Tag: M.W:100-200

Adding a certain compound to certain chemical reactions, such as: 7752-78-5, 5-Bromo-2-methylpyrimidine, 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 5-Bromo-2-methylpyrimidine, blongs to pyrimidines compound. Safety of 5-Bromo-2-methylpyrimidine

Into a 1 0-L 4-neck round-bottom flask purged and maintained with an inert atmosphere of nitrogen was placed a solution of 5-bromo-2-iodopyrimidine (590 g, 2.07 mol) in THE (3 L). This was followed by dropwise addition of 1 M solution of dimethyl zinc (3.11 L, 3.11 mol) with stirring at 0¡ãC. To this was added Pd(PPh3)4 (120 g, 104 mmol). The resulting solution was stirred for 3 h at 0¡ãC, then quenched by the addition of 600 mL of aqueous NH4C1. The resultingsolution was extracted with 2 x 1.5 L of ethyl acetate. The organic extracts were combined, dried over anhydrous magnesium sulfate and concentrated under vacuum. The residue was applied onto a silica gel colunm and eluted with ethyl acetate/petroleum ether (1:50) to provide 5-bromo-2-methylpyrimidine. Into a 1 0-L 4-neck round-bottom flask purged and maintained with an inert atmosphereof nitrogen was placed a solution of 5-bromo-2-methylpyrimidine (184 g, 1.06 mol) and B(iPrO) 3 (240 g, 1.28 mol) in THE/toluene (3/3 L). This was followed by the dropwise addition of a 2.5 M solution of n-BuLi (510 mL, 1.28 mol) with stirring at -78¡ãC. The resulting solution was stirred for 1 hat -78¡ãC, then quenched by the addition of 200 nit of aqueous NH4CI. The organic phase was dried and concentrated under vacuum. The aqueous phase was adjusted to pH4 with AcOH. The solid was collected by filtration and dried in an oven under reduced pressure providing (2-methylpyrimidin-5 -yl)boronic acid.

The synthetic route of 7752-78-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK SHARP & DOHME CORP.; ACHAB, Abdelghani Abe; ALTMAN, Michael D.; DENG, Yongqi; GUZI, Timothy; KATTAR, Solomon; KATZ, Jason D.; METHOT, Joey L.; ZHOU, Hua; MCGOWAN, Meredeth; CHRISTOPHER, Matthew P.; GARCIA, Yudith; ANTHONY, Neville John; FRADERA LLINAS, Francesc Xavier; MU, Changwei; ZHANG, Sixing; ZHANG, Rong; FONG, Kin Chiu; LENG, Xiansheng; WO2014/75392; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
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Related Products of 739364-95-5, 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 739364-95-5, name is 2-Methylpyrazolo[1,5-a]pyrimidine-6-carboxylic acid. This compound has unique chemical properties. The synthetic route is as follows.

(Intermediate Example 111) 2-Methylpyrazolo[1,5-a]pyrimidine-6-carboxylic acid (2-amino-2-methylpropyl)amide 2-Methylpyrazolo[1,5-a]pyrimidine-6-carboxylic acid (0.18 g) was suspended in dichloromethane (5 ml), and N,N-dimethylformamide (1 drop) was added thereto. The mixture was cooled to 0C, and a solution of oxalyl chloride (10 mul) in dichloromethane (3 ml) was added dropwise thereto over 10 minutes, and the mixture was stirred as such for 1 hour at 0C. Thereafter, the mixture was stirred for 5 hours at room temperature to prepare the corresponding acid chloride. 2-Amino-2-methylpropylamine (0.11 g) was dissolved in dichloromethane, and triethylamine (0.33 ml) was added thereto and cooled to -78C. The prepared acid chloride solution was added dropwise thereto over 30 minutes and stirred as such for 30 minutes. The temperature of the mixture was increased to room temperature, and the mixture was stirred for 1 hour at room temperature. Water was added thereto, and the aqueous phase was acidified by 2 N hydrochloric acid. After washing with chloroform, the aqueous phase was alkalinized by 5 N sodium hydroxide solution and extracted with chloroform. The organic phase was washed with a saturated saline solution and dried over sodium sulfate anhydrous. The product was concentrated under reduced pressure to give the title compound (0.14 g, Y.: 56%) as yellow crystals. ESI/MS (m/z): 248 (M+H)+.

According to the analysis of related databases, 739364-95-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SANWA KAGAKU KENKYUSHO CO., LTD.; EP1595866; (2005); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 31462-59-6, 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. 31462-59-6, name is Pyrimidine-4-carboxylic acid, molecular formula is C5H4N2O2, 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 8Intermediate 23; [0245] Thionyl chloride (3.55mL, 48.4 mmol, 3 eq) was added drop-wise to a solution of pyrimidine-4-carboxylic acid (2 g, 16.1 mmol) in EtOH (15 mL) and the resulting mixture was heated to reflux for 14 h. The mixture was then cooled to RT and made alkaline with saturated aqueous NaHC03 to pH 8. The basic solution was then extracted with EtOAc (4 x 50 mL). The combined organic layers were washed with brine (30 mL), dried over Na2S04, filtered and concentrated in vacuo to afford Intermediate 23 (1.7g, 77%). 1H NMR: (DMSO- d6) 5 9.40 (d, J= 1.0 Hz, 1H), 9.10 (d, J= 5.1 Hz, 1H), 8.05 (dd, J= 5.1, 1.3 Hz, 1H), 4.39 (q, J= 7.1 Hz, 2H), 1.35 (t, J= 7.1 Hz, 3H); MS: 153 [M + H]+; TLC: 40% hexane in EtOAc: Rf: 0.40.

According to the analysis of related databases, 31462-59-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; VERSEON, INC.; SHORT, Kevin, Michael; PHAM, Son, Minh; WILLIAMS, David, Charles; DATTA, Somalee; WO2011/126903; (2011); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 22536-61-4, Adding some certain compound to certain chemical reactions, such as: 22536-61-4, name is 2-Chloro-5-methylpyrimidine,molecular formula is C5H5ClN2, 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 22536-61-4.

To a 3-neck flask, 5.18 g (40.3 mmol) of 2-chioro- 5-methylpyrimidine, 9.26 g (46.8 mmol) of 3-biphenylboronic acid, 95 ml of 2 M aqueous solution of potassium carbonate, and 70 ml of 1 ,2-dimethoxyethane were added, and after purge with argon gas, 2.25 g (1.95 mmol) of tetrakis (triphenylphosphine) palladium (0) was added and refluxed with heating for 24 hours under argon atmosphere. The reaction solution was cooled to room temperature, the organic layer was then recovered, the solvent was removed by distillation under reduced pressure, and by performing purification using silica gel colunm chromatography (elution solution: dichloromethane), the ligand (L-b) was obtained. The obtained amount was 8.40 g (yield: 84.7percent). Identification of the compound was carried out by using ?H-NMR. The analysis data of the ligand (L-b) are shown below. ?H-NMR (400 MHz/CDC13) oe: 8.66-8.68 (m, 3H),8.39 (d, 1H), 7.70-7.72 (m, 3H), 7.56 (t, 1H), 7.46 (t, 2H),7.37 (t, 1H), 2.36 (s, 3H).

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. 22536-61-4, 2-Chloro-5-methylpyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; NATIONAL INSTITUTE OF ADVANCED INDUSTRIAL SCIENCE AND TECHNOLOGY; FURUYA METAL CO., LTD.; Konno, Hideo; Sugita, Yoshiro; Ito, Takashi; (104 pag.)US2018/66001; (2018); A1;,
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Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 10320-42-0, 2-Chloro-5-nitropyrimidine, 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, 10320-42-0, blongs to pyrimidines compound. HPLC of Formula: C4H2ClN3O2

tert-Butyl 4-( ( 1 S ,2R )-2-(2-aminoethyl )cyclopropyl )piperidine-1-carboxylate(Intermediate 7) (600 mg, 2.2 mmol), 2-chloro-5-nitropyrimidine (427 mg, 2.6 mmol), andpotassium carbonate (460 mg, 3.3 mmol) were stirred in DMF (5 mL) at rt for 12 hrs. The5 mixture was filtered, washing with EtOAc. The resulting organic layer was washed withsaturated aqueous ammonium chloride solution (10 mL x 1), dried over MgS04, filtered, andconcentrated under reduced pressure to afford the title compound (730 mg, 85percent) as a crudeproduct to be used for the next step. LC/MS (m/z): 392 (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,10320-42-0, its application will become more common.

Reference:
Patent; MERCK SHARP & DOHME CORP.; ACTON, John, J.; EDMONDSON, Scott, D.; LIU, Ping; MILLER, Michael, W.; WOOD, Harold, B.; DUBOIS, Byron, G.; GEISS, William, B.; WO2014/52379; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 66131-68-8, 2-Chloro-N-methylpyrimidin-4-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, 66131-68-8, blongs to pyrimidines compound. category: pyrimidines

Into a 50-mL round-bottom flask, was placed 2-chloro-N-methylpyrimidin-4- amine (150 mg, 1.04 mmol, 1 equiv), tert-butyl 3-aminopiperidine-l-carboxylate (220 mg, 1.10 mmol, 1.05 equiv), trifluoroacetic acid (380 mg, 3.36 mmol, 3.00 equiv), IPA (5 mL). The resulting solution was stirred for 16 h at 90 C in an oil bath. The crude product was purified by Prep-HPLC C NH4HCO3. This resulted in 132.4 mg (61%) of N4-methyl-N2- (piperidin-3-yl)pyrimidine-2,4-diamine as a white powder.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,66131-68-8, its application will become more common.

Reference:
Patent; EPIZYME, INC.; CAMPBELL, John Emmerson; DUNCAN, Kenneth William; FOLEY, Megan Alene; HARVEY, Darren Martin; KUNTZ, Kevin Wayne; MILLS, James Edward John; MUNCHHOF, Michael John; (586 pag.)WO2017/181177; (2017); 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.42754-96-1, name is 4,6-Dichloro-1H-pyrazolo[3,4-d]pyrimidine, molecular formula is C5H2Cl2N4, molecular weight is 189, as common compound, the synthetic route is as follows.name: 4,6-Dichloro-1H-pyrazolo[3,4-d]pyrimidine

1-(4-{4-(3,6-dihydro-2H-pyran-4-yl)-1-[1-(pyridin-3-ylcarbonyl)piperidin-4-yl]-1H-pyrazolo[3,4-d]pyrimidin-6-yl}phenyl)-3-methylurea (Scheme 13)Example 5Step 14,6-dichloro-1H-pyrazolo[3,4-d]pyrimidine, prepared according to Robins (J Am Chem. Soc. Vol. 79, 1957, 6407-6415) was reacted with 3,4-dihydro-2H-pyran and catalytic p-toluenesulfonic acid in ethyl acetate at 70 C. The reaction mixture was diluted with saturated aqueous sodium hydrogen carbonate solution and extracted with ethyl acetate. After concentration of organic layers, the crude material was purified by flash chromatography to provide 4,6-dichloro-1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazolo[3,4-d]pyrimidine.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,42754-96-1, 4,6-Dichloro-1H-pyrazolo[3,4-d]pyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; Wyeth; US2009/192176; (2009); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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. 211244-81-4, name is 2-(Methylthio)pyrido[2,3-d]pyrimidin-7(8H)-one, the common compound, a new synthetic route is introduced below. Safety of 2-(Methylthio)pyrido[2,3-d]pyrimidin-7(8H)-one

[00495] To a suspension of sodium hydride (60% in mineral oil, 204 mg, 5.1 mmol) in anhydrous dimethylformamide (12 mL) was added a solution of 2-methylsulfanyl-8H-pyrido[2,3- d]pyrimidin-7-one (1) (500 mg, 2.59 mmol) in anhydrous dimethylformamide (5 mL) then lithium bromide (590 mg, 6.79 mmol) at 0-5 C. After 30 min, a solution of 1 -chloromethyl-2- ethanesulfonyl-benzene (30) (743 mg, 3.39 mmol) in anhydrous dimethylformamide (7 mL) was added slowly and stirring was continued at room temperature for 18 h. The resulting mixture was poured into ice water (150 g) and extracted with ethyl acetate (5 x 20 mL). The combined organic layers were dried over sodium sulfate, filtered and evaporated. The residue was purified by ISCO using n-hexane: ethyl acetate (1 :0?1 : 1) as eluent. The title compound (188 mg, 0.50 mmol, 19%) was obtained as a light yellow solid. ESMS m/z 376 (M+H)+; 1H NMR (400 MHz, CDC13) delta ppm 8.69 (s, 1H) 8.02 – 8.08 (m, 1H) 7.72 (d, J= 9.5Hz, 1H) 7.39 – 7.48 (m, 2H) 6.79 – 6.88 (m, 1H) 6.69 (d, J= 9.5Hz, 1H) 6.03 (s, 2H) 3.57 (q, J= 7.4Hz, 2H) 2.47 (s, 3H) 1.40 (t, J= 7.4Hz, 3H).

The synthetic route of 211244-81-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; AFRAXIS, INC.; CAMPBELL, David; DURON, Sergio, G.; WO2013/86451; (2013); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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. 105742-66-3, name is 4,5-Dichloro-2,6-dimethylpyrimidine. This compound has unique chemical properties. The synthetic route is as follows. Computed Properties of C6H6Cl2N2

General procedure: Compound 5 was synthesized as described.33 Compounds 6 and 7were synthesized in our previous work.34 Compounds 4 (5 mmol), 7(5 mmol) and anhydrous potassium carbonate (5 mmol, 0.69 g) wereadded to a mixed solvent of dimethyl formamide (20 mL) and water(10 mL), and then refluxed for 2-4 h. The progress was monitored byTLC. After the reaction was complete, the reaction solution was pouredinto saturated saline and extracted with ethyl acetate (3¡Á80 mL). Theextract was dried, filtered, and the solvent was removed under reducedpressure to give a crude product. Recrystallization from the mixedsolvent of petroleum ether and ethyl acetate gave pure target compoundsO1-17 (Scheme 2). The yields, physical properties, and 1HNMR, GC/HPLC-MS, elemental analyses of the target compounds are asfollows:Data for O1: yield, 75%; purity, 95.5%; yellow solid; mp,101.9-103.9 C. 1H NMR (CDCl3) delta 2.450 (s, 3H, CH3), 2.531 (s, 3H,CH3), 4.663 (q, J=0.6 Hz, 2H, CH2), 5.899 (s, 1H, NH), 7.443-7.491(m, 3H, Ph H), 7.664 (t, J=0.9 Hz, 1H, oxzole H), 8.003-8.049 (m, 2H,Ph H); GC-MS M+=314, base peak 182. Anal. Calcd(%) forC16H15ClN4O: C, 61.05; H, 4.80; N, 17.80. Found: C, 61.07; H, 4.79; N,17.83.

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, 105742-66-3, 4,5-Dichloro-2,6-dimethylpyrimidine.

Reference:
Article; Yan, Zhongzhong; Liu, Aiping; Ou, Yingcan; Li, Jianming; Yi; Zhang, Ning; Liu, Minhua; Huang, Lu; Ren, Jianwei; Liu, Weidong; Hu, Aixi; Bioorganic and Medicinal Chemistry; vol. 27; 15; (2019); p. 3218 – 3228;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 23956-12-9, Adding some certain compound to certain chemical reactions, such as: 23956-12-9, name is 5-(2-Hydroxyethyl)pyrimidine-2,4(1H,3H)-dione,molecular formula is C6H8N2O3, 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 23956-12-9.

Mixture of 2 (2.75 g, 17.61 mmol) and acetic anhydride (14.1 mL, 0.15 mol) in anhydrous pyridine (25 mL) was refluxed for 1 h, then water (20 mL) was added and solvent was removed under reduced pressure. Co-evaporation of oily residue with toluene (2 x 30 mL) gave crude product which was purified by column chromatography (CH2Cl2 : CH3OH = 20 :1) to give white crystals of 4 (3.31 g, 95 %, m.p.= 205 – 207 C). 1H-NMR: 11.08 (1H, s, NH-3), 10.72 (1H, s, NH-1), 7.32 (1H, s, H-6), 4.07 (2H, t, J = 6.73 Hz, H-2′), 2.48 (2H, t, J = 6.69 Hz, H-1′), 1.99 (3H, s, CH3). 13C-NMR: 170.72 (C=O), 159.60 (C-4), 156.13 (C-2), 151.28 (C-6), 115.17 (C-5), 62.75 (C-2′), 24.32 (C-1′), 21.13 (CH3). ESI-MS 199 [M+H]+. Anal. calcd. For C8H10N2O4: C 48.48, H 5.09. Found: C 48.39, H 5.11.

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. 23956-12-9, 5-(2-Hydroxyethyl)pyrimidine-2,4(1H,3H)-dione, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Kraljevi?, Tatjana Gazivoda; Klika, Mateja; Kralj, Marijeta; Martin-Kleiner, Irena; Jurmanovi?, Stella; Mili?, Astrid; Padovan, Jasna; Rai?-Mali?, Silvana; Bioorganic and Medicinal Chemistry Letters; vol. 22; 1; (2012); p. 308 – 312;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia