Day: September 2, 2021

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

Related Products of 633328-95-7, 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.633328-95-7, name is 5-Bromo-2-chloro-4-methylpyrimidine, molecular formula is C5H4BrClN2, molecular weight is 207.46, as common compound, the synthetic route is as follows.

To a stirred solution of (2-methyl-[l,l*-biphenyl]-3-yl)methanol (7.1 g, 0.036 mol) in DMF (60 mL) at 0C, sodium hydride (1.73 g, 60% in minerali oil, 0.043 mol) was added and stirred at room temperature for 30 minutes. To this mixture, 5- bromo-2-chloro-4-methylpyrimidine (5 g, 0.024 mol) was added and allowed to stir at room temperature for 16h. After completion of the reaction, the reaction mixture was diluted with water (50 mL) and extracted with ethyl acetate (2 x 100 mL). The combined organic layer was then dried over sodium sulfate, filtered and evaporated to give crude product. The crude product was purified on column chromatography (silicagel, 100-200) using 10% ethyl acetate in hexane as eluent to afford 5-bromo-4- methyl-2-((2-methyl-[l, -biphenyl]-3-yl)methoxy)pyrimidine as off-white solid (Yield: 1.5 g, 17%). LCMS (ES) m/z = 369.01 [M+H]+; MR (400 MHz, CDC13): delta 2.31 (s, 3H), 2.58 (s, 3H), 5.47 (s, 2H), 7.21-7.23 (m, 2H), 7.25-7.30 (m, 2H), 7.35 (m, 1H), 7.39-7.43 (m, 2H), 7.49 (m, 1H), 8.47 (s, 1H). HPLC purity 214 nm, 99.78%.

Statistics shows that 633328-95-7 is playing an increasingly important role. we look forward to future research findings about 5-Bromo-2-chloro-4-methylpyrimidine.

Reference:
Patent; JUBILANT BIOSYS LIMITED; VENKATESHAPPA, Chandregowda; DURAISWAMY, Athisayamani Jeyaraj; PUTTA, Rama Kishore V P; RAJAGOPAL, Sridharan; (179 pag.)WO2019/87214; (2019); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 479691-42-4 ,Some common heterocyclic compound, 479691-42-4, molecular formula is C13H19ClN4O2, 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.

Preparation of compound 38: A solution of compound 37 in 20 ml of ether/HCl was allowed to stir at room temperature under nitrogen atmosphere for 1 h. The excess solvent was distilled off under reduced pressure and the crude material was washed with n-pentane and dried to yield 180 mg of compound 38 in quantitative yield.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,479691-42-4, its application will become more common.

Reference:
Patent; Salituro, Francesco G.; Saunders, Jeffrey O.; Yan, Shunqi; US2010/331307; (2010); 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

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

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

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. 151266-23-8, name is 3-Iodo-1H-pyrazolo[3,4-d]pyrimidin-4-amine. A new synthetic method of this compound is introduced below., Recommanded Product: 3-Iodo-1H-pyrazolo[3,4-d]pyrimidin-4-amine

87D: Compound 87C (200 mg, 0.77 mmol), ,P0 (488 mg, 2.30 mmol), 4-phenoxybenzene boronic acid (491 mg, 2.32 mmol) and Tetrakis-(triphenylphosphine)palladium (124 mg, 0.1 1 mmol) were dissolved in 2.5 mL of dioxane in a microwave vial. The vial was sealed and the reaction mixture was heated to 180C for 10 min under microwave irradiation. The reaction mixture was partitioned between water and ethylacetate and the organic layer was separated, dried over anhydrous Na2S04, filtered and concentrated. The residue was purified by column chromatography on Si02 using MeOH/CH2C12 (0: 100 to 10:90). Compound 87D was obtained as a white powder (92 mg, 41% yield). NMR (ppm, DMSO): 8.21 (s, 1 H), 7.66 (d, J= 8.8 Hz, 2H), 7.43 (t, J= 7.9 Hz, 2H), 7.21-7.1 1 (m, 5H). LCMS (+esi): 304.2 (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, 151266-23-8, 3-Iodo-1H-pyrazolo[3,4-d]pyrimidin-4-amine.

Reference:
Patent; THE WALTER AND ELIZA HALL INSTITUTE OF MEDICAL RESEARCH; LUDWIG INSTITUTE FOR CANCER RESEARCH LIMITED; LESSENE, Guillaume Laurent; BAELL, Jonathan Bayldon; BURGESS, Antony Wilks; MARUTA, Hiroshi; WO2012/3544; (2012); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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

Application of 582313-57-3, 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. 582313-57-3, name is 4-Chloro-5-fluoro-7H-pyrrolo[2,3-d]pyrimidine, molecular formula is C6H3ClFN3, 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.

Vial A: Add to dry round bottom flask (purged by N2)(S,S)-DACH-naphthyltrozine ligand (1.13 g, 1.43 mmol) andPd2(dba)3.CHCl3 (493 mg, 0.48 mmol).The vial was purged four times with N2 and added DCE (50 mL,Sprayed by N2 for 30 minutes). The black solution was stirred for 30 minutes at 12°C,A red-brown solution was obtained at this time.Vial B: To dry round bottom flask(by N2 purification) BB-1 (7155 mg, 23.82 mmol) was added,4-chloro-5-fluoro-7H-pyrrolo[2,3-d]pyrimidine (4.5 g, 26.23 mmol) andCs2 CO3 (8.54 g, 26.2 mmol). The vial was purged with N2 five times and DCE (50 mL) was added followed by addition of the contents of vial A via syringe.The reaction was stirred at 12 °C under N2 for 24 hours. The reaction mixture was filtered and concentrated to a brown gum. The crude residue was purified by flash biotage (120 g, tannin, EtOAc/petroleum ether = 15percent) to give NN-1 (6.4 g, 76percent) as an off-white solid.

According to the analysis of related databases, 582313-57-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; PFIZER INC.; KUMPF, ROBERT ARNOLD; MCALPINE, INDRAWAN JAMES; MCTIGUE, MICHELE ANN; PATMAN, RYAN; RUI, EUGENE YUANJIN; TATLOCK, JOHN HOWARD; TRAN-DUBE, MICHELLE BICH; WYTHES, MARTIN JAMES; (445 pag.)TW2018/2074; (2018); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 696-07-1, 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 696-07-1, name is 5-Iodouracil. This compound has unique chemical properties. The synthetic route is as follows.

A. Preparation of 5-iodo-2,4-dioxo-3,4-dihydro-2H-pyrimidine-l-carboxylic acid tert-butyl ester; A 500 ml single neck round bottom flask was charged with 5-iodouracil (5.0g, 21mmol) and dry acetonitrile (200ml). Dimethyl amino pyridine (26mg, 0.21mmol) was added in one portion followed by drop wise addition of di-t-butyl di carbonate (5.5g, 25.2mmol) at room temperature and stirred for 3h at room temperature. The reaction mixture was filtered and the organic layer was concentrated under vacuum. Yield = 7.1 (100%)The proton NMR data of the desired product, 5-iodo-2,4-dioxo-3,4-dihydro-2H- pyrimidine-1 -carboxylic acid tert-butyl ester, is provided below: 1H NMR (400 MHz, DMSO-d6, deltappm):CH3)

According to the analysis of related databases, 696-07-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; JUBILANT BIOSYS LIMITED; WO2007/122634; (2007); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia