Day: June 8, 2021

Adding a certain compound to certain chemical reactions, such as: 93366-88-2, 7H-Pyrrolo[2,3-d]pyrimidin-2-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, Computed Properties of C6H6N4, blongs to pyrimidines compound. Computed Properties of C6H6N4

7H-pyrrolo[2,3-d]pyrimidin-2-amine (270 mg, 2.01 mmol), 4-bromo-1-fluoro-2-iodobenzene (1.28 g, 4.26mmol), potassium carbonate (840 mg, 6.09) and proline (92 mg, 0.80 mmol) were added to an eggplantflask, dimethyl sulfoxide was added, and the reaction solution was deoxygenated. Copper iodide (114 mg, 0.60mmol) was added and the reaction solution was deoxygenated. Heat to 90 C and stir for 16 hours. After thereaction was completed, it was cooled to room temperature, water and ethyl acetate were added, and the mixturewas filtered over Celite. The target compound was obtained in 240 mg.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,93366-88-2, 7H-Pyrrolo[2,3-d]pyrimidin-2-amine, and friends who are interested can also refer to it.

Reference:
Patent; Chinese Academy Of Sciences Shanghai Pharmaceutical Institute; Zhao Yujun; Li Zhiqiang; Yan Ziqin; Li Jia; Zhou Yubo; Su Mingbo; Chen Zheng; (138 pag.)CN109810110; (2019); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 98136-42-6 ,Some common heterocyclic compound, 98136-42-6, molecular formula is C5H3Cl2N3O, 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 2,6-dichloropyrimidine-4-carboxamide (See EXAMPLE 2) (4.80 g, 25.0 mmol) in ACN (100 mL) was added (S)-3-aminopyrrolidin-2-one (Compound 40-18) (2.55 g, 25.54 mmol, Aldrich) and DIPEA (9.60 mL, 55.1 1 mmol). The mixture was heated at 50C overnight then concentrated in vacuo. The residue was purified by flash chromatography (SiO2, 20-60% acetone/hexanes) to give Compound 40-19 as a tan solid (4.79 g). Yield 75%. LC/MS: m/z= 256.2 [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,98136-42-6, its application will become more common.

Reference:
Patent; PURDUE PHARMA L.P.; LOCKMAN, Jeffrey; NI, Chiyou; PARK, Jae Hyun; PARK, Minnie; SHAO, Bin; TAFESSE, Laykea; YAO, Jiangchao; YOUNGMAN, Mark, A.; WO2014/135955; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 20090-69-1, 2-Chloro-4-methylpyrimidin-5-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, 20090-69-1, blongs to pyrimidines compound. Product Details of 20090-69-1

The raw material 15 (83 mg, 1 eq) was dissolved in 2 ml of chloroform, 45.4 mg (1.2 eq) of potassium acetate and acetic anhydride (157.5 mg, 4 eq) were added and stirred at room temperature for 1 h. TLC was monitored and the reaction was complete. (6eq) was added to the room temperature and cooled to room temperature. After the reaction overnight, the intermediate reaction was monitored completely. The solvent was dried to obtain yellow solid 16 (100 mg) in 73.7% yield.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,20090-69-1, its application will become more common.

Reference:
Patent; SICHUAN BAILI PHARMACEUTICAL CO LTD; WU, YONG; ZHU, YI; HAI, LI; WANG, YIXI; LI, JIE; (23 pag.)CN105906621; (2016); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 153435-63-3, Adding some certain compound to certain chemical reactions, such as: 153435-63-3, name is 2-(Tributylstannyl)pyrimidine,molecular formula is C16H30N2Sn, 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 153435-63-3.

A solution of the product from step 1 (1.74 g, 7.87 mmol), 2-(tributylstannyl)pyrimidine (4.36 g, 11.81 mmol), CsF (4.78 g, 31.5 mmol), and copper(I) iodide (0.450 g, 2.36 mmol) in DMF (16 mL) in a pressure vessel was sparged with nitrogen and treated with Pd(PPh3)4 (0.455 g, 0.394 mmol). The mixture was sealed and heated at 120 C overnight. The cooled reaction mixture was partitioned between EtOAc and water and filtered through celite. The organic layer was washed with saturated aqueous sodium bicarbonate and brine, dried over MgSO4, filtered, and concentrated in vacuo. The residue was purified by silica gel chromatography (0-30% EtOAc in hexanes), to provide the title compound as a yellow solid. LRMS m/z (M+H) 221.2 found, 221.1 required.

According to the analysis of related databases, 153435-63-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MERCK SHARP & DOHME CORP.; LIVERTON, Nigel; BESHORE, Douglas, C.; KUDUK, Scott, D.; LUO, Yunfu; MENG, Na; YU, Tingting; WO2015/20930; (2015); 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.109-12-6, name is Pyrimidin-2-amine, molecular formula is C4H5N3, molecular weight is 95.1, as common compound, the synthetic route is as follows.category: pyrimidines

General procedure: To a microwave vial (0.5-2.0 mL) was added iron(III) phthalocyanine chloride (10mol%), tBuOK (2.0 mmol), under an atmosphere. The vial was sealed using vial capsinclude reseal septa and then purged with nitrogen To the vial was added amine (1.0mmol) and alcohol (4.0 mmol) via syringe. The mixture was stirred and heated undermicrowave irradiation for 12 h at 130 C. After the reaction, the resulting mixture wasfiltered through celite with diethyl ether. The solution was evaporated and theresulting residue was purified by flash column chromatography (EtOAc:Hexane = 1:10)to yield the corresponding N-alkylated amine.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,109-12-6, Pyrimidin-2-amine, and friends who are interested can also refer to it.

Reference:
Article; Minakawa, Maki; Okubo, Masataka; Kawatsura, Motoi; Bulletin of the Chemical Society of Japan; vol. 88; 12; (2015); p. 1680 – 1682;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 3680-69-1, 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 3680-69-1 as follows.

Step 1: (4-chloro-7H-pyrrolo[2,3-d]pyrimidin-7-yl)methyl pivalate 4-Chloro-7H-pyrrolo[2,3-d]pyrimidine (100 mg, 0.651 mmol) was dissolved in tetrahydrofuran (5 mL). After cooling to 0 C., the reaction mixture was added to sodium hydride (60% in mineral oil, 52 mg, 1.30 mmol). 10 minutes later, chloromethyl pivalate (0.19 mL, 1.30 mmol) was added at 0 C. After stirring for 1.5 hours at room temperature, the reaction mixture was added to saturated ammonium chloride aqueous solution. The organic layer was separated and the aqueous layer was extracted with ethyl acetate. The combined organic layer was washed with brine, dried with magnesium sulfate, and concentrated under reduced pressure. Purification of the residue by column chromatography (silica gel, EA_Hx=1:4) yielded (4-chloro-7H-pyrrolo[2,3-d]pyrimidin-7-yl)methyl pivalate (170 mg, 0.635 mmol) as white solid. MS m/z [M+1] 268.01.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,3680-69-1, its application will become more common.

Reference:
Patent; Korea Institute of Science and Technology; US2012/271048; (2012); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 1224944-77-7, Ethyl 5-chloropyrazolo[1,5-a]pyrimidine-3-carboxylate, 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, 1224944-77-7, blongs to pyrimidines compound. Quality Control of Ethyl 5-chloropyrazolo[1,5-a]pyrimidine-3-carboxylate

[0347] Step 4: To a solution of 5-Chloro-pyrazolo[1,5-a]pyrimidine-3-carboxylic acid ethyl ester (100 mg, 0.44 mmol) and 11-iD (110 mg, 0.41 mmol) in anhydrous THF (5.0 mL) at – 78C, NaH (60%, 17 mg, 0.44 mmol) was added. The mixture was allowed to warm to rt and stilTed for 8 hours until a good amount of desired product was formed. The mixture was then diluted with water/ice and extracted with DCM (3×20 mL). The organic layer was dried over Na2SO4, concentrated and purified by silica gel column chromatography to afford 1 1-1E as a yellow liquid (20 mg, 0.045 mmol, 6%), which is used directly in the next step.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1224944-77-7, its application will become more common.

Reference:
Patent; TP THERAPEUTICS, INC.; CUI, Jingrong Jean; LI, Yishan; ROGERS, Evan W.; ZHAI, Dayong; WO2015/112806; (2015); A3;,
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.4316-97-6, name is 4,6-Dichloro-5-methylpyrimidine, molecular formula is C5H4Cl2N2, molecular weight is 163.01, as common compound, the synthetic route is as follows.Application In Synthesis of 4,6-Dichloro-5-methylpyrimidine

Preparation of 5-(6-Chloro-5-methylpyrimidin-4-yl)-1 -methyl-1 ,4,5,6- tetrahvdropyrrolor3,4-clpyrazole1-Methyl-1 ,4,5,6-tetrahydropyrrolo[3,4-c]pyrazole bis-hydrochloride salt (2.00 g, 10.2 mmol) and 4,6-dichloro-5-methylpyrimidine (1 .66 g, 10.2 mmol) were suspended in tetrahydrofuran (51 ml.) at room temperature. To this was added triethylamine (4.41 ml_, 31.6 mmol), which caused cloudiness in the mixture and led to a brown solid sticking to the flask walls. This mixture was stirred at room temperature for 4 hours and then heated 50 degrees Celsius for an additional 19 hours. The reaction mixture was cooled to room temperature and diluted with water (100 ml_). This mixture was extracted with ethyl acetate (3 x 100 ml_). The organic extracts were pooled, washed with brine, dried over sodium sulfate, and filtered. The filtrate was reduced to dryness under vacuum to yield the title compound as a light brown solid (1.95 g, 78%), which was used in the next step without further purification. 1 H NMR (500 MHz, deuterochloroform) delta 2.54 (s, 3 H) 3.88 (s, 3 H) 4.90 (app. d, J=3.66 Hz, 4 H) 7.28 (s, 1 H) 8.29 (s, 1 H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,4316-97-6, 4,6-Dichloro-5-methylpyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; PFIZER INC.; MASCITTI, Vincent; MCCLURE, Kim Francis; MUNCHHOF, Michael John; ROBINSON, Ralph Pelton; WO2011/61679; (2011); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 129872-81-7, 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. 129872-81-7, name is 2,4-Dichloro-5-methyl-5H-pyrrolo[3,2-d]pyrimidine. A new synthetic method of this compound is introduced below.

4-(2-Chloro-5-methyl-5H-pyrrolo[3,2-Patent; VALEANT RESEARCH & DEVELOPMENT; WO2006/122003; (2006); A2;,
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. 862730-04-9, name is 3-Iodo-1-isopropyl-1H-pyrazolo[3,4-d]pyrimidin-4-amine. A new synthetic method of this compound is introduced below., category: pyrimidines

Synthesis of 1-isopropyl-3-(2,3-dimethoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine (BA65); A solution 2,3-dimethoxyphenylboronic acid (105 mg, 0.58 mmol) in EtOH (3.3 ml) was added to a solution of 3-iodo-1-isopropyl-1H-pyrazolo[3,4-d]pyrimidin-4-amine (70 mg, 0.23 mmol) in DME (12 ml). Pd(PPh3)4 (30 mg, 0.03 mmol) and saturated Na2CO3 (1.9 ml) were added and the reaction was heated to 80 C. under an argon atmosphere overnight. After cooling, the reaction was extracted with saturated NaCl and CH2Cl2. Organic phases were combined, concentrated in vacuo and purified by silica gel column chromatography [MeOH-CH2Cl2, 2:98] to yield BA65 (63 mg, 88% yield). ESI-MS (M+H)+ m/z calcd 314.1, found 314.1.

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, 862730-04-9, 3-Iodo-1-isopropyl-1H-pyrazolo[3,4-d]pyrimidin-4-amine.

Reference:
Patent; Regents of the University of California; US2007/293516; (2007); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia