Tag: M.W:200-300

Adding a certain compound to certain chemical reactions, such as: 444731-75-3, N-(2-Chloropyrimidin-4-yl)-N,2,3-trimethyl-2H-indazol-6-amine, 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, 444731-75-3, blongs to pyrimidines compound. Recommanded Product: 444731-75-3

To a solution of Intermediate Example 4 (200 mg, 0.695 mmol) and 5-amino-2- methylbenzenesulfonamide (129.4 mg, 0.695 mmol) in isopropanol (6 ml) was added 4 drops of cone. HCI. The mixture was heated to reflux overnight. The mixture was cooled to rt and diluted with ether (6 ml). Precipitate was collected via filtration and washed with ether. The hydrochloride salt of 5-({4-[(2,3-dimethyl-2H-indazol~6- yl)(methyl)amino]-pyrimidin-2-yl}amino)-2-methylbenzenesulfonamide was isolated as an off-white solid. 1H NMR (400 MHz, d6DMSO+NaHCO3) delta 9.50 (br s, 1 H), 8.55 (br s, 1 H), 7.81 (d, J= 6.2 Hz, 1 H), 7.75 (d, J = 8.7 Hz1 1 H), 7.69 (m, 1 H), 7.43 (s, 1 H), 7.23 (S1 2H), 7.15 (d, J= 8.4 Hz1 1H), 6.86 (m, 1 H), 5.74 (d, J= 6.1 Hz, 1 H), 4.04 (s, 3H), 3.48 (S1 3H)1 2.61 (s, 3H)1 2.48 (s, 3H). MS (ES+, m/z) 438 (M+H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,444731-75-3, its application will become more common.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2007/64753; (2007); A2;,
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

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

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

Application of 90213-67-5, 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.90213-67-5, name is 2,4-Dichloro-7-methyl-7H-pyrrolo[2,3-d]pyrimidine, molecular formula is C7H5Cl2N3, molecular weight is 202.04, as common compound, the synthetic route is as follows.

General procedure: A solution of 1 (400 mg, 1.98 mmol) in anhydrous toluene (10 mL)was flushed with Ar and Pd(PPh3)2Cl2 (14.0 mg, 0.02 mmol), AsPh3(24.5 mg, 0.08 mmol) and the corresponding (arylethynyl)tributylstannane(2.38 mmol) were added. The mixture was stirred under Ar at 80 C for 2 h. After cooling, the mixture was poured into aq K2CO3 solution (0.5 M, 25 mL) containing CsF (50 mg), stirred for 30 min and then extracted with CHCl3. The extract was dried over Na2SO4, filtered and the CHCl3 removed on a rotary evaporator. The residue was purified by column chromatography (CHCl3) to afford 2a-h.

The chemical industry reduces the impact on the environment during synthesis 90213-67-5, I believe this compound will play a more active role in future production and life.

Reference:
Article; Bucevicius, Jonas; Tumkevicius, Sigitas; Synthesis; vol. 47; 14; (2015); p. 2100 – 2112;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 7627-44-3, 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. 7627-44-3, name is 2,4-Dichloro-5-(iodomethyl)pyrimidine, molecular formula is C5H3Cl2IN2, 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.

A mixture of 2,4-dichloro-5-(iodomethyl)pyrimidine 2 (7.0 g, 24.2 mmol), 2,6- dimethylaniline (3.8 g, 31.4 mmol), K2CO3 (5.0 g, 36.2 mmol) in acetone (60 mL) was stirred at 55 C overnight. The solvent was removed and the residue was extracted with EtOAc (150 mL x 3). The combined organic phase was washed with brine (80 mL x 3), dried with Na2S04, filtered, and concentrated. The residue was purified by column chromatography on silica gel (petroleum ether / EtOAc = 8/1, 4/1, 1/1) to get N-((2,4-dichloropyrimidin-5- yl)methyl)-2,6-dimethylaniline 3 as a light brown solid (4.5 g, yield 66%). LCMS (m/z): 282.3 [M + H]+.

According to the analysis of related databases, 7627-44-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; THE GENERAL HOSPITAL CORPORATION; DANA-FARBER CANCER INSTITUTE, INC.; MURAKAMI, Ryo; FISHER, David, E.; MUJAHID, Nisma; GRAY, Nathanael, S.; (0 pag.)WO2018/160774; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 10457-14-4, 2,4-Bis((trimethylsilyl)oxy)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, 10457-14-4, blongs to pyrimidines compound. SDS of cas: 10457-14-4

The reaction mixture of the compound 3 (18.0 g, 33.8 mmol) obtained in the step 2, 2,4-bis((trimethylsilyl)oxy)pyrimidine (15.2 g, 59.2 mmol) and silver trifluoromethanesulfonate (AgOTf) (13.0 g, 50.9 mmol) in acetonitrile (MeCN)/ 1,2-dichloroethene (DCE) (163 mL/163 mL) was stirred at 100 C for 5 h, cooled down to 25 C and quenched with brine. The precipitates were filtered off and the filtrate was extracted with DCM. The organic layer was dried over MgSO4, filtered and evaporated. The residue was purified by silica gel column chromatography (DCM : EtOAc = 5 : 1) to give the compound 4 (14.5 g, 64%) as a yellow solid. 1H NMR (400 MHz, CDC13) delta 8.47 (br s, 1 H), 8.07-7.92 (m, 6 H), 7.70 (d, J= 8.4 Hz, 1 H), 7.62-7.53 (m, 3 H), 7.48-7.34 (m, 6 H), 6.33 (d, J= 5.6 Hz, 1 H), 5.88 (t, J= 5.6 Hz, 1 H), 5.61 (d, J= 8.4 Hz, 1 H), 5.07-5.04 (m, 1 H), 4.93 (dd, J= 13.2, 2.8 Hz, 1 H), 4.58 (dd, J= 12.8, 3.2 Hz, 1 H).

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; KAINOS MEDICINE, INC.; SHIN, Sunmi; KIM, Hyangmi; OH, Su-Sung; WO2015/72784; (2015); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 87591-74-0, 2-(Chloromethyl)-6-methyl-4H-pyrido[1,2-a]pyrimidin-4-one, 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, Safety of 2-(Chloromethyl)-6-methyl-4H-pyrido[1,2-a]pyrimidin-4-one, blongs to pyrimidines compound. Safety of 2-(Chloromethyl)-6-methyl-4H-pyrido[1,2-a]pyrimidin-4-one

A solution of 1H-benzo[d]imidazole (58.9 mg, 0.499 mmol), 2-(chloromethyl)-6-methyl-4H-pyrido[1,2-a]pyrimidin-4-one (CAS 87591-74-0, 104.9 mg, 0.503 mmol), and powdered potassium carbonate (104.9 mg, 0.759 mmol) in DMF (2.50 mL) was stirred in a sealed tube at room temperature for 64 hours. The solution was diluted with methanol to 5 mL, filtered, and purified by reverse-phase HPLC to give 8 (32.07 mg, 22%) as a white solid. 1H NMR (400 MHz, DMSO-d6) ppm 2.88 (s, 3 H) 5.43 (s, 2 H) 5.81 (s, 1 H) 6.91 (d, J=6.82 Hz, 1 H) 7.19 – 7.27 (m, 2 H) 7.33 – 7.37 (m, 1 H) 7.54 – 7.59 (m, 1 H) 7.63 – 7.70 (m, 2 H) 8.35 (s, 1 H). HRMS: [M+H]+ calc. 291.124038, found 291.12374, error -1.02 ppm.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,87591-74-0, 2-(Chloromethyl)-6-methyl-4H-pyrido[1,2-a]pyrimidin-4-one, and friends who are interested can also refer to it.

Reference:
Article; Guo, Chuangxing; Linton, Angelica; Jalaie, Mehran; Kephart, Susan; Ornelas, Martha; Pairish, Mason; Greasley, Samantha; Richardson, Paul; Maegley, Karen; Hickey, Michael; Li, John; Wu, Xin; Ji, Xiaodong; Xie, Zhi; Bioorganic and Medicinal Chemistry Letters; vol. 23; 11; (2013); p. 3358 – 3363;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 22276-95-5 , The common heterocyclic compound, 22276-95-5, name is 5-Bromo-4-chloro-7H-pyrrolo[2,3-d]pyrimidine, molecular formula is C6H3BrClN3, 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 solution of 5-bromo-4-cUoro-7H-pyrrolo[2 -d]pyrirnidine D3 (l.OOg) inDMF (10 mL) at 0 C was added sodium hydride (0.224 g, 5.59 mmol) and the mixture stirred for 20 minutes, Benzenesulfonyl chloride (0.66 mL, 5.16 mmol) was then added dropwise and the reaction mixture stirred in the cool bath for 1 hour. The mixture was poured onto water (140 mL) and the precipitate filtered, washed with water and dried in a vacuum oven to give D5 (1.60 g) as an off white solid, lH NMR (CDC13) delta 8.77 (1H, s), 8.23 (2H, dd), 7.85 (1H, s), 7.70 (1H, m), 7.59 (2H, ddd), MS(ES+) 372 [M(Ci2H779Br35Cl 302S)+H]+. The crude product was used without further purification into the preparation of D6..

The synthetic route of 22276-95-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CONVERGENCE PHARMACEUTICALS LIMITED; WITTY, David R.; NORTON, David; TIERNEY, Jason Paul; LORTHIOIR, Ghislaine; SIME, Mairi; PHILPOTT, Karen Louise; WO2012/80735; (2012); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 148550-51-0, 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 148550-51-0, name is Ethyl 2-(methylsulfonyl)pyrimidine-5-carboxylate. This compound has unique chemical properties. The synthetic route is as follows.

Using Procedure Y-3 (Table 5) with compound 473 the title compound 474 was obtained (85 mg, 18percent) as a clear oil. MS (m/z): 353.5 (M+3)

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 148550-51-0, Ethyl 2-(methylsulfonyl)pyrimidine-5-carboxylate.

Reference:
Patent; Forum Pharmaceuticals, Inc.; Rogers, Kathryn; Patzke, Holger; (315 pag.)US2017/749; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia