Day: June 24, 2021

Adding a certain compound to certain chemical reactions, such as: 5194-32-1, 2-Methylpyrimidine-5-carboxylic acid, 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, 5194-32-1, blongs to pyrimidines compound. Computed Properties of C6H6N2O2

2-Methyl-5-pyrimidinecarboxylic acid [e.g. available from Chemstep] (72 mg) was dried under vacuum over phosphorous pentoxide for 3 days and was then suspended in dry dichloromethane (1.5 ml) and treated at 20 C. with oxalyl chloride (0.046 ml) and DMF (1 drop). Rapid effervescence occurred and the mixture was stirred at room temperature for 30 mins and then added dropwise to a solution of Intermediate 16 (143 mg) in acetonitrile (3 ml). DIPEA (0.093 ml) was added and the mixture was stirred at room temperature for 1.75 h. The mixture was blown down to dryness and the residue purified by mass directed autoprep HPLC. Relevant fractions were collected and evaporated to dryness. The residue was further purified by SPE cartridge (5 g, aminopropyl) eluting with methanol. Relevant fractions were collected and evaporated to dryness. The residue was further purified by preparative TLC on a silica plate (20 cm×20 cm×1 mm) eluting with 5% methanol in ethyl acetate. The major band was collected, extracted with 20% methanol in chloroform and filtered and the filtrate evaporated to give Example 331 (70 mg) as a yellow solid. LCMS showed MH+=424; TRET=2.21 min.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,5194-32-1, its application will become more common.

Reference:
Patent; Edlin, Christopher David; Holman, Stuart; Jones, Paul Spencer; Keeling, Suzanne Elaine; Lindvall, Mika Kristian; Mitchell, Charlotte Jane; Trivedi, Naimisha; US2009/131431; (2009); 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.32779-37-6, name is 2,5-Dibromopyrimidine, molecular formula is C4H2Br2N2, molecular weight is 237.88, as common compound, the synthetic route is as follows.Application In Synthesis of 2,5-Dibromopyrimidine

General procedure: A solution of (1-(3-(difluoromethyl)-4-fluorophenyl)-1 H-i ,2,3-triazol-4- yl)methanol (Intermediate 9, 110 mg, 0.41 mmol), Cs2CO3 (535.9 mg, 1.64 mmol), and i-(2-chloropyrimidin-5-yl)ethan-i-one (83.6 mg, 0.53 mmol) in ACN (0.02 mL) was heated at 110 C overnight. The reaction mixture wascooled, diluted with EtOAc, and washed with sat. aq. NH4CI. The organic layer was dried (Na2504), filtered, and concentrated under reduced pressure. Purification (FCC, 5i02, 0-50% EtOAc in hexanes) afforded the title compound (12 mg, 8%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,32779-37-6, 2,5-Dibromopyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; CHEN, Gang; CHROVIAN, Christa C.; COATE, Heather R.; DVORAK, Curt A.; GELIN, Christine F.; HISCOX, Afton; LETAVIC, Michael A.; RECH, Jason C.; SOYODE-JOHNSON, Akinola; STENNE, Brice; WALL, Jessica L.; ZHANG, Wei; (583 pag.)WO2017/139428; (2017); A1;,
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., Safety of 4-Chloro-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidine

4-methyl-3-((7-((2-(trimethylsilyl)ethoxy)m yl)oxy)benzoic acid: 4-chloro-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3- d]pyrimidine (284 mg, 1.0 mmol), 3-hydroxy-4-methylbenzoic acid (152 mg, 1.0 mmol) and K2C03 (414 mg, 3.0 mmol) were combined in DMSO (5 mL) and stirred overnight at 100 C. The reaction mixture was then cooled to room temperature. The mixture was acidified with IN HQ solution and extracted with ethyl acetate. The organic phase was washed with brine, dried over Na2S04, filtered and concentrated. The crude product was purified by column chromatography to yield 296 mg of product as a colorless oil. MS (ESI) m/z 400 (M+H)+.

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; DANA-FARBER CANCER INSTITUTE, INC.; TREON, Steven, P.; BUHRLAGE, Sara, Jean; GRAY, Nathanael; TAN, Li; YANG, Guang; WO2015/89479; (2015); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 1240390-28-6, Adding some certain compound to certain chemical reactions, such as: 1240390-28-6, name is 2,4-Dichloropyrimidine-5-carboxylic acid amide,molecular formula is C5H3Cl2N3O, 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 1240390-28-6.

General procedure: Procedure B: A mixture of substituted 2,4-dichloropyrimidine (1.0 equiv.), and substituted aniline (1.0-1.05 equiv.), and DIPEA (1.2 equiv.) in isopropanol (0.1 M) was stirred and heated at reflux. The reaction time, work-up, and product isolation procedure are described below.

According to the analysis of related databases, 1240390-28-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; H. LEE MOFFITT CANCER CENTER AND RESEARCH INSTITUTE, INC.; SCHOeNBRUNN, Ernst; LAWRENCE, Nicholas, J.; LAWRENCE, Harshani, R.; (257 pag.)WO2016/22460; (2016); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 939986-65-9, Adding some certain compound to certain chemical reactions, such as: 939986-65-9, name is 6-Chloropyrimidine-4-carbonitrile,molecular formula is C5H2ClN3, 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 939986-65-9.

To a stirred solution of methyl 3-(hydroxymethyl)benzoate (1.31 g, 7.88 mmol) in THF (10 mL) at RT, was added Cs2CO3 (3.8 g, 11.7 mmol) and the mixture stirred for 20 mm. To this was added a solution of 6-chloropyrimidine-4-carbonitrile B-i (750 mg, 7.17 mmol) in THF (15 mL) and the mixture stirred at RT for 16 h. The mixture was partitioned between water (100 mL) and EtOAc (50 mL). The organic layer was separated and the aqueous layer was re-extracted with EtOAc (20 ml). The combined organic layers were dried (MgSO4), filtered, and then concentrated under reduced pressure. The crude residue was purified (silica gel; eluting with 0- 60% EtOAc in hexanes), to afford compound B-2 as an off-white solid (1.01 g, 52%). ?H NMR (300 MHz, DMSO-d6): 8.97 (m, 1H), 8.06 (m, 1H), 7.94 (m, 1H), 7.82 (m, 1H), 7.75 (m, 1H), 7.56 (m, 1H), 5.56 (s, 2H), 3.84 (s, 3H); LCMS Mass: 270.0 (M+1).

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. 939986-65-9, 6-Chloropyrimidine-4-carbonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; PHARMAKEA, INC.; ROWBOTTOM, Martin, W.; HUTCHINSON, John, Howard; (185 pag.)WO2017/3862; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 32779-36-5, 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. 32779-36-5, name is 5-Bromo-2-chloropyrimidine, molecular formula is C4H2BrClN2, 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.

Step 1 : 1-(5-Bromo-2-pyrimidinyl)-4-piperidinol (16)A round-bottomed flask was charged, under N2, with 4-hydroxypiperidine (1.93 g, 10 mmol), diisopropylethylamine (5.22 ml_, 30 mmol), 5-bromo-2-chloropyrimidine (1.01 g, 10 mmol), and acetonitrile (50 ml_). The mixture was refluxed for 15 h and then concentrated under reduced pressure. The crude product was redissolved in CH2CI2 (150 ml), washed with H2O (2 x 20 ml_), brine (1 x 20 ml_), dried over Na2SO4, and filtered. The filtrate was concentrated under reduced pressure and the crude material was purified by flash SiO2 column chromatography to afford 2.55 g (99percent) of the title compound 16 as a white solid. 1H NMR (400 MHz, DMSO-d6): delta 8.34 (s, 2 H), 4.73 (d, J = 4.0 Hz, 1 H), 4.17 – 4.12 (m, 2 H), 3.74 – 3.68 (m, 1 H), 3.28 – 3.22 (m, 2 H), 1.76 – 1.70 (m, 2 H), 1.33 – 1.25 (m, 2 H); LCMS (ESI): m/z 260 (M + H)+.

According to the analysis of related databases, 32779-36-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2008/8895; (2008); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 1193-24-4, 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. 1193-24-4, name is 4,6-Dihydroxypyrimidine. A new synthetic method of this compound is introduced below.

One-step process for preparing 4, 6 – dichloro pyrimidine synthesis process, the synthesis process comprises the following steps: (1) input to the tower in the reactor 1 parts by weight of 4, 6 – dihydroxy pyrimidine and 3 parts by weight of chloroform, opening the stirrer stirring, continue adding 0.5 parts by weight of pyridine catalyst, and then open the jacket steam make the tower the temperature in the reactor is increased to 50 C, from the tower bottom of the reactor 1 parts by weight of phosgene, phosgene first of all through the reactor internal gas distributor, the gas distributor is triangle shape is placed in the bottom of the tower type reactor, gas distributor there are a lot of small holes is uniform and compact, phosgene is too high and the tower type reactor internal, then react with the material; (2) after the reaction, the bottom of the tower type reactor by nitrogen catches up with was mad, mixing the gas via the gas outlet of the tower the top of the reactor, into the collecting tank, the upper part of the collecting tank is provided with a ammonia-water spray system, the bottom of the traps the pot installed with a fan, when the gas enters into the collecting tank, by the fan gas into the ammonia-water spray system, so as to avoid the leakage of phosgene and hydrogen chloride gas; then the tower in the reactor in product transfer to the rectifying tower, are respectively arranged successively rectification temperature is 55 – 70 C, 105 – 125 C and 170 – 180 C, respectively collecting the corresponding temperature of the fraction, can be recycled chloroform solvent and pyridine catalyst, to a temperature of 170 – 180 C fraction is washed by water after cooling, drying, to obtain the 4, 6 – dichloro pyrimidine.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1193-24-4, its application will become more common.

Reference:
Patent; Anhui Guangxin Agrochemical Co., Ltd; Huang, Jinxiang; Guo, Xuejun; Wu, Jianping; Hu, Minghong; Tang, Xiude; Cheng, Weijia; Li, Hongwei; Xu, Xiaobing; Gao, Yanbing; (4 pag.)CN106045917; (2016); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 5177-27-5, 5-Amino-2,4-dichloropyrimidine, 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, Application In Synthesis of 5-Amino-2,4-dichloropyrimidine, blongs to pyrimidines compound. Application In Synthesis of 5-Amino-2,4-dichloropyrimidine

To a stirring suspension of 2,4-Dichloro-pyrimidin-5-ylamine (3.03 g, 18.1 mmol) in n- BuOH (40 mL) is added (lS,2S)-2-Amino-cyclopentanol hydrochloride (2.50 g, 17.2 mmol) and DIEA (9.20 ml, 51.8 mmol). The mixture is stirred at 130 C for 4 h. The reaction mixture is then concentrated under reduced pressure and the crude product is triturated to a solid in EtOAc and heptane and filtered to yield BT-1.

The synthetic route of 5177-27-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; BAKONYI, Johanna; BRUNETTE, Steven Richard; COLLIN, Delphine; HUGHES, Robert Owen; LI, Xiang; LIANG, Shuang; SIBLEY, Robert; TURNER, Michael Robert; WU, Lifen; ZHANG, Qiang; WO2015/160654; (2015); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 1060816-58-1, 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 1060816-58-1, name is 5-Bromo-2-chloro-7H-pyrrolo[2,3-d]pyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

tert-Butyl trans-A-((5 -bromo-2-(butylamino)- 7H-pyrrolo[2,3-d]pyrimidin-7-yl methyl)cyclohexylcarbamate A 10 mL microwave tube was charged with 5-bromo-2-chloro-7H-pyrrolo[2,3-d]pyrimidine (0.23 g, 1.0 mmol), tert-butyl trans-4-(iodomethyl)cyclohexylcarbamate (0.51 g, 1.5 mmol), K2CO3 (0.28 g, 2.0 mmol), DMSO (1.5 mL) and THF (3 mL). The mixture was heated at 150 C for 100 min in microwave. After the reaction mixture was cooled to ambient temperature, n-butylamine ( 0.18 g, 2.5 mmol) was added. The mixture was heated at 150 C for 90 min in microwave. After cooling to ambient temperature, the reaction was poured into water and extracted with EtOAc (3X). The combined organic layer was dried (Na2SO4) and concentrated. The crude mixture was purified by Isco to provide tert-butyl trans-4-((5-bromo-2-(butylamino)-7H-pyrrolo[2,3-d]pyrimidin-7-yl)methyl)cyclohexylcarbamate (0.35 g, 73%) as a white solid. MS m/z 480.2 [M+H

According to the analysis of related databases, 1060816-58-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; THE UNIVERSITY OF NORTH CAROLINA AT CHAPEL HILL; WANG, Xiaodong; LIU, Jing; YANG, Chao; ZHANG, Weihe; FRYE, Stephen; KIREEV, Dmitri; WO2013/52417; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 13223-25-1, 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.13223-25-1, name is 2-Chloro-4,6-dimethoxypyrimidine, molecular formula is C6H7ClN2O2, molecular weight is 174.59, as common compound, the synthetic route is as follows.

Example 7; Preparation of 2-hydroxymethyl-8-(4,6-dimethoxy-pyrimidin-2-yl)-l ,4-dioxa-8- azaspiro[4,5]decane (starting material for the preparation of Compound-7); 25 g of piperdone hydrochloride was slowly added in lots to 2g of TBAB and 67g of K2CO3 in 250 ml of acetonitrile at 50-60 (provide exact value), then 25 g of piperdone hydrochloride was slowly added in lots and the reaction mixture stirred for I hr. 29 g of 4,6-dimethoxy-2- chloropyrimidine was added slowly over a period of I hr and the reaction mixture was refluxed for 1 1 hours at 600C.The reaction mixture was neutralized with aq.NaOH solution and extracted with MDC, (methylene dichloride). Organic layer was distilled off to get l -(4-6-dimcthoy- pyrimidin-2-yl)-piperidin-4-one.45g of l -(4-6-dimethoxy-pyrimidin-2-yl)-piperidin-4-one. and 5.2 g of PTSA were stirred in toluene (400 ml) for half an hour. 21 g Glycerol ( 1.2 mole) was added drop wise and the reaction mixture was refluxed at 120 C for 7 hours. Toluene was removed to get the desired product with 85% yield.

The chemical industry reduces the impact on the environment during synthesis 13223-25-1, I believe this compound will play a more active role in future production and life.

Reference:
Patent; COUNCIL OF SCIENTIFIC &; INDUSTRIAL RESEARCH; DESHPANDE, Mukund, Vinayak; DESHPANDE, Sunita, Ranjan; SHIRAZI, Fazal; CHAUDHARY, Preeti, Madhukar; RAO, Nelavelli, Malleswara; MOHANTY, Baidyanath; SHARMA, Nageshwar, Nath; BACHHAWAT, Anand, Kumar; KALIANNAN, Ganesan; PAUL, Sanjoy; KUMAR, Raj; RAO, Bommena, Vittal; GAWALI, Bhimrao, Bodhanrao; REDDY, Vaddu, Venkata, Narayana; YADAV, Jhillu, Singh; WO2010/109299; (2010); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia