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. 3073-77-6, name is 2-Amino-5-nitropyrimidine. This compound has unique chemical properties. The synthetic route is as follows. COA of Formula: C4H4N4O2

EXAMPLE 105. Synthesis of (5-Nitro-Pyrimidin-2-vI)-Phenyl-Amine (Intermediate54154[0306] A suspension of 5-nitro-pyrimidin-2-ylamine (0.10 g, 0.71 mmol), bromobenzene (0.15 g, 0.96 mmol), Pd(OAc)2 (13 mg, 0.057 mmol), Xantphos (67 mg, 0.12 mmol) and potassium tert-butoxide (0.22 g, 2.0 mmol) in DMF (3 mL) was sealed in a microwave reaction tube and irradiated with microwave at 140 0C 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 crude product used in the next step without further purification.

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, 3073-77-6, 2-Amino-5-nitropyrimidine.

Reference:
Patent; TARGEGEN, INC.; WO2008/8234; (2008); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 56745-01-8, 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 56745-01-8, name is 5-Bromo-2,4-dichloro-6-methylpyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

To Compound Q4a (15 g, 62 mmol) at 0 C. was added Et3N and aminoacetaldehyde dimethyl acetal (9.8 g, 93 mmol), the reaction mixture was then warmed to RT, stirred at RT for 12 h. Crashed out product was then filtered, washed with hexane, dried over high vacuum to afford crude product Compound Q4b. LCMS ESI+ calc’d for C9H13BrClN3O2: 310.0 [M+H+]. found: 310.1 [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 56745-01-8, 5-Bromo-2,4-dichloro-6-methylpyrimidine.

Reference:
Patent; Gilead Sciences, Inc.; Chin, Gregory; Clarke, Michael O’ Neil Hanrahan; Han, Xiaochun; Hansen, Tim; Hu, Yunfeng Eric; Koltun, Dmitry; McFadden, Ryan; Mish, Michael R.; Parkhill, Eric Q.; Sperandio, David; Xu, Lianhong; Yang, Hai; (199 pag.)US2020/108071; (2020); 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.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.name: 6-Chloro-N4-methylpyrimidine-2,4-diamine

To a mixture of beta-chloro-Lambda^-methyl^^-pyrimidinediamine (500 mg, 3.15 mmol), 2-acetyl- 4-(4,4,5,5-tetramethyl-1 ,3,2-dioxaborolan-2-yl)-1 ,2-dihydroindazolo[4,3- 6c][1 ,5]benzoxazepine (1.60 g, 4.10 mmol), tricyclohexylphosphine (22 mg, 0.08 mmol), and K2CO3 (1.31 g, 9.45 mmol) in 1 ,4-dioxane (4 mL) and water (6 mL) was added Pd2(dba)3 (27 mg, 0.03 mmol) under nitrogen, and the reaction mixture was heated for 40 minutes at 140 0C in a microwave reactor. The mixture was cooled to room temperature and filtered, and the resulting solid was washed with EtOAc and purified by reverse phase chromatography (gradient: 30% CH3CN/H2O to 40% CH3CN/H2O w/0.5% TFA) to afford a TFA salt of the title compound (169 mg, 16%) as a yellow solid. LC-MS (ES) m/z = 346 [M+H]+. 1H NMR (400 MHz, DMSOd6): delta 2.95 – 2.96 (d, J = 4.4 Hz, 3H), 6.46 (s, 1 H), 6.89 – 6.97 (m, 1 H), 7.03 (s, 1 H), 7.07 – 7.11 (m, 1 H), 7.26 – 7.30 (m, 2H), 7.47 (s, 1 H), 8.74 (bs, 1 H), 9.65 (s, 1 H), 12.14 (bs, 1 H), 12.68 (s, 1 H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1005-37-4, 6-Chloro-N4-methylpyrimidine-2,4-diamine, and friends who are interested can also refer to it.

Reference:
Patent; GLAXOSMITHKLINE LLC; AXTEN, Jeffrey, Michael; BRADY, Gerald, Patrick, Jr.; GALLAGHER, Timothy, Francis; HEERDING, Dirk, A.; MEDINA, Jesus, Raul; ROMERIL, Stuart, Paul; WO2010/120854; (2010); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 10457-14-4 ,Some common heterocyclic compound, 10457-14-4, molecular formula is C10H20N2O2Si2, 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 suspension of uracil (422 mg, 3.76 mmol) was treated with hexamethyldisilazane (HMDS, 21 mL) and a catalytic amount of ammonium sulfate during 17 hours under reflux. After cooling to room temperature, the mixture was evaporated under reduced pressure, and the residue, obtained as a colorless oil, was diluted with anhydrous 1,2-dichloroethane (7.5 mL). To the resulting solution was added 7 (0.99 g, 2.51 mmol) in anhydrous 1,2-dichloroethane (14 mL), followed by addition of trimethylsilyl trifluoromethanesulfonate (TMSTf, 0.97 mL, 5.02 mmol). The solution was stirred for 2.5 hours at room temperature under argon atmosphere, then diluted with chloroform (150 mL), washed with the same volume of a saturated aqueous sodium hydrogen carbonate solution and finally with water (2×100 mL). The organic phase was dried over sodium sulfate, then evaporated under reduced pressure. The resulting crude material was purified by silica gel column chromatography [eluent: stepwise gradient of methanol (0-2%) in chloroform] to afford pure 8 (1.07 g, 95%) as a foam. 1H-NMR (DMSO-d6): delta11.48 (s, 1H, NH), 8.1-7.5 (m, 6H, C6H5CO and H-6), 5.94 (d, 1H, H-1′, J1′-2’=3.3 Hz), 5.61 (m, 3H, H-5, H-2′ and H-3′), 4.47 (d, 1H, H-5′, J5′-5=11.7 Hz), 4.35 (d, 1H, H-5, J5-5’=11.7 Hz), 2.12 (s, 3H, CH3CO2), 2.09 (s, 3H, CH3CO2), 1.38 (s, 3H, CH3); MS (matrix GT): FAB>0 m/z 893 (2M+H)+, 447 (M+H)+, 335 (S)+, 113 (BH2)+, 105 (C6H5CO)+, 43 (CH3CO)+ FAB<0 m/z 891 (2M-H)-, 445 (M-H)-, 121 (C6H5CO2)-, 111 (B)-, 59 (CH3CO2)-. These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,10457-14-4, its application will become more common. Reference:
Patent; Gosselin, Gilles; Imbach, Jean-Louis; Sommadossi, Jean-Pierre; US2004/6007; (2004); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 109-12-6, 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. 109-12-6, name is Pyrimidin-2-amine. A new synthetic method of this compound is introduced below.

General procedure: Alcohol (1.00 mmol)and amine (1.10 mmol) were weighed into an oven-dried Schlenkflask containing 4A molecular sieves (60 mg). tBuOK (0.50 mmol)was added, followed by dry toluene (0.50 mL). The mixture wasput under an atmosphere of nitrogen, and catalyst (0.01 mmol)was added before stoppering the flask and immersing it in a pre-heated oil bath (110C) for 48 h. Then, the solvent was evaporatedand the crude solid was purified by column chromatography using petroleum ether and triethylamine. The analytical data of all products are consistent with the data reported in literature [6j,8,11e].

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,109-12-6, its application will become more common.

Reference:
Article; Zhu, Xiao-Han; Cai, Li-Hua; Wang, Chen-Xi; Wang, Ya-Nong; Guo, Xu-Qing; Hou, Xiu-Feng; Journal of Molecular Catalysis A: Chemical; vol. 393; (2014); p. 134 – 141;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 69034-12-4, 2-Chloro-5-(trifluoromethyl)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, name: 2-Chloro-5-(trifluoromethyl)pyrimidine, blongs to pyrimidines compound. name: 2-Chloro-5-(trifluoromethyl)pyrimidine

A solution of example 72a (12.2 g, 33.9 mmol), Nu,Nu-Diisopropylethylamine (11.6 ml, 67.8 mmol) and 2-Chloro-5-(Trifluoromethyl)pyrimidine (6.8 g, 37.3 mmol) in 100 ml of anhydrous DMSO is heated at 100C and stirred 30 minutes. After cooling to room temperature, water is added and the new formed precipitate is filtered and washed with water and with n-hexane. The solid is dissolved in EtOAc and washed with 10% aqueous citric acid solution; the organic layer is separated, dried over anhydrous Na2S04 and concentrated under reduced pressure. The residue is suspended in diethylether and filtered; then the resulting solid is purified by silica flash chromatography, using cyclohexane/EtOAc 1 : 1 to 20:80 as eluent, to obtain the title compound (15.0 g, 88% yield). HPLC-MS (Method 10): Rt MS (ES+): m/z = 505 [M+H]+ Chiral HPLC (Method 9): Rt = 10.88 min

The synthetic route of 69034-12-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; HOENKE, Christoph; GIOVANNINI, Riccardo; LESSEL, Uta; ROSENBROCK, Holger; SCHMID, Bernhard; WO2015/55698; (2015); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 4595-61-3 ,Some common heterocyclic compound, 4595-61-3, molecular formula is C5H4N2O2, 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) 5-pyrimidyl carboxylic acid, 1.9 gm, was added to 30 ml of methylene chloride. 2.4 gm of carbonyldimidazole was added to the system. The system was stirred at room temperature for 3 hours to form the 5-pyrimidyl carboxylic acid imidazolide.

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. 4595-61-3, Pyrimidine-5-carboxylic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Chevron Research Company; US4504484; (1985); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 69034-12-4 , The common heterocyclic compound, 69034-12-4, name is 2-Chloro-5-(trifluoromethyl)pyrimidine, molecular formula is C5H2ClF3N2, 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.

Step 6: To a stirred mixture of B-1.19 (1.88 g, 9.29 mmol) and DIPEA (2.50 mL, 14.6 mmol) in NMP (20 mL) is added at RT under a nitrogen atmosphere B-1.20 (2.20 g, 12.1 mmol). The mixture is stirred in microwave at 100C for 30 min. The mixture is poured into H20 and extracted with EA. The organic phase is separated, washed with citric acid (10% aq. solution) and H20. The organic layer is dried and concentrated. The residue is purified by flash column chromatography on silica gel (using a solvent mixture of n-hexane/EA 80/20) to get 2.7 g of B- 1.21. ESI-MS: 349 [M+H]+; HPLC (Rt): 1.34 min (method P).

The synthetic route of 69034-12-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; RIETHER, Doris; FERRARA, Marco; HEINE, Niklas; LESSEL, Uta; NICHOLSON, Janet Rachel; PEKCEC, Anton; SCHEUERER, Stefan; (69 pag.)WO2017/178341; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 31575-35-6 ,Some common heterocyclic compound, 31575-35-6, molecular formula is C4H3FN2, 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.

Example 182 N-(3-Chloro-4-fluorophenyl)-N’-hydroxy-2-((pyrimidin-2-ylamino)methyl)-1H-imidazo[4,5-b]pyridine-7-carboximidamide A solution of (7-(4-(3-chloro-4-fluorophenyl)-5-oxo-4,5-dihydro-1,2,4-oxadiazol-3-yl)-1-(methylsulfonyl)-1H-imidazo[4,5-b]pyridin-2-yl)methyl methanesulfonate (59 mg, 0.114 mmol) in acetonitrile (3 mL) was treated with ammonia (0.5 M solution in dioxane, 1.9 mL, 0.97 mmol) and stirred at room temperature overnight. The solution was then divided into two batches of equal volume. One of the batches was concentrated under reduced pressure and the resulting residue taken up in DMSO (1 mL). The solution was treated with N,N-diisopropylethylamine (0.061 mL, 0.35 mmol) followed by 2-fluoropyrmidine (23 mg, 0.23 mmol) and stirred for at room temperature for 48 h. The mixture was then treated with water (1 mL) and 2 M sodium hydroxide (0.5 mL) and stirred for 15 min, then acidified acetic acid, diluted with dimethyl sulfoxide, and purified by reverse phase preparative HPLC to provide the desired product. C18H14ClFN8O. 413.1 (M+1).

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. 31575-35-6, 2-Fluoropyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Gilead Sciences, Inc.; Bartlett, Mark J.; Codelli, Julian Andrew; Corkey, Britton Kenneth; Cosman, Jennifer Leigh; Elbel, Kristyna; Loyer-Drew, Jennifer Alissa; Sperandio, David; Van Veldhuizen, Joshua; Yang, Hai; Yeung, Suet Chung; (251 pag.)US2016/333009; (2016); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 914612-23-0, 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. 914612-23-0, name is 6-Benzyl-4-chloro-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidine, molecular formula is C14H14ClN3, 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.

Alternative synthesis for (S)-3-(6-Benzyl-5,6, 7,8-tetrahvdro-Dyrido[4,3-dlDyrimidin-4-yloxy)- Dyrrolidine-1 -carboxylic acid tert-butyl ester; To a solution of (S)-3-hydroxypyrrolidine-1 – carboxylic acid tert-butyl ester (6.21 g, 33.16 mmol) and 6-benzyl-4-chloro-5,6,7,8-tetrahydro-pyrido[4,3-d]pyrimidine (9 g, 34.65 mmol) in 2-Me-THF (100 ml.) was added under nitrogen tBuOK (8.17 g, 72.95 mmol). The mixture was stirred at rt for 25 min. The mixture was quenched with H20. The organic layer was washed with brine. The resulting organic solution was concentrated in vacuo to provide (S)- 3-(6-benzyl-5, 6, 7, 8-tetrahydro-pyrido[4,3-d]pyrimidin-4-yloxy)-pyrrolidine-1 -carboxylic acid tert-butyl ester (12.6 g, 89% yield) as a yellow gum.

According to the analysis of related databases, 914612-23-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; NOVARTIS AG; COOKE, Nigel Graham; FERNANDES GOMES DOS SANTOS, Paulo; GRAVELEAU, Nadege; HEBACH, Christina; HOeGENAUER, Klemens; HOLLINGWORTH, Gregory; SMITH, Alexander Baxter; SOLDERMANN, Nicolas; STOWASSER, Frank; STRANG, Ross; TUFILLI, Nicola; VON MATT, Anette; WOLF, Romain; ZECRI, Frederic; WO2012/4299; (2012); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia