Tag: M.W:200-300

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. 784150-41-0, name is 6-Bromo-4-chloro-7H-pyrrolo[2,3-d]pyrimidine, molecular formula is C6H3BrClN3, 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. Application In Synthesis of 6-Bromo-4-chloro-7H-pyrrolo[2,3-d]pyrimidine

To a solution of aryl bromide (233 mg, 1.0 mmol) in 1,4- dioxane (8 mL) and H2O (2 mL) was added tert-butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan- 2-yl)-5,6-dihyropyridine-1(2H)-carboxylate (Eunkyung, K. et al Bioorganic & Medicinal Chemistry Letters 2008, 18, 4993-4996) (245 mg, 0.8 mmol), Pd(dppf)Cl2.DCM (41 mg, 0.05 mmol) and K2CO3(276 mg, 2.0 mmol) under N2. The mixture was stirred at 110 C for 4 h, cooled to rt, diluted with H2O (80 mL) and extracted with EtOAc (60 mL x 3 . The organic layers separated, dried (Na2SO4) concentrated in vacuo to afford a residue which was purified by column chromatography (petroleum ether/EtOAc = 5:1 to 2:1) to give the title compound (77 mg, yield 23%) as yellow solid ESI-MS (M+H)+: 335.2.1H NMR (400 MHz, CDCl3) : 10.82 (br, 1H), 8.71 (s, 1H), 6.73 (s, 1H), 6.68-6.56 (m, 1H), 4.16-4.13 (m, 2H), 3.70-3.65 (m, 2H), 2.62-2.60 (m, 2H), 1.46 (s, 9H).

With the rapid development of chemical substances, we look forward to future research findings about 784150-41-0.

Reference:
Patent; BIOGEN IDEC MA INC.; SUNESIS PHARMACEUTICALS, INC.; HOPKINS, Brian T.; MA, Bin; CHAN, Timothy Raymond; KUMARAVEL, Gnanasambandam; MIAO, Hua; BERTOLOTTI-CIARLET, Andrea; OTIPOBY, Kevin; WO2015/89327; (2015); A1;,
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Related Products of 2915-16-4, Adding some certain compound to certain chemical reactions, such as: 2915-16-4, name is 2-Chloro-4,6-diphenylpyrimidine,molecular formula is C16H11ClN2, 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 2915-16-4.

Shenzhen’s gre-syn chemical technology (http://www.gre-syn.com/) in a nitrogen environment, 2-chloro-4,6-diphenylpyrimidine (20 g, 75.0 mmol) was dissolved in tetrahydrofuran (THF) 0.3 L , here it was stirred into the compound I-7 (38.1 g, 75.0 mmol) and tetrakis (triphenylphosphine) palladium (0.87 g, 0.75 mmol). Into the potassuim carbonate (25.9 g, 188 mmol) in saturated water it was heated to reflux at 80 for 15 hours. After the reaction was completed, the reaction solution into water and extracted with dichloromethane (DCM) and then water was removed with anhydrous MgSO4, filter and was concentrated under reduced pressure. The obtained residue was purified by flash column chromatography to give the Compound 9 (43.2 g, 94%).

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. 2915-16-4, 2-Chloro-4,6-diphenylpyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; CHEIL INDUSTRIES INC.; HAN ILL, LEE; SU JIN, HAN; YOUNG KWON, KIM; EUN SUN, YU; HO KUK, JUNG; (66 pag.)KR2015/117173; (2015); A;,
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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. 3029-64-9, name is 2,4,6-Trichloro-5-cyanopyrimidine, the common compound, a new synthetic route is introduced below. Quality Control of 2,4,6-Trichloro-5-cyanopyrimidine

9.00 g (35 mmol) of 10-phenylphenol azine was added to a 250 ml three-necked flask, and 100 ml of N,N-dimethylformamide was added as a reaction solvent under ice bath conditions.Stir on a magnetic stirrer for 10 min. 0.72 g (30 mmol) of NaH was added portionwise to the reaction flask and stirring was continued for 1 h.2.07 g (10 mmol) of 2,4,6-trichloro-5-cyanopyrimidine was dissolved in 40 ml of N,N-dimethylformamide solution, and added dropwise to the reaction system. After the addition, at room temperature The reaction was carried out for 24 h. After the reaction was completed, the reaction solution was poured into 200 ml of 10percent diluted hydrochloric acid, and the mixture was filtered under reduced pressure, washed with water and dried, and the crude product was obtained from petroleum ether and dichloromethane (PE: DCM=10: 1) Pass the column for the mobile phase. 4.87 g of a white solid powder was obtained in a yield of 55.8percent.

The synthetic route of 3029-64-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Beijing Dingcai Technology Co., Ltd.; Gu’an Dingcai Technology Co., Ltd.; Gao Wenzheng; Huang Xinxin; Ren Xueyan; (27 pag.)CN109553606; (2019); A;,
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Application of 137281-39-1, 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. 137281-39-1, name is 4-(2-(2-Amino-4-oxo-4,7-dihydro-1H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl)benzoic acid, molecular formula is C15H14N4O3, 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.

10.00 g of acid (2) from the example 4 are added at room temperature to 90ml of ethanol, 40 ml of water and 8.83 g of 2-chloro-4,6-dimethoxy-1 ,3,5-triazine(CDMT).A mixture consisting of 21.1 g NaOH, 20 ml of water and 10.3 ml of N-10 methyl morpholine was first added to the suspension obtained and then 10,45 g ofdiethyi-L-glutamate hydrochloride.The reaction mixture is kept under stirring at 40C for 3 hours and is filteredon a bed consisting of 0,48 g of activated carbon and 0:48 g of Celite. Afterwashing the filter with 20 ml of ethanol/water mixture 3/2, the filtrate is heated to15 40C and added to 49 ml of water and 55 ml of Acetone.The mixture is then cooled to room temperature and after cooling to ooc for1 hour, the suspension obtained is filtered, the solid washed with 80 ml ofwater/acetone mixture 3/1 and with 80 ml of Acetone. The solid is then dried undervacuum at 50C. 14:25 g of diethyl ester of pemetrexed (3) as a cream-colored20 solid (yield 93.5%) are obtained.

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 137281-39-1, 4-(2-(2-Amino-4-oxo-4,7-dihydro-1H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl)benzoic acid.

Reference:
Patent; BERLIN-CHEMIE AG; BONACCORSI, Fabrizio; CALVANI, Federico; PASQUI, Franco; WO2014/24164; (2014); A1;,
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Pyrimidine – Wikipedia

Reference of 13479-88-4, 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 13479-88-4 as follows.

Step 1 5-Chloro-N-(5,6-dimethoxypyridin-2-yl)thiazolo[5,4-d]pyrimidin-7-amine Procedure: A solution of 5,7-dichlorothiazolo[5,4-d]pyrimidine (300 mg, 1.45 mmol), 5,6-dimethoxypyridin-2-amine (269 mg, 1.74 mmol) and DIEA (281 mg, 2.17 mmol) in 5 mL of DMSO was stirred at room temperature for 24 hours. Then the mixture was poured into 30 mL of water, and the formed solid was filtered and washed with water. The obtained crude product was purified by silica gel chromatography (silica gel 200-300 mesh, eluting with ethyl acetate) to give 5-chloro-N-(5,6-dimethoxypyridin-2-yl)thiazolo[5,4-d]pyrimidin-7-amine (344 mg, 73%) as an off-white solid. LC-MS: 324.1 [M+H]+, tR=1.69 min.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,13479-88-4, its application will become more common.

Reference:
Patent; Hermann, Johannes Cornelius; Lowrie, JR., Lee Edwin; Lucas, Matthew C.; Luk, Kin-Chun Thomas; Padilla, Fernando; Wanner, Jutta; Xie, Wenwei; Zhang, Xiaohu; US2012/252777; (2012); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 579476-26-9, 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. 579476-26-9, name is 3-Pyrimidin-2-yl-benzoic acid, molecular formula is C11H8N2O2, 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.

[00219] To a solution of N-(4-chlorophenyl)-5,5-difluoropiperidine-3-carboxamide (50 mg, 0.18 mmol) in THF (2 ml) was added 3-(pyrimidin-2-yl)benzoic acid (44 mg, 0.22 mmol) followed by N-(3-dimethylaminopropyl)-N?-ethylcarbodiimide hydrochloride (52 mg, 0.27 mmol), N,N-diisopropylethylamine (0.095 ml, 0.55 mmol), and 4- (dimethylamino)pyridine (4.4 mg, 0.036 mmol). The reaction stirred overnight at room temperature. The reaction mixture was poured into ethyl acetate and washed with saturated aqueous sodium bicarbonate solution and brine. The organic layer was dried over magnesium sulfate, filtered, and concetrated. The crude residue was purified by column chromatography eluting with 40-60% ethyl acetate in hexanes to give the title compound (75mg, 90%). ?H NMR (400 MHz, DMSO-d6, 80 C) oe 10.04, 8.90, 8.49, 8.43, 7.63, 7.56, 7.44, 7.32, 4.33, 4.20, 3.57, 3.25, 3.00, 2.96, 2.46, 2.30.

According to the analysis of related databases, 579476-26-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; THE REGENTS OF THE UNIVERSITY OF MICHIGAN; BOARD OF TRUSTEES OF MICHIGAN STATE UNIVERSITY; LARSEN, Scott, D.; NEUBIG, Richard; HAAK, Andrew; HUTCHINGS, Kim; RAJESWARAN, Walajapet; (156 pag.)WO2016/73847; (2016); A2;,
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Synthetic Route of 113583-35-0, 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 113583-35-0 as follows.

Example 3 Methyl 3-(2-thienyl)-3-fluoro-2-[(4,6-dimethoxypyrimidin-2-yl)oxy]butyrate 2.2 g (10 mmol) of methyl 3-(2-thienyl)-3-fluoro-2-hydroxybutyrate (Compound 1.1) are dissolved in 40 ml of dimethylformamide, and 0.3 g (12 mmol) of sodium hydride is added. The mixture is stirred for 1 hour, and 2.2 g (10 mmol) of 4,6-dimethoxy-2-methylsulfonylpyrimidine are then added. After the mixture has been stirred at room temperature for 24 hours, it is hydrolyzed using 10 ml of water, the pH is brought to 5 using acetic acid, and the solvent is distilled off under a high vacuum. The residue is taken up in ethyl acetate, washed with water and dried over sodium sulfate, and the solvent is distilled off. The residue is treated with 10 ml of methyl t-butyl ether and the precipitate formed filtered off with suction. After drying, 1.8 g of a white powder remain. Yield: 61% (diastereomer mixture 1:1).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,113583-35-0, its application will become more common.

Reference:
Patent; BASF Aktiengesellschaft; US5753594; (1998); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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. 941685-26-3, name is 4-Chloro-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidine. A new synthetic method of this compound is introduced below., name: 4-Chloro-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidine

0.2g of compound 2 and 0.11g of 4-aminopyrazole were dissolved in n-butanol. 0.27g of N,N-diisopropylethylamine was added to the solution and was heated at 150C under microwave for 2h. After completion of the reaction, the solvent was evaporated to dryness using a rotary evaporator under reduced pressure to obtain a crude product. The product was purified by column chromatography (dichloromethane:methanol = 20:1) to give 0.15g of compound 3 as a yellow solid, yield: 65%.

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, 941685-26-3, 4-Chloro-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidine.

Reference:
Patent; Shandong University; Zhang, Yingjie; Xu, Wenfang; Liang, Xuewu; (24 pag.)CN105418616; (2016); A;,
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. 1224944-77-7, name is Ethyl 5-chloropyrazolo[1,5-a]pyrimidine-3-carboxylate, molecular formula is C9H8ClN3O2, 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. Computed Properties of C9H8ClN3O2

Step 4. To crude mixture 4-4 in ethanol (1.07mL), A-1-6A (48.47 mg, 0.2148 mmol) was added. The mixture was stirred at 80 C for 2 hours. Water (5mL) was added and extracted with DCM (3 x 5mL). The combined organic phase was washed with brine and then dried over Na2S04. Flash column chromatography (ISCO system, 12g, 0-40% ethyl acetate in hexanes) provided 4-5A (19 mgs, 14.84 % yield), and 4-5B (10.5 mg, 8.2 % yield).

With the rapid development of chemical substances, we look forward to future research findings about 1224944-77-7.

Reference:
Patent; TP THERAPEUTICS, INC.; CUI, Jingrong Jean; LI, Yishan; ROGERS, Evan W.; ZHAI, Dayong; UNG, Jane; (108 pag.)WO2018/22911; (2018); A1;,
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Pyrimidine – Wikipedia

Reference of 1780-40-1 , The common heterocyclic compound, 1780-40-1, name is 2,4,5,6-Tetrachloropyrimidine, molecular formula is C4Cl4N2, 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 2,4,5,6-tetrachloropyrimidine (5 g, 22.9 mmol) in THF (50 mL) was added 1N NaOH (31 mL, 31.2 mmol) dropwise, and the mixture was stirred overnight at RT. The solution was acidified with 1N HCl and extracted with DCM (3x). The organics were combined, dried, and concentrated in vacuo. The solids were slurried in Et2O for 30 min at RT, filtered, washed with Et2O, and dried to give 3.0 g (66%) of the title compound. [M+H] Calc?d for C4HCl3N2O, 201; Found, 201.

The synthetic route of 1780-40-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CELGENE CORPORATION; XU, Jiangchun; CHO, Robert; NGUYEN, Aaron; (297 pag.)WO2018/31658; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia