Pyrimidines

Related Products of 62802-42-0, 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 62802-42-0, name is 2-Chloro-5-fluoropyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

4-[4-(5,5-Dimethyl-[1 ,3,2]dioxaborinan-2-yl)-3-fluoro-phenyl]-3,6-dihydro-2H- pyridine-1-carboxylic acid tert-butyl ester (19AB)(1.55g, 3.98 mmol, 1 equiv), 2- Chloro-5-fluoro-pyrimidine (20AB)(634 mg, 591 uL, 4.78 mmol, 1.2 equiv), and 2M sodium carbonate (9.95 ml_) were added in a pressure vessel (350 ml_) and a (1v : 1v) mixture of toluene and ethanol (25 ml_ : 25 ml_) was added. The mixture was then bubbled with nitrogen gas for about 10 minutes. Tetrakis(triphenylphosphine) palladium (0) (462 mg, 0.4 mmol, 0.1 equiv) was added to the mixture. The reaction vessel was tightly capped, placed in an oil bath at 90C, and stirred overnight.The reaction mixture was cooled down to room temperature and diluted with ethyl acetate. The crude mixture was transferred into a seperatory funnel and washed with a (1v : 1v) brine and water mixture. The organic layer was separated and combined and dried over magnesium sulfate. The crude product was then filtered into a flask and the solvent was removed on rotovap. The residue was taken up in as little dichloromethane as possible and purified by column chromatography using Analogix purification system with the following conditions: Solvent A: Dichloromethane; Solvent B: Methanol. Flow Rate: 45 mL/min. Gradient: 0% Solvent B to 10% Solvent B in 60 minutes.Yield= 677 mg (46%)

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 62802-42-0, 2-Chloro-5-fluoropyrimidine.

Reference:
Patent; SCHERING CORPORATION; WO2008/156739; (2008); A1;,
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Synthetic Route of 1500-85-2 ,Some common heterocyclic compound, 1500-85-2, molecular formula is C6H6N4, 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.

Solid K2CO3 (0.930 g, 6.71 mmol, 3.0 equiv) was added to a stirringsolution of 7H-pyrrolo[2,3-d]pyrimidin-4-amine 16 (0.300 g,2.24 mmol, 1.0 equiv) in dry DMF (15 mL) at room temperature. After 1 h, a solution of tert-butyl (2-chloroethyl)carbamate (0.602 g,3.35 mmol, 1.5 equiv) in dry DMF (5 mL) was added dropwise. Theresulting suspensionwas stirred for 48 h at 80 C. After the reactionwas complete, as indicated by TLC, the crude material was filteredthrough a plug of Celite to remove inorganic salts and thenwashedwith dichloromethane (50 mL x 4). The filtratewas concentrated byrotary evaporation and purification was carried out using 9%methanol/dichloromethane as the eluent to provide a light brownsolid of the corresponding tert-butyl carbamate. This material wasdissolved in 15 mL of a 1:1 (v/v) mixture of trifluoroacetic acid anddichloromethane. The resulting solution was stirred at room temperaturefor 4 h before it was concentrated by rotary evaporation at35 C. The resulting trifluoroacetic acid salt of the deprotectedamine was dissolved in absolute ethanol (20 mL) and stirred withAmberlyst A-21 free base resin (4 g) at room temperature for 10 h.The heterogeneous reaction mixture was filtered and washed withmethanol (50 mL x 4) until the chromophorewas no longer evidentin the drippingwash by TLC. The filtratewas concentrated by rotaryevaporation and purified using 15% ammonia-saturated methanol/dichloromethane as the eluent to provide product D as a lightbrown solid in 58% yield (0.231 g, 1.30 mmol) from 16. m.p.145e146 C; 1H NMR (DMSO-d6, 500 MHz): d 8.03 (1H, s), 7.14 (1H,d, J 3.4 Hz), 6.90 (2H, br, s), 6.50 (1H, d, J 3.4 Hz), 4.07 (2H, t,J 6.6 Hz), 2.86 (2H, t, J 6.6 Hz), 1.57 (2H, br, s); 13C NMR(DMSO-d6, 125 MHz): d 157.37, 151.40, 149.55, 124.38, 102.35, 98.07,47.16, 41.99; HRMS: m/z calcd for C8H11N5,177.1014; found 177.1010.

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. 1500-85-2, 7H-Pyrrolo[2,3-d]pyrimidin-4-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Gibbons, Garrett S.; Chakraborty, Amarraj; Grigsby, Sierrah M.; Umeano, Afoma C.; Liao, Chenzhong; Moukha-Chafiq, Omar; Pathak, Vibha; Mathew, Bini; Lee, Young-Tae; Dou, Yali; Schuerer, Stephan C.; Reynolds, Robert C.; Snowden, Timothy S.; Nikolovska-Coleska, Zaneta; European Journal of Medicinal Chemistry; vol. 189; (2020);,
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Electric Literature of 1004-38-2, 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 1004-38-2 as follows.

General procedure: To a 10 ml of ethanol-H2O mixed solution containing H2NPA(0.20 mmol) and TAPI (0.10 mmol) was stirred for half an hourcontinually. The resulting clear solution was evaporated at20e25 C, and an irregular, colorless bulk crystal was obtained afterseven days. The resulting crystals were filtered and dried afterrinsed with ethanol-H2O mixed solution. Yield: 70%. Analysiscalculated for C12H14N6O7: C, 40.64; H, 3.95; N, 23.71%. Found: C,40.35; H, 4.00; N, 23.51%. Infrared spectrum (KBr disc, cm1):3441s, 3409s, 3208m, 3082m, 2416w, 1679s, 1651s, 1607s, 1569s,1538s, 1454m, 1431m, 1413m, 1351s, 1261m, 1155m, 1133w, 1077w,972w, 912m, 843w, 830m, 810m, 782s, 763m, 705s, 661w, 587m,532s.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1004-38-2, its application will become more common.

Reference:
Article; Xing, Peiqi; Li, Qingyun; Li, Yingying; Wang, Kunpeng; Zhang, Qi; Wang, Lei; Journal of Molecular Structure; vol. 1136; (2017); p. 59 – 68;,
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Electric Literature of 3934-20-1, 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. 3934-20-1, name is 2,4-Dichloropyrimidine, molecular formula is C4H2Cl2N2, 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: To a stirred solution of 2,4-dichloropyrimidine in EtOH was added a solution of the corresponding amine (1.2 equiv) in EtOH. After stirring for 12 h at the same temperature, the reaction mixture was concentrated in vacuo. The residue was quenched with H2O and then extracted with EtOAc. The combined organic layers were dried over MgSO4 and then concentrated in vacuo. The residue was purified by flash column chromatography on silica gel.

According to the analysis of related databases, 3934-20-1, the application of this compound in the production field has become more and more popular.

Reference:
Article; Jo, Jeyun; Kim, Sou Hyun; Kim, Heegyu; Jeong, Myeonggyo; Kwak, Jae-Hwan; Taek Han, Young; Jeong, Jee-Yeong; Jung, Young-Suk; Yun, Hwayoung; Bioorganic and Medicinal Chemistry Letters; vol. 29; 1; (2019); p. 62 – 65;,
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Related Products of 7504-94-1, Adding some certain compound to certain chemical reactions, such as: 7504-94-1, name is 2-Hydrazinylpyrimidine,molecular formula is C4H6N4, 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 7504-94-1.

After adding 94 mg of potassium carbonate and 0.043 ml of 1-bromo-2-methoxyethane to a 1 ml DMF solution containing 100 mg of {2-(3-hydroxy-5-methoxyphenyl)-2-[4-(5-methyl-[1,2,4]oxadiazol-3-yl)phenylimino]-1-methylsulfanylethylidene}carbamic acid methyl ester (Example (4c)), the mixture was stirred at room temperature for 24 hours and 50 minutes. Water was added to the reaction mixture and extraction was performed with ethyl acetate. The organic layer was washed with water and then dried through PRESEP. The filtrate was concentrated to give 114 mg of a crude product. Next, 25 mg of 2-hydrazinopyrimidine and 0.031 ml of triethylamine were added to a 1 ml DMF solution containing 114 mg of the obtained crude product, and the mixture was stirred at 85 C. for 14 hours under a nitrogen atmosphere. The reaction mixture was concentrated, and the residue was dissolved in 0.8 ml of methanol, 0.8 ml of THF and 0.05 ml of acetic acid. Next, 100 mg of sodium cyanotrihydroborate was added to the solution and the mixture was stirred at room temperature for 6 hours. The reaction mixture was crudely purified by reverse-phase high performance liquid chromatography (acetonitrile-water, 0.1% acetic acid) to give a crude product. To a solution of the obtained crude product in 3 ml of a methanol:water:acetic acid=1:1:1 mixed solvent there was added 100 mg of iron powder, and the mixture was stirred at 60 C. for 11 hours under a nitrogen atmosphere. After filtering the reaction mixture, it was purified by reverse-phase high performance liquid chromatography (acetonitrile-water, 0.1% acetic acid) to give the title compound (17.93 mg) as a white solid. 1H-NMR (CD3OD) delta 1.93 (s, 3H) 3.38 (s, 3H) 3.64-3.72 (m, 2H) 3.75 (s, 3H) 4.01-4.12 (m, 2H) 5.61 (s, 1H) 6.45 (t, J=2.0 Hz, 1H) 6.74 (d, J=2.0 Hz, 2H) 6.86 (d, J=8.8 Hz, 2H) 7.33 (t, J=4.8 Hz, 1H) 7.60 (d, J=8.8 Hz, 2H) 8.78 (d, J=4.8 Hz, 2H) Mass spectrum (ESI) m/z: 491 (M+H)+

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. 7504-94-1, 2-Hydrazinylpyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Eisai R&D Management Co., Ltd.; US2008/15199; (2008); A1;,
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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.51421-99-9, name is 4-Chloro-2-methoxypyrimidine, molecular formula is C5H5ClN2O, molecular weight is 144.559, as common compound, the synthetic route is as follows.name: 4-Chloro-2-methoxypyrimidine

Palladium(II)acetate (4.2 mg, 0.019 mmol) was added to a stirred suspension of 2-phenoxymethyl-6H-imidazo[1,2-c]pyrimidin-5-one (150 mg, 0.62 mmol), 4-chloro-2-methoxy-pyrimidine (107.9 mg, 0.75 mmol), Cs2CO3 (283.6 mg, 0.87 mmol) and 2-dicyclohexylphosphino-2′,4′,6′-triiso-propyl-1,1′-biphenyl (26.7 mg, 0.056 mmol) in 1,4-dioxane (2 mL) under nitrogen and in a sealed tube. The mixture was stirred at 100 C. for 3 days and at 140 C. for 15 minutes under microwave irradiation. The solvent was evaporated in vacuo and the crude product was purified by flash column chromatography (silica; AcOEt in DCM with a gradient of 0/100 to 100/0). The desired fractions were collected and the solvents evaporated in vacuo. The product was triturated with diethyl ether to yield 6-(2-methoxy-pyrimidin-4-yl)-2-phenoxymethyl-6H-imidazo[1,2-c]pyrimidin-5-one (43 mg, 20% yield) as a white solid. 1H NMR (400 MHz, CDCl3) delta ppm 4.09 (s, 3H), 5.18 (d, J=0.9 Hz, 2H), 6.77 (dd, J=8.2, 0.6 Hz, 1H), 6.95-7.06 (m, 3H), 7.27-7.36 (m, 2H), 7.85 (d, J=0.7 Hz, 1H), 7.91 (d, J=5.5 Hz, 1H), 8.24 (d, J=8.1 Hz, 1H), 8.65 (d, J=5.5 Hz, 1H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,51421-99-9, 4-Chloro-2-methoxypyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; Conn, P. Jeffrey; Lindsley, Craig W.; Stauffer, Shaun R.; Bartolome-Nebreda, Jose Manuel; MacDonald, Gregor James; Conde-Ceide, Susana; Jones, Carrie K.; Luz Martin-Martin, Maria; Tong, Han Min; US2013/245043; (2013); A1;,
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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 3438-48-0, name is 4-Phenylpyrimidine. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 3438-48-0

General procedure: A stirred mixture of pyrimidine 1 (2.5 mmole), 2-bromoacetophenone 2 (2.5 mmole) and non-symmetrical electron deficient alkynes 3 (3.5 mmole) in 15 mL 1,2-epoxybutane was placed into an sealed microwave reactor at120 C for 30 min. The reaction mixture was cooled to room temperature, partly of the solvent was removed in vacuum, 5mL of MeOH was added under a gentle stirring and themixture was left overnight at 5-10 C . The solid formed was filtered-off, washed on the filter with a mixture of diethylether-MeOH 2:1 and crystallized from CHCl3/MeOH.

With the rapid development of chemical substances, we look forward to future research findings about 3438-48-0.

Reference:
Article; Georgescu, Emilian; Georgescu, Florentina; Draghici, Constantin; Cristian, Liliana; Popa, Marcel Mirel; Dumitrascu, Florea; Combinatorial Chemistry and High Throughput Screening; vol. 16; 10; (2013); p. 851 – 857;,
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Adding a certain compound to certain chemical reactions, such as: 1791-73-7, 6-Methyl-2,4-pyrimidinediamine, 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: 6-Methyl-2,4-pyrimidinediamine, blongs to pyrimidines compound. Recommanded Product: 6-Methyl-2,4-pyrimidinediamine

Step B Synthesis of 2,4-diamino-5-iodo-6-methylpyrimidine as an intermediate A solution of 8.0 grams (0.064 mole) of 2,4-diamino-6-methylpyrimidine in 30 mL of glacial acetic acid is stirred, and a solution of 13.5 grams (0.083 mole) of iodine monochloride in 20 mL of glacial acetic acid is added dropwise during a 5 minute period. Upon completion of addition, the reaction mixture is stirred at ambient temperature for about 18 hours. After this time the reaction mixture is diluted with 100 mL of water and then is made basic with 10% aqueous sodium hydroxide. The mixture is then extracted with three 75 mL portions of ethyl acetate. The combined extracts are washed with one 75 mL portion of an aqueous solution saturated with sodium chloride. The organic layer is dried with sodium sulfate and filtered. The filtrate is concentrated under reduced pressure, yielding 11.7 grams of 2,4-diamino-5-iodo-6-methylpyrimidine. The NMR spectrum is consistent with the proposed structure.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1791-73-7, 6-Methyl-2,4-pyrimidinediamine, and friends who are interested can also refer to it.

Reference:
Patent; FMC Corporation; US5622954; (1997); A;,
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Application of 271-70-5, 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.271-70-5, name is 7H-Pyrrolo[2,3-d]pyrimidine, molecular formula is C6H5N3, molecular weight is 119.124, as common compound, the synthetic route is as follows.

5-Nitro-7H-pyrrolo[2,3-d]pyrimidine (8) is prepared by adding 7H-pyrrolo[2,3-d]pyrimidine (6) to fuming nitric acid while cooling (e.g. 0 C.). After stirring for one to several hours, water is carefully added and the mixture neutralized with saturated sodium bicarbonate. The solids are collected by filtration and dried to provide 5-nitro-7H-pyrrolo[2,3-d]pyrimidine 8.

The chemical industry reduces the impact on the environment during synthesis 271-70-5, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Ibrahim, Prabha N.; Bremer, Ryan; Zhang, Jiazhong; Nespi, Marika; Cho, Hanna; US2009/286782; (2009); A1;,
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Electric Literature of 13627-49-1, 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 13627-49-1 as follows.

A mixture of 3-((6-aminopyridin-3-yl)methyl)-5-fluorobenzonitrile (227 mg, 1 .0 mmol), 2-methylpyrimidine-4-carboxylic acid (138 mg, 1 .0 mmol), 2-(7-azabenzotriazol-1 -yl)-A/,A/,A/’,A/’-tetramethyluronium hexafluorophosphate (570 mg, 1 .5 mmol) and diisopropylethylamine (390 mg, 3.0 mmol) in A/,A/-dimethylformamide (4 ml_) was stirred at room temperature for 1 h. The mixture was poured into water. The formed precipitate was collected by filtration and the obtained solid was washed with methanol (15 ml_) to afford A/-(5-(3-cyano-5-fluorobenzyl)pyridin-2-yl)-2-methylpyrimidine-4-carboxamide (0.228 g, 0.66 mmol, 66%) as a grey solid. 1 H NMR (500 MHz, Dimethylsulfoxide-c/6) d 10.40 (s, 1 H), 9.05 (d, J = 5.0 Hz, 1 H), 8.40 (d, J – 2.0 Hz, 1 H), 8.19 (d, J = 8.5 Hz, 1 H), 7.96 (d, J = 5.5 Hz, 1 H), 7.84 (dd, J = 8.5, 2.5 Hz, 1 H), 7.72-7.70 (m, 2H), 7.60 (d, J = 5.5 Hz, 1 H), 4.06 (s, 2H), 2.78 (s, 3H); LCMS (ESI) m/z: 348.1 [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,13627-49-1, its application will become more common.

Reference:
Patent; YUMANITY THERAPEUTICS, INC.; LE BOURDONNEC, Bertrand; LUCAS, Matthew; OZBOYA, Kerem; PANDYA, Bhaumik; TARDIFF, Daniel; TIVITMAHAISOON, Parcharee; WRONA, Iwona; (475 pag.)WO2019/183587; (2019); A1;,
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