Tag: M.W:200-300

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. 1337532-51-0, name is 5-Bromo-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine. A new synthetic method of this compound is introduced below., Recommanded Product: 1337532-51-0

To a stirred solution of mixture of 1-(4-bromo-3-fluorophenyl)-3-(m-tolyl)pyrrolidin-2-one (0.5 g, 1.4 mmol, 1.0 equiv), was added bis(pinacolato)diboron (0.365 g, 1.4 mmol, 1.0 equiv), and potassium acetate (0.422 g, 4.3 mmol, 1.0 equiv), and the mixture was degassed with Argon for 10 minutes then PdCl2(dppf)-CH2Cl2 adduct (0.05 g, 0.072 mmol, 0.05 equiv) was added and again degassed with Argon for 10 minutes. The reaction mixture was stirred for 3 hours at 100 C in a sealed vessel. The reaction was cooled to room temperature. 5-bromo-7-methyl-7/-/-pyrrolo[2,3-c]pyrimidin-4-amine (0.326 g, 1.436 mmol, 1.0 equiv) and saturated aqueous NaHC03 (6 mL) was added, and Argon gas was bubbled through the reaction mixture for 10 minutes and PdCl2(dppf)-CH2Cl2 adduct (0.05 g, 0.072 mmol, 0.05 equiv) was added. The vessel was sealed, and the reaction mixture was stirred overnight at 100 C. The crude mixture was filtered through celite and the filtrate was extracted with EtOAc and dried over Na2S04 and concentrated. Purification: Purified by flash column chromatography using silica gel column, using 3 to 4 % MeOH in DCM as eluent to get desired product as white color solid. Yield: (0.055 g, 9.23%); LCMS (ES) m/z = 416.2 [M+H]+. H NMR (400 MHz, DMSOd6) delta 2.16 – 2.23 (m, 1 H), 2.30 (s, 3 H), 2.57 – 2.65 (m, 1 H), 3.74 (s, 3 H), 3.91 – 4.01 (m, 3 H), 5.98 (br s, 2 H), 7.10 (t, J=6.8 Hz, 3 H), 7.23 (t, J=6.80 Hz, 1 H), 7.30 (s, 1 H), 7.42 (t, J=8.4 Hz, 1 H), 7.59 (d, J=7.60 Hz, 1 H), 7.83 (d, J=12.8 Hz, 1 H), 8.14 (s, 1 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, 1337532-51-0, 5-Bromo-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY (NO.2) LIMITED; AXTEN, Jeffrey M.; MEDINA, Jesus Raul; WO2015/136463; (2015); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 705-24-8, 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. 705-24-8, name is 4,6-Dichloro-2-(trifluoromethyl)pyrimidine. A new synthetic method of this compound is introduced below.

To a solution of Intermediate IP (120 mg, 0.54 mmol) in DMF (3.0 mL) were added N,N-diisopropylethylamine (103 mu, 0.590 mmol) and 4, 6-dichloro-2- (trifluoromethyl)-pyrimidine (86 mu, 0.57 mmol). The solution was heated in a microwave at 90C for one hour, and was then partitioned between DCM and H20. The aqueous layer was extracted with DCM (2x), and the combined organic layers were washed with brine, dried Na2S04), filtered and concentrated in vacuo. The residue was purified by silica gel chromatography to afford Intermediate 12 (191 mg, 86%). LCMS (Method A): m/z 410.2 (M+H)+. XH NMR (CDC13): delta 7.66-7.52 (m, 3H), 7.27-7.25 (m, 2H), 6.35 (s, 1H), 4.94-4.86 (m, 1H), 4.12-4.07 (m, 1H), 4.01-3.95 (m, 1H), 3.61-3.52 (m, 2H), 2.99-2.83 (m, 3H), 2.64-2.55 (m, 1H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,705-24-8, its application will become more common.

Reference:
Patent; VENENUM BIODESIGN LLC; HUANG, Chia-Yu; MCGUINNESS, Brian F; XU, Xiaoqing; KULTGEN, Steven G.; MCMASTER, Ellen Sieber; BEASLEY, James R.; (356 pag.)WO2018/5794; (2018); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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. 2217-08-5, name is 5,5-Dipropylbarbituric acid, the common compound, a new synthetic route is introduced below. Recommanded Product: 5,5-Dipropylbarbituric acid

EXAMPLE 7 1-(3-n-butoxy-2-hydroxypropyl)-5,5-dipropyl-(1H,3H,5H)pyrimidine-2,4,6-trione A solution of 5,5 dipropyl-(1H,3H,5H)-pyrimidine-2,4,6-trione (30.8 g, 0.15 mole) in dimethylformamide (30 ml) containing triethylamine (2.02 g, 0.2 mole) was mixed with butyl glycidyl ether (13 g, 0.1 mole). The mixture was heated at 60 C. for 6 hours. The solution was then diluted with water (150 ml) and extracted with toluene (2*50 ml). The organic layer was separated, washed with water (2*100 ml) dried and extracted with 5% aqueous sodium carbonate (6*100 ml). The toluene phase was then extracted with 1M aqueous sodium hydroxide (2*100 ml), the aqueous layers separated, washed with toluene (100 ml) and the pH was adjusted to 3 with sulphuric acid. The precipitated oily product was extracted with toluene (100 ml), and the organic layer was separated, washed with water, dried and evaporated to yield the title compound (16.3 g; 51.6%); purity by HPLC 96.5%.

The synthetic route of 2217-08-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Sapos S.A.; US5262402; (1993); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 1032452-86-0, 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.1032452-86-0, name is 3-(2-Chloropyrimidin-4-yl)-1-methyl-1H-indole, molecular formula is C13H10ClN3, molecular weight is 243.69, as common compound, the synthetic route is as follows.

The compound 3- (2-chloro-4-yl) -1-methyl-indole (300mg, 1.23mmol)And methyl 4-amino-2-nitro-5-(trifluoromethoxy)benzoate (257 mg, 1.48 mmol)Into the reaction flask,Then add 1,4-dioxane(10mL),p-Toluenesulfonic acid (254 mg, 1.48 mmol) was added with stirring.Heat to 85C for 10 hoursAfter the reaction is completed,Cool to room temperaturePrecipitation of solids,Filter and filter cake washed with acetonitrileDry to give a yellow solid (460 mg,Yield: 98.08%).

The chemical industry reduces the impact on the environment during synthesis 1032452-86-0, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Tianjin Binjiang Pharmaceutical Research And Development Co., Ltd.; Tian Hongqi; Huang Gongchao; Cheng Ying; (48 pag.)CN107793413; (2018); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 51940-64-8, 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. 51940-64-8, name is Ethyl 2,4-Dichloro-5-pyrimidinecarboxylate, molecular formula is C7H6Cl2N2O2, 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.

A solution of 2,4-dichloropyrimidine-5-carbonyl chloride (1.00 g, 4.76 mmol) in ethanol (6.0 mL) was added DIPEA (2.5 raL, 14,4 mmol) slowly at 0 C under nitrogen. After 30 mm, hex-5-yn-1-amine (0.476 g, 4.91 mmol) was added in one portion. The reaction mixture was stirred at room temperature for 3.5 h, then was added dropwise to a solution of 6-azidohexan-1-amine (0.801 g, 5.64 mmol) in ethanol (4.0 mL) at 50 C After the reaction was complete (monitored by LCMS), the mixture was diluted with water (10 mL) and concentrated under a reduced pressure and filtered. The yellow solid was washed with water and dried under vacuum to be used in the next step without further purification (0.723 g, 39% over 3 steps).

According to the analysis of related databases, 51940-64-8, 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; ZHANG, Weihe; KIREEV, Dmitri; LIU, Jing; MCIVER, Andrew Louis; WO2014/85225; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 1436686-17-7 ,Some common heterocyclic compound, 1436686-17-7, molecular formula is C9H8BrN3O2, 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 0.28 g (1 .14 mmol) of compound 1-2 in 1.5 mL of EtOH were added 0.31 g (1 .14 mmol) of compound 2-2 and 0.026 g (0.23 mmol) of TFA at room temperature. The mixture in a sealed tube was stirred at 90 C overnight under N2atmosphere and cooled to rt. It was diluted with 10 mL of ethyl acetate and 50 mL of water, and extracted with three 50 mL portions of ethyl acetate. The combined organic extracts were washed with brine, and dried over anhydrous Na2S04. After filtration, the filtrate was concentrated to afford a residue, which was purified by chromatography on silica gel column eluted with 50% of ethyl acetate in petroleum ether to afford compound 1-3. LC-MS: m/e = 435 [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,1436686-17-7, its application will become more common.

Reference:
Patent; ANGEX PHARMACEUTICAL, INC.; WU, Wen-Lian; YANG, Zhiqiang; LEE, Francis; TAN, John Qiang; (112 pag.)WO2019/94143; (2019); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 1224944-77-7 ,Some common heterocyclic compound, 1224944-77-7, molecular formula is C9H8ClN3O2, 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.

ompound 4 (2 g, 10.5 mmol) and Compound 7 (2.4 g, 10.5 mmol)Add to n-butanol (50 mL) in turn, then add diisopropylethylamine (10.8 g, 84 mmol).The temperature was raised to 120 C and stirred overnight, and TLC showed that the starting material disappeared.N-butanol is removed under reduced pressure,Water (50 mL) was added to the residue.Extracted with ethyl acetate (50 mL*3).The organic phases were combined and dried over anhydrous magnesium sulfate.Filtration, concentration, silica gel column chromatography (PE: EA = 1:1)Obtained a white solid 8 (3.1 g),The generation rate is 97%.

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. 1224944-77-7, Ethyl 5-chloropyrazolo[1,5-a]pyrimidine-3-carboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Zhengzhou Taijihongnuo Pharmaceutical Co., Ltd.; Wu Yusheng; Zhi Wubin; Li Jingya; Wang Xin; Wu Shiyong; Liang Apeng; Guo Ruiyun; (31 pag.)CN109516999; (2019); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 3932-97-6, 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 3932-97-6 as follows.

Step 1: To a solution of 60_1 (2.00 g, 9.22 mmol, 1.00 eq) in THF (40 mL) was added ZnCi2-Et20 (1 M, 11.06 mL, 1.20 eq) at 0C under nitrogen protection. The mixture was stirred for 2 hours at 0C. Methylsulfanylsodium (646.23 mg, 9.22 mmol, 02429524H5-01 – TO SS?.48 muL·, 1.00 eq) was added. The resulting mixture was stirred at 20C for 16 hours. TLC (pure PE) showed reactant 1 (Rf=0.5) consumed and product (Rf=0.3) formed. The mixture was quenched with 1M HC1 (20 mL) and concentrated. The aqueous layer was extracted with DCM (20 mL*3). The combined organic layer was concentrated and purified by silica gel column (PE: EA=1 :0~50: 1) to give 60_2 (1.00 g, 1.97 mmol, 21.4% yield, 45.1% purity) as colorless oil. LCMS: RT = 0.794 min, mlz 228.9 [M+H]+ NMR (CDC13, 400 MHz) delta 8.67 (s, 1H), 2.62 (s, 3H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,3932-97-6, its application will become more common.

Reference:
Patent; YISSUM RESEARCH DEVELOPMENT COMPANY OF THE HEBREW UNIVERSITY OF JERUSALEM LTD; BEN NERIAH, Yinon; BRACHYA, Guy; BURSTAIN, Ido; MINZEL, Waleed; SNIR-ALKALAY, Irit; VACCA, Joseph; LI, Dansu; (129 pag.)WO2017/21969; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 6693-08-9, 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. 6693-08-9, name is 2,4,6-Trichloro-5-fluoropyrimidine. A new synthetic method of this compound is introduced below.

2,4,6-trichloro-5-fluoropyrimidine (1.54 g, 7.65 mmol),(2S,3S)-3-Aminobicyclo[2.2.2]octane-2-carboxylic acid ethyl ester hydrochloride (1.79 g, 7.65 mmol)And K2CO3 (2.64 g, 19.12 mmol) was suspended in DMF (15 mL).The resulting mixture was stirred at room temperature overnight.The reaction solution was quenched by adding H 2 O (50 mL).Extract with ethyl acetate (50 mL × 3),The combined organic phases were washed with saturated brine (100 mL×3).Dry over anhydrous sodium sulfate, filter, and concentrate the filtrate.The residue was purified by silica gel column chromatography (EtOAc /EtOAcThe title compound was obtained as a pale yellow solid(0.69g, 25%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,6693-08-9, 2,4,6-Trichloro-5-fluoropyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; Guangdong Dongyangguang Pharmaceutical Co., Ltd.; Ren Qingyun; Tang Changhua; Yin Junjun; Yi Kai; Lei Yibo; Wang Yejun; Zhang Yingjun; (138 pag.)CN108276401; (2018); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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. 35265-83-9, name is 2,4-Dichloro-7-methylthieno[3,2-d]pyrimidine, the common compound, a new synthetic route is introduced below. Formula: C7H4Cl2N2S

Reference Example 18 4-Allylamino-2-chloro-7-methylthieno[3,2-d]pyrimidine In DMF was dissolved 1.50 g (6.8 mmol) of 2,4-dichloro-7-methylthieno[3,2-d]pyrimidine, and then 917 mg (16.1 mmol) of allylamine was added dropwise to the resulting solution under ice cooling over 5 minutes. The reaction mixture was stirred at 0 C. for one hour and then allowed to resume room temperature, followed by stirring for one hour. After completion of the reaction, ice water was added to the reaction mixture, followed by extraction with ethyl acetate (50 ml*3). After the organic layer was washed successively with 1N hydrochloric acid, water and brine and dried over anhydrous sodium sulfate, the solvent was distilled off under reduced pressure. The residue was purified by silica gel chromatography (eluent: ethyl acetate-hexane=1/8) to give 1.25 g (yield: 76.2%) of the title compound. NMR (delta, CDCl3): 2.43 (3H, s), 4.28-4.33 (2H, m), 5.09 (1H, br), 5.22-5.35 (2H, m), 5.94-6.07 (1H, m), 7.36 (1H, s)

The synthetic route of 35265-83-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NAKASHIMA, YOSHIHARU; FUJITA, TAKASHI; HIZUKA, MICHIYO; IKAWA, HIROSHI; HIRUMA, TORU; US2001/6969; (2001); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia