Tag: M.W:200-300

Application of 171408-73-4, 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. 171408-73-4, name is 2,5-Dibromo-4-methylpyrimidine, molecular formula is C5H4Br2N2, 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.

Sodium hydride (0.128g, 60% disp. in oil) was added to a stirred solution of 2-methyl- 1,2, 5-thiadiazolidine 1, 1-dioxide (0.433g) in THF (10ml). DMF (10ml) was added and the mixture heated at 80C for 5min then a solution of the product from step (i) (0.8g) in DMF (SML) was added. The mixture was heated at 60C for 10MIN, poured into water (100ml), acidified with citric acid and extracted with ethylacetate. The organics were evaporated under reduced pressure and the residue purified by chromatography on silica eluting with diethylether, yield 0.58g. 1H NMR CDC13 : 8 8.50 (s, 1H), 4.05 (t, 2H), 3.45 (t, 2H), 2.87 (s, 3H), 2.58 (s, 3H). MS: APCI (+ve) 307/9

According to the analysis of related databases, 171408-73-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ASTRAZENECA AB; WO2004/89885; (2004); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 32779-37-6, 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 32779-37-6, name is 2,5-Dibromopyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

j0120] To a solution of2-(4-fluorophenyl)ethanol (0.566 g) in TRF (10 mE) was added NaR (0.269 g). The mixture was stirred at room temperature for 2 hours, before 2,5-dibro- mopyrimidine (0.8 g) was added. The mixture was stirred at room temperature for 16 h. The reaction was quenched with water and extracted with EtOAc (2×20 mE). The organic layers were combined, dried over MgSO4 and concentrated under vacuum. The residue was purified by silica gel column (Rex/EtOAc=1 00:5) to give 5-bromo-2-(4-fluoropheneth- oxyl)pyrimidine (0.7 g). ECMS (M+R)=297.0.

According to the analysis of related databases, 32779-37-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Bristol-Myers Squibb Company; Naidu, B. Narasimhulu; Patel, Manoj; Romine, Jeffrey Lee; St. Laurent, Denis R.; Wang, Tao; Zhang, Zhongxing; Kadow, John F.; US2015/232463; (2015); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 2972-52-3, 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.2972-52-3, name is 2,4-Dichloro-5-pyrimidinecarbonyl chloride, molecular formula is C5HCl3N2O, molecular weight is 211.43, as common compound, the synthetic route is as follows.

Amberlyst A-21 ion exchange resin (1. 8 g) was added to a solution of 2,4- DICHLOROPYRIMIDINE-5-CARBONYL chloride (18.3 g, 86. 6 mmol) in ethyl acetate (400 mL). More ethyl acetate (50 mL) was added and 2,6-dimethylaniline (10.5 g, 10.7 mL, 86. 6 mmol) was added dropwise at room temperature. The reaction mixture was heated at 50 C overnight then cooled and quenched with water and extracted extracted with ethyl acetate (3 x 100 mL). The organic layer was washed with 1 N HC1 (30 mL), 1 M NaOH (30 mL) and brine (30 mL). The organic layer was then dried on sodium sulfate, filtered and concentrated in vacuo. The crude product was washed with dichloromethane (2 X 30 ML) to afford the title compound as a pale yellow solid NMR (400 MHz, CDC13) : 9. 08 (1H, s), 7.71 (1H, s), 7.15-7. 23 (3H, m), 2.32 (6H, s); 13C NMR (400 MHz, CDC13) : 19.12, 127.56, 128. 78, 129.00, 132.75, 135.81, 158. 61,160. 25,162. 23,162. 41; MS: 296 [M+H+]

Statistics shows that 2972-52-3 is playing an increasingly important role. we look forward to future research findings about 2,4-Dichloro-5-pyrimidinecarbonyl chloride.

Reference:
Patent; AMGEN INC.; WO2005/9443; (2005); 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.1211443-61-6, name is 2-Chloro-7-cyclopentyl-N,N-dimethyl-7H-pyrrolo[2,3-d]pyrimidine-6-carboxamide, molecular formula is C14H17ClN4O, molecular weight is 292.76, as common compound, the synthetic route is as follows.SDS of cas: 1211443-61-6

2-Chloro-7-cyclopentyl-N,N-dimethyl-7H-pyrrolo[2,3-d]pyrimidin-6-carboxamide (500 mg, 1.71 mmol) was suspended in 20 mL of 1,4 – in dioxane,2-Amino-5-nitropyridine (356 mg, 2.56 mmol), Pd(OAc) 2 (9.6 mg, 0.043 mmol),BINAP (53 mg, 0.09 mmol) and Cs2CO3 (834 mg, 2.56 mmol) were applied to argon for 3 times and warmed to 100 C overnight.After cooling to room temperature, the reaction mixture was concentrated under reduced pressure.The crude silica gel column was chromatographed to give 200 mg of desired product 3-7.Yellow solid with a yield of 30%.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1211443-61-6, 2-Chloro-7-cyclopentyl-N,N-dimethyl-7H-pyrrolo[2,3-d]pyrimidine-6-carboxamide, and friends who are interested can also refer to it.

Reference:
Patent; Nankai University; Xiang Rong; Fan Yan; Li Yongtao; Guo Qingxiang; Huang Zhi; Wang Xin; Zhang Chao; Liu Yanhua; (32 pag.)CN108929324; (2018); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 696-07-1, Adding some certain compound to certain chemical reactions, such as: 696-07-1, name is 5-Iodouracil,molecular formula is C4H3IN2O2, 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 696-07-1.

General procedure: To a solution of 5-iodopyrimidine (0.84 mmol) in anhydrous DMF (7 mL) were added the terminal alkyne (2.5 mmol), Pd(PPh3)4 (0.08 mmol), CuI (0.08 mmol) and Et3N [or (iPr)2EtN] (1.68 mmol). Method A: The reaction mixture was stirred at room temperature overnight. The extent of the reaction was monitored by TLC and the solvent was evaporated in vacuo and the residue purified by column chromatography (initial eluent CH2Cl2, then CH2Cl2/MeOH = 40:1) to afford 1-10a and 1-6b. Method B: The synthesis was carried out at 50 C for 30 min under microwave irradiation (300 W, 1 bar, Milestone start S microwave oven). Purification by column chromatography (initial eluent CH2Cl2, then CH2Cl2/MeOH = 40:1) afforded compounds 1-10a and 1-6b.

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. 696-07-1, 5-Iodouracil, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Kraljevi?, Tatjana Gazivoda; Bistrovi?, Andrea; Dedi?, Matea; Paveli?, Sandra Kraljevi?; Sedi?, Mirela; Rai?-Mali?, Silvana; Tetrahedron Letters; vol. 53; 38; (2012); p. 5144 – 5147;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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. 1013916-37-4, name is 2-Chloro-8-cyclopentyl-5-methylpyrido[2,3-d]pyrimidin-7(8H)-one, molecular formula is C13H14ClN3O, 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. COA of Formula: C13H14ClN3O

Add to dry and clean 2000ml reaction bottle8-cyclopentyl-5-methyl-2-chloro-8H-pyrido[2,3-d]pyrimidinePyridin-7-one (Formula 7) 60g, dissolved in 600g of dichloromethane,Add 90 g of sodium acetate and add 6.0 g of acetic acid.Add 100.0 g of bromine at 0-20 ,After the addition is completed,Stirring reaction for 5 hours,After TLC monitors the reaction of the raw materials,An aqueous solution of 15% sodium hydrogen sulfite in an amount of 800 g was added dropwise.Until the reddish brown bromine was completely destroyed,Stir, dispense,The organic layer is washed twice with water.Wash once again with saturated brine.Distilled under reduced pressure until no flow,Beating with ethanol-water (300g 300g) for 2h,Filtering,The target compound was obtained 65.7g,The yield is 84.28%.The purity of 99.5% of the compound of formula 9 is 0.07%.The compound of formula 10 is present in an amount of 0.01%.

With the rapid development of chemical substances, we look forward to future research findings about 1013916-37-4.

Reference:
Patent; Guang’an Kaite Pharmaceutical Co., Ltd.; Zhang Yaochun; Zhou Fuwei; Liu Xinjun; Zuo Xiaoyong; Zhou Xudong; (11 pag.)CN109320511; (2019); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 57054-92-9, 5-Bromo-2-chloro-4-methoxypyrimidine, 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, Product Details of 57054-92-9, blongs to pyrimidines compound. Product Details of 57054-92-9

To a mixture of (1S,2R)-2-(4-amino-3-cyclopropyl-pyrazol-1-yl)cyclopropanecarbonitrile (0.1 g, 531.27 mumol) and 5-bromo-2-chloro-4-methoxy-pyrimidine (119 mg, 531.27 mumol) in 1,4-dioxane (2 mL) was added p-TsOH.H2O (30 mg, 159.38 mumol) at 20 C. under N2. The mixture was stirred at 85 C. for 4 h. The mixture was poured into aq. NaHCO3 (5 mL) and extracted with EtOAc (3*5 mL). The combined organic phase was washed with brine (10 mL), dried with anhydrous Na2SO4, filtered and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (PE:EtOAc=100:1 to 1:1) and separated by SFC to give (1S,2R)-2-[4-[(5-bromo-4-methoxy-pyrimidin-2-yl)amino]-3-cyclopropyl-pyrazol-1-yl]cyclopropanecarbonitrile and (1R,25)-2-[4-[(5-bromo-4-methoxy-pyrimidin-2-yl)amino]-3-cyclopropyl-pyrazol-1-yl]cyclopropanecarbonitriles

At the same time, in my other blogs, there are other synthetic methods of this type of compound,57054-92-9, 5-Bromo-2-chloro-4-methoxypyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; Denali Therapeutics Inc.; Estrada, Anthony A.; Feng, Jianwen A.; Lyssikatos, Joseph P.; Sweeney, Zachary K.; de Vicente Fidalgo, Javier; (79 pag.)US2017/362206; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 1445-39-2, In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 1445-39-2 as follows.

A mixture of 4-chloro-3-nitrophenylboronic acid (600 mg, 3.0 mmoles), 2-amino-5-iodopyrimidine (680 mg, 3.0 mmoles), sodium carbonate (900 mg, 8.5 mmoles) and tetrakis(triphenylphosphine)palladium(0) (80 mg, 0.07 mmoles) in 3:1 dimethylformamide-water (10 ml_) was sealed in a pressure tube and heated at 1500C for 10 minutes in a microwave reactor. The mixture was diluted with water and extracted with ethyl acetate (x2). Combined extracts were washed with brine, dried and evaporated. Flash chromatography (0-5% methanol-dichloromethane) gave the title compound (525 mg, 70%). 1 H NMR(400 MHz, DMSO-alphafe) delta ppm 7.04 (s, 2 H) 7.81 (d, J=8.59 Hz, 1 H) 8.00 (dd, J=8.59, 2.27 Hz, 1 H) 8.36 (d, J=2.27 Hz, 1 H) 8.70 (s, 2 H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1445-39-2, its application will become more common.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2006/127458; (2006); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 1211443-61-6, 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. 1211443-61-6, name is 2-Chloro-7-cyclopentyl-N,N-dimethyl-7H-pyrrolo[2,3-d]pyrimidine-6-carboxamide, molecular formula is C14H17ClN4O, 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.

General procedure: tert-butyl (3-((4aminophenyl)sulfonamido)propyl)carbamate (4a, 560mg, 1.70mmol),2-chloro-7-cyclopentyl-N,N-dimethyl-7H-pyrrolo[2,3-d]pyrimidine-6-carboxamide (6,497mg, 1.70mmol),Pd(OAc)2 (30mg, 0.1equiv), BINAP (63mg, 0.06equiv), Cs2CO3(1.11g, 3.40mmol) were dissolved in 1,4-dioxane and degassed with argon for 5 min.The resulted mixture was heated to 105 C for 7 h. After monitored by TLC toobserve completion of reaction, the reaction mixture was filtered through Celite aftercooling to 25 C, then the solvents were removed in vacuo. The crude product waspurified by silica gel column chromatography to afford intermediates 7a in 42% yieldaswhite solid.

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 1211443-61-6, 2-Chloro-7-cyclopentyl-N,N-dimethyl-7H-pyrrolo[2,3-d]pyrimidine-6-carboxamide.

Reference:
Article; Wang, Xin; Yu, Chenhua; Wang, Cheng; Ma, Yakun; Wang, Tianqi; Li, Yao; Huang, Zhi; Zhou, Manqian; Sun, Peiqing; Zheng, Jianyu; Yang, Shengyong; Fan, Yan; Xiang, Rong; European Journal of Medicinal Chemistry; vol. 181; (2019);,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 10397-13-4, 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. 10397-13-4, name is 4-(4,6-Dichloropyrimidin-2-yl)morpholine. A new synthetic method of this compound is introduced below.

To a solution of (3aR,6aR)-tetrahydrofuro[3,4-d]oxazol-2(3H)-one (500 mg, 3.87 mmol), 4-(4,6-dichloropyrimidin-2-yl)morpholine (1088 mg, 4.65 mmol) and Cs2CO3 (2.14 g, 6.58 mmol) in dioxane (20 mL) was added after degassing with argon 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene (157 mg, 0.271 mmol) and Pd2(dba)3 (70.9 mg, 0.077 mmol) and the reaction mixture was heated for 6 h at 85 C. The reaction mixture was added to 10% aqueous NaHCO3 solution and extracted with EtOAc. Combined extracts were washed with brine, dried over MgSO4, filtered and concentrated. The crude product was triturated in MeOH overnight, filtered off and dried to afford the title compound as a colorless solid (1.12 g, 87%): tR=0.92 min (LC-MS 3); ESI-MS: 327, 329 [M+H]+ (LC-MS 3).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,10397-13-4, 4-(4,6-Dichloropyrimidin-2-yl)morpholine, and friends who are interested can also refer to it.

Reference:
Patent; NOVARTIS AG; CARAVATTI, Giorgio; FAIRHURST, Robin Alec; FURET, Pascal; STAUFFER, Frederic; SEILER, Frank Hans; MCCARTHY, Clive; RUEEGER, Heinrich; US2013/225574; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia