Tag: M.W:100-200

Adding a certain compound to certain chemical reactions, such as: 1224288-92-9, 5-Chloropyrazolo[1,5-a]pyrimidine-3-carbonitrile, 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, SDS of cas: 1224288-92-9, blongs to pyrimidines compound. SDS of cas: 1224288-92-9

A mixture of 5-chloropyrazolo[1,5-a]pyrimidine-3-carbonitrile (343 mg, 1.92 mmol) and 2-(2,5-difluorophenyl)pyrrolidine (Intermediate 2, 343 mg, 1.87 mmol) in DMSO (10 mL) was heated at 180 C. for 1 hour and cooled to room temperature. The reaction mixture was diluted with water and extracted with EtOAc twice. The combined organic layers were washed with brine, dried over Na2SO4, filtered and concentrated in vacuo. The residue was purified by column chromatography on SiO2 (Hex:EtOAc=2:1 to 1:1) to afford 5-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)pyrazolo[1,5-a]pyrimidine-3-carbonitrile (611 mg, 98%) as a ivory solid. 1H-NMR (CDCl3, Varian, 400 MHz): delta 2.05-2.11 (3H, m), 2.47-2.55 (1H, m), 3.67-4.10 (2H, m), 5.20 (0.7H, s), 5.65 (0.3H, s), 5.96 (0.7H, s), 6.43 (0.3H, s), 6.69-6.73 (1H, m), 6.96-7.09 (2H, m), 8.01-8.31 (3H, m).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1224288-92-9, 5-Chloropyrazolo[1,5-a]pyrimidine-3-carbonitrile, and friends who are interested can also refer to it.

Reference:
Patent; HANDOK INC.; CMG Pharmaceutical Co., Ltd.; Kim, Moonsoo; Lee, Chaewoon; Lee, Gilnam; Yoon, Cheolhwan; Seo, Jeongbeob; Kim, Jay Hak; Lee, Minwoo; Jeong, Hankyul; Choi, Hyang; Jung, Myung Eun; Lee, Ki Nam; Kim, Hyun Jung; Kim, Hye Kyoung; Lee, Jae Il; Lee, MinWoo; Kim, Misoon; Choi, Soongyu; (124 pag.)US2016/168156; (2016); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 22536-61-4, 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 22536-61-4, name is 2-Chloro-5-methylpyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

[000121] To a stirring solution of 2-chloro-5-methylpyrimidine 80 (5 g, 38.89 mmol) in CC (250 mL) under inert atmosphere were added N-bromosuccinimide (6.92 g, 38.89 mmol) and benzoyl peroxide (706 mg, 2.91 mmol) at RT; heated to 85 °C and stirred for 16 h. The reaction was monitored by TLC; after completion of the reaction, the reaction mixture was filtered. The filtrate was concentrated in vacuo to obtain the crude. The crude was purified through silica gel flash column chromatography using 7percent EtOAc/ hexanes to afford crude compound 81 (5 g, mixture of SM and product in the ratio of ~1: 1) as pale yellow solid. TLC: 20percent EtOAc/ hexanes (R/. 0.5); LC-MS: 55.30percent; 208.8 (M++l); (column; Ascentis Express C18, (50 chi 3.0 mm, 2.7 muiotaeta); RT 1.79 min. 0.025percent Aq. TFA + 5percent ACN: ACN + 5percent 0.025percent Aq. TFA, 1.2 mL/min);

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 22536-61-4, 2-Chloro-5-methylpyrimidine.

Reference:
Patent; ASSEMBLY BIOSCIENCES, INC.; INDIANA UNIVERSITY RESEARCH AND TECHNOLOGY CORPORATION; TURNER, William; ARNOLD, Lee, Daniel; MAAG, Hans; BURES, Mark; (99 pag.)WO2017/48954; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 1780-31-0, 2,4-Dichloro-5-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, Application In Synthesis of 2,4-Dichloro-5-methylpyrimidine, blongs to pyrimidines compound. Application In Synthesis of 2,4-Dichloro-5-methylpyrimidine

A solution of concentrated NH4OH (4.4 mL) in water (20 mL) was added to a suspension of compound XIII-A-59 (2 g) and Zn (2.4 g) in benzene (8 mL). The mixture was heated to reflux overnight. After cooling to room temperature, the solution was filtered and extracted twice with ether. The combined ether solution was dried and concentrated to give 1.0 g of crude product that was more than 90percent pure thus used directly in the next step.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1780-31-0, 2,4-Dichloro-5-methylpyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; Kalypsys, Inc.; US2005/234046; (2005); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 6320-15-6, 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. 6320-15-6, name is 4-Chloro-2,6-dimethoxypyrimidine. A new synthetic method of this compound is introduced below.

Step b: 2.6-Dimethoxypyrimidin-4-ol (18b); A suspension of 4-chloro-2,6-dimethoxy-pyrimidine (4.9 g, 28 mmol), DABCO (6.4 g, 57 mmol) and potassium carbonate (13.8 g, 100 mmol) was refluxed in water (150 ml) for one hour. The mixture was cooled acidified with 5% citric acid and extracted three times with ethyl acetate and three times with DCM with about 105 THF and 10% MeOH. The combined organic phases were dried and evaporated which gave the title compound (1.5 g, 34%), (M+H)+ 1 157.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,6320-15-6, 4-Chloro-2,6-dimethoxypyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; TIBOTEC PHARMACEUTICALS LTD.; MEDIVIR AB; WO2008/95999; (2008); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 56843-79-9, 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.56843-79-9, name is 4-Chloro-2-methylthieno[2,3-d]pyrimidine, molecular formula is C7H5ClN2S, molecular weight is 184.65, as common compound, the synthetic route is as follows.

Example 31 : 6,6-dimethyl-3-[(2-methylthieno[2,3-d]pyrimidin-4-yl)amino]-N-[trans-2- phenylcyclopropyl]-4,6-dihydropyrrolo[3,4-c]pyrazole-5(1H)-carboxamide; A mixture of compound 4b (83 mg, 0.267 mmol) and compound 31c (4-chloro-2-methylthieno[2,3- d]pyrimidine, prepared following same method compound 32c was prepared, 115 mg, 2 eq,) was added an aqueous solution of acetic acid (50% v/v, 1 ml). The resulted mixture was heated and stirred at 1000C for 1 hour. Preparative HPLC purification give the title compound as a white solid (34 mg, 27% yield). 1H EPO NMR (CD3OD) delta: 1.03-1.13 (m, 2 H), 1.69 (s, 3 H), 1.70 (s, 3 H), 1.90-1.99 (m, 1 H), 2.66 (s, 3 H), 2.67-2.75 (m, 1 H), 4.46 (s, 2 H), 6.98-7.19 (m, 5 H), 7.55-7.61 (m, 1 H) 7.63-7.69 (m, 1 H), 8.20 (d, J=6.06 Hz,1 H). LCMS (APCI, M+H+): 460.1. Anal. (C24H25N7OS-LSITFA-O-I SH2O): C, H, N. HPLC-UV Detection:95% purity.

Statistics shows that 56843-79-9 is playing an increasingly important role. we look forward to future research findings about 4-Chloro-2-methylthieno[2,3-d]pyrimidine.

Reference:
Patent; PFIZER INC.; WO2006/72831; (2006); 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.5305-59-9, name is 6-Chloropyrimidin-4-amine, molecular formula is C4H4ClN3, molecular weight is 129.55, as common compound, the synthetic route is as follows.Application In Synthesis of 6-Chloropyrimidin-4-amine

Step 1: Take a dry three-mouth reaction bottle and place the magnet.Add 4-amino-6-chloropyrimidine (1 eq), KI (0.5 eq),It was dissolved in absolute ethanol (35 mL).After stirring for 10 min on a magnetic stirrer,Trifluoroacetic acid (200 mL) was added. activation.After about 1 h, a solution of the substituted aniline (0.8 eq) dissolved in absolute ethanol (15 mL) was added.Note that you have to add it by drop,In order to achieve long-term excess reaction,The dropping time is controlled at around 1h. Step 2: The progress of the reaction and the reaction effect were examined by the TLC method.Generally, after 36 hours of reaction, the reaction is almost complete.After the reaction is completed, the solvent is dried in absolute ethanol.Then a certain amount of ethyl acetate was added to dissolve.First remove the acid with an appropriate amount of 20% sodium bicarbonate solution.Then add a certain amount of 50% sodium chloride solution to extract the layering.Collect the organic layer and spin it to a certain amount.Add an appropriate amount of anhydrous sodium sulfate and remove water overnight. Step 3: suction filtration, sand making,Weigh 15 to 20 times the total amount of raw materials and install the column silica gel powder column, and collect the product points through the column.Generally use petroleum ether: ethyl acetate = 2:1 to pass the first point (aniline point),Petroleum ether: ethyl acetate = 1:1 over the second point (pyrimidine point),Ethyl acetate or methanol is washed out of the product.The spin-dried product points were collected, dried in an oven, mass spectrometrically and nuclear magnetically verified.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,5305-59-9, 6-Chloropyrimidin-4-amine, and friends who are interested can also refer to it.

Reference:
Patent; Wenzhou Medical University; Ye Faqing; Cheng Donghua; Han Chao; Pan Suwei; Pan Yaqian; Xie Zixin; (14 pag.)CN109053593; (2018); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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 954220-98-5, name is 2,4-Dichloro-5-fluoro-6-methylpyrimidine. This compound has unique chemical properties. The synthetic route is as follows. SDS of cas: 954220-98-5

Step 2 To 28 (25 g, 138 mmol) in THF (250 mL) at 0 C was added 30 g of a 25%/wt NaO e in methanol solution (138 mmol). Allowed to warm to room temperature over 30 minutes. Concentrated the reaction in vacuo. Purified the residue by silica gel chromatography (0-20% acetone/hexane over 20 minutes) to provide 29 (12. 6 g, 52%).

With the rapid development of chemical substances, we look forward to future research findings about 954220-98-5.

Reference:
Patent; MERCK SHARP & DOHME CORP.; STAMFORD, Andrew, W.; GILBERT, Eric, J.; CUMMING, Jared, N.; WO2012/138590; (2012); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 7752-72-9 ,Some common heterocyclic compound, 7752-72-9, molecular formula is C5H5ClN2O, 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.

50 ml of POCl3 was added dropwise to a solution of 14.5 g (0.1 mol) of 4-hydroxyl-5-chloro-6-methylpyrimidine in 50 mL of toluene, the mixture was refluxed for 5-7 h after addition. After the reaction was over by Thin-Layer Chromatography monitoring, the reaction mixture was concentrated under reduced pressure to remove toluene and extra POCl3, and then poured into ice water. The water phase was extracted with ethyl acetate (3*50 mL), the organic phases were merged, dried over anhydrous magnesium sulfate, filtered and then concentrated under reduced pressure. The residue was purified through silica column (ethyl acetate/petroleum ether=1:5, as an eluent) to give14.43 g as yellow liquid with yield of 88.5%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,7752-72-9, its application will become more common.

Reference:
Patent; Shenyang Sinochem Agrochemicals R&D Co., Ltd.; Liu, Changling; Guan, Aiying; Wang, Junfeng; Sun, Xufeng; Li, Zhinian; Zhang, Jinbo; Ban, Lanfeng; Ma, Sen; Lan, Jie; Xia, Xiaoli; Yang, Jinlong; (65 pag.)US2018/141961; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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 74-69-1, name is 2-Methyl-4-pyrimidinamine. This compound has unique chemical properties. The synthetic route is as follows. SDS of cas: 74-69-1

[003611 Step A: 2-Methylpyrimidin-4-amine (0.41 g, 3.7 mmol) and (S)-1-(2-(tert- butyldimethylsilyloxy)- 1 -(4-chloro-3 -fluorophenyl)ethyl)-4-(2-(methylsulfonyl)pyrimidin-4- yl)pyridin-2( 1 H)-one (0.10 g, 0.19 mmol) were placed in sec-BuOH (1 mL), heated to 110C in a sealed tube for 18 hours, then poured into water, and extracted with DCM. The combined organic fractions were dried (MgSO4), filtered, and concentrated to give the crude product, which was purified by column chromatography (500:5 DCMJMeOH to remove impurity, then 500:15 for product) to give (8)-i -(2-(tert-butyldimethylsilyloxy)- 1 -(4-chloro-3 – fluorophenyl)ethyl)-4-(2-((2-methylpyrimidin-4-yl)amino)pyrimidin-4-yl)pyridin-2( 1 11)-one (0.034 g, 32% yield).

With the rapid development of chemical substances, we look forward to future research findings about 74-69-1.

Reference:
Patent; ARRAY BIOPHARMA INC.; GENENTECH, INC.; BLAKE, James F.; CHICARELLI, Mark Joseph; GARREY, Rustam Ferdinand; GAUDINO, John; GRINA, Jonas; MORENO, David A.; MOHR, Peter J.; REN, Li; SCHWARZ, Jacob; CHEN, Huifen; ROBARGE, Kirk; ZHOU, Aihe; WO2013/130976; (2013); 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. 7226-23-5, name is 1,3-Dimethyltetrahydropyrimidin-2(1H)-one. A new synthetic method of this compound is introduced below., Safety of 1,3-Dimethyltetrahydropyrimidin-2(1H)-one

EXAMPLE 9 3-Cyclopentyl-2-(4-methylsulfanyl-phenyl)-N-thiazol-2-yl-propionamide A solution of diisopropylamine (3.2 mL, 23.16 mmol) in dry tetrahydrofuran (10.3 mL) and 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone (3.4 mL) was cooled to -78 C. under nitrogen and then treated with a 10M solution of n-butyllithium in hexanes (2.3 mL, 23.16 mmol). The resulting reaction mixture was stirred at -78 C. for 30 min and then treated dropwise with a solution of 4-(methylthio)phenylacetic acid (2.01 g, 11.03 mmol) in dry tetrahydrofuran (10.3 mL) and 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone (3.4 mL). The reaction mixture was allowed to stir at -78 C. for 1 h, at which time, a solution of iodomethylcyclopentane (2.55 g, 12.13 mmol) in a small amount of dry tetrahydrofuran was added dropwise. The reaction mixture was then stirred at -78 C. for 30 min and then allowed to warm to 25 C. where it was stirred for 24 h. The reaction mixture was quenched with water and then concentrated in vacuo to remove tetrahydrofuran. The remaining aqueous phase was acidified to pH=2 with a 10% aqueous hydrochloric acid solution and then extracted with ethyl acetate (1*200 mL). The organic layer was washed with a saturated aqueous sodium chloride solution (1*100 mL), dried over sodium sulfate, filtered, and concentrated in vacuo. Flash chromatography (Merck Silica gel 60, 70-230 mesh, 3/1 hexanes/ethyl acetate) afforded 3-cyclopentyl-2-(4-methylsulfanyl-phenyl)propionic acid (1.01 g, 35%) as a cream solid: mp 91-93 C.; EI-HRMS m/e calcd for C15H20O2S (M+) 264.1184, found 264.1177.

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, 7226-23-5, 1,3-Dimethyltetrahydropyrimidin-2(1H)-one.

Reference:
Patent; Hoffman-La Roche Inc.; US6610846; (2003); B1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia