (s, 1H) 6.48 (s, 1H) 4.37 (q, J=7.2 Hz 2H) 2.28 (s, 3H) 1.33 (t, J=7.2 Hz, 3H). [M+H] calc’d for C13H14ClN6O2, 321; found, 321.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,10132-07-7, 4-Amino-2,6-dichloropyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; Dong, Qing; Hosfield, David J.; Paraselli, Bheema R.; Scorah, Nicholas; Stafford, Jeffrey A.; Wallace, Michael B.; Zhang, Zhiyuan; US2006/84650; (2006); A1;,
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Adding a certain compound to certain chemical reactions, such as: 36082-50-5, 5-Bromo-2,4-dichloropyrimidine, 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, category: pyrimidines, blongs to pyrimidines compound. category: pyrimidines

To a stirred solution of 5-bromo-2,4-dichloropyrimidine (500 mg, 2.19 mmol) in MeOH (5 mL) was added a 30% solution of sodium methoxide (0.40 mL, 2.26 mmol). The reaction mixture was stirred at RT for 2 h then concentrated. The residue was dissolved in water (5 mL) and extracted with EA (3 x 5 mL). The combined organic layer was washed with brine, dried over MgS04 and concentrated to afford 432 mg (88%) of 5-bromo-2-chloro-4-methoxypyrimidine as white solid. LCMS- ESI (m/z) calculated for C5H4BrClN20: 223.4; found 224.2 [M+H]+, tR = 7.66 min. (Method 2).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,36082-50-5, 5-Bromo-2,4-dichloropyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; RECEPTOS, INC.; BOEHM, Marcus, F.; MARTINBOROUGH, Esther; MOORJANI, Manisha; TAMIYA, Junko; HUANG, Liming; YEAGER, Adam, R.; BRAHMACHARY, Enugurthi; FOWLER, Thomas; NOVAK, Andrew; MEGHANI, Premji; KNAGGS, Michael; WO2013/90454; (2013); A2;,
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