Day: July 23, 2021

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. 6630-30-4, name is 6-Chloro-5-nitropyrimidine-2,4-diol, molecular formula is C4H2ClN3O4, 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. Formula: C4H2ClN3O4

6-Chloro-5-nitro-1 H-pyrimidine-2,4-dione (25.6 g, 134 mmol) is mixed with THF (300 mL) and cooled to 0C. Sodium thiomethylate (25.0 g, 357 mmol) is added in portions (temperature < 5C). The reaction mixture is stirred for 16 h, poured into hydrochloric acid (1 M in H2O; 1000 mL) at 0C and stirred for 1 h. The precipitate is filtered off, washed with ice-water and EA and dried to yield the product that is taken to the next step without further purification. Rf (EA/MeOH 8:2) = 0.28 With the rapid development of chemical substances, we look forward to future research findings about 6630-30-4. Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; GERLACH, Kai; EICKMEIER, Christian; HEINE, Claudia; HEINE, Niklas; WEBER, Alexander; WO2014/127815; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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. 111196-81-7, name is 2-Chloro-5-ethylpyrimidine, molecular formula is C6H7ClN2, 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. Safety of 2-Chloro-5-ethylpyrimidine

4-{2-[(5-Ethylpyrimidin-2-yl)amino]ethyl}phenol; Tyramine (5.52 g, 0.040 mol) in 40 ml of anhydrous DMF was treated with diisopropylethylamine (6.1 ml, 0.035 mol). After stirring at rt for 15 minutes, 2-chloro-5- ethylpyrimidine (4.25 ml, 035 mol) was added and the mixture heated at 80C for 14 hours. The solution was allowed to cool to room temperature and was partitioned between equal volumes of water and ethyl acetate. The aqueous phase was washed with ethyl acetate and the combined organic phases were dried over MgSO4 and concentrated. The residue was purified by flash chromatography eluting with 40% ethyl acetate-hexane to afford the title compound as a colorless solid 949 ; 58% 1H NMR (CDCl3) No. 1.20 (t, 3H, J=7.6); 2.46 (q, 2H, J=7.6); 2.83 (t, 2H, J=6.3); 3.515 (s, 1H); 3.63 (q, 2H, J=6.3); 5.14 (br s, 1H); 6.70 (d, 2H, J=8.4); 7.02 (d, 2H, J=8.3), 8.19 (s, 2H). MS: m/z 244 (M+1).

With the rapid development of chemical substances, we look forward to future research findings about 111196-81-7.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2003/74495; (2003); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 62802-42-0, name is 2-Chloro-5-fluoropyrimidine. This compound has unique chemical properties. The synthetic route is as follows. Computed Properties of C4H2ClFN2

Tetrakis(triphenylphosphine)palladium (4.62 g, 4.00 mmol) was added to a degassed solution of 2-chloro-5-fluoropyrimidine (21.2 g, 160 mmol, Matrix Scientific), cis- 1- propen-1-ylboronic acid (16.5 g, 192 mmol, Sigma-Aldrich) and sodium carbonate (33.9 g, 320 mmol) in a mixture of THF (213 mL) and water (107 mL). The reaction was heated at 100 C for 2.5 d. The white precipitate was then filtered off and rinsed with ether. The filtrate was extracted with DCM (2X). The combined organic layers were then dried over anhydrous magnesium sulfate and partially concentrated (note that the product is volatile). The residue was purified by silica gel chromatography (eluent: 0- 50% DCM in hexanes) to provide 357.01 (19.4 g, 88% yield). 1H NMR (500 MHz, CDC13) oe: 8.58 (s, 2H), 6.51-6.60 (m, 1H), 6.25 (dq,J=11.8, 7.3 Hz, 1H), 2.24 (dd,J=7.2, 1.8 Hz, 3H). LCMS-ESI (pos.) m/z: 139.4 (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, 62802-42-0, 2-Chloro-5-fluoropyrimidine.

Reference:
Patent; AMGEN INC.; BROWN, Matthew; CHEN, Ning; CHEN, Xiaoqi; CHEN, Yinhong; CHENG, Alan C.; CONNORS, Richard V.; DEIGNAN, Jeffrey; DRANSFIELD, Paul John; DU, Xiaohui; FU, Zice; HARVEY, James S.; HEATH, Julie Anne; HEUMANN, Lars V.; HOUZE, Jonathan; KAYSER, Frank; KHAKOO, Aarif Yusuf; KOPECKY, David J.; LAI, Su-Jen; MA, Zhihua; MEDINA, Julio C.; MIHALIC, Jeffrey T.; OLSON, Steven H.; PATTAROPONG, Vatee; SWAMINATH, Gayathri; WANG, Xiaodong; WANSKA, Malgorzata; YEH, Wen-Chen; (815 pag.)WO2018/97944; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 4316-93-2, 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. 4316-93-2, name is 4,6-Dichloro-5-nitropyrimidine. A new synthetic method of this compound is introduced below.

General procedure: To a cooled to 5 C suspension of 4,6-dichloro-5-nitropyrimidine (6) (1.94 g, 10 mmol) and triethylamine (1.01 g, 10 mmol) in dichloromethane (10 mL), the corresponding ethyl N-alkylglycinate (10 mmol) was added dropwise. The reaction mixture was stirred at room temperature for 30 min. The solution was then washed with water, the organic layer dried with Na2SO4 and evaporated under reduced pressure to dryness. The residue was purified by crystallization or column chromatography.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,4316-93-2, 4,6-Dichloro-5-nitropyrimidine, and friends who are interested can also refer to it.

Reference:
Article; Jakubkien?, Virginija; Linkus, Vytautas; ?ikotien?, Inga; Arkivoc; vol. 2018; 7; (2018); p. 154 – 171;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route 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.

4,6-Dichloro-5-pyrimidinecarbaldehyde; A mixture of DMF (64 mL) and POCl3 (200 mL) at 0 C. was stirred for 1 h and then treated with 4,6-pyrimidinediol (50.0 g, 446 mmol), and further stirred for 0.5 h at rt. Then the heterogeneous mixture was heated under reflux for 3 h. The volatiles were removed under reduced pressure, and the residue was poured into ice water and extracted six times with diethyl ether. The organic phase was washed with aqueous NaHCO3 and water, dried over Na2SO4, concentrated under reduced pressure, and crystallized (EtOAc-petroleum ether) to give 4,6-dichloro-5-pyrimidinecarbaldehyde (43.5 g, 55%); LC-MS (ESI) m/z 177 [M+H]+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1193-24-4, 4,6-Dihydroxypyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; AMGEN INC.; US2011/152296; (2011); 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. 5399-92-8, name is 4-Chloro-1H-pyrazolo[3,4-d]pyrimidine. A new synthetic method of this compound is introduced below., HPLC of Formula: C5H3ClN4

Compound 2 (1.88 g, 0.012 mol)was dissolved in EtOAc (50 mL) and heated to 50 C. After 10 min pyridinium 4-toluenesulfonate(PPTs) (50 mg) were added, followed by the addition of 3,4-dihydro-2H-pyran. The resulting reactionmixture was at stirred 50 C. After the reaction was complete according to the TLC detection, themixture was cooled to room temperature, washed with water (60 mL x 1), and a saturated solution ofNaCl (50 mL x 2), and dried over MgSO4. The ethyl acetate was removed and petroleum ether (60 mL x 2) was added. The mixture was heated and filtered through cotton. Removal of petroleum ether invacuo gives compound 3 as light yellow colored solid. Yield: 76.5%. 1H-NMR (400 MHz, DMSO-d6) delta 8.92 (s, 1H), 8.55 (s, 1H), 6.02 (dd, J = 10.4, 2.4 Hz, 1H), 3.97 (d, J = 12.0 Hz, 1H), 3.76-3.70 (m, 1H),2.49-2.42 (m, 1H), 2.07-2.08 (m, 1H), 1.98-1.94 (m, 1H), 1.85-1.73 (m, 1H), 1.64-1.58 (m, 2H). ESI-MSm/z: 239.06 [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, 5399-92-8, 4-Chloro-1H-pyrazolo[3,4-d]pyrimidine.

Reference:
Article; Fu, Yu; Wang, Yuanyuan; Wan, Shanhe; Li, Zhonghuang; Wang, Guangfa; Zhang, Jiajie; Wu, Xiaoyun; Molecules; vol. 22; 4; (2017);,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 18740-39-1 ,Some common heterocyclic compound, 18740-39-1, molecular formula is C6H2Cl2N2S, 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.

CompoundII-24 (20.51g, 0.1mol, 1.0eq.), Acetic acid (34.3mL, 0.6mol, 6.0eq.) Andmethanol(150mL) placed in a reaction flask was added portionwise at 25 to zinc dust (26.16g, 0.4mol, 4.0eq.), The addition was completed temperaturewas raised to 70 For 3hours, TLC the reaction was complete. Cooling, filtration and the filter cakewas washed twice with methanol, and the filtrate sand column chromatography toobtain compoundI-24 was 10.79g,63.23% yield.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,18740-39-1, its application will become more common.

Reference:
Patent; Zhu, Xingyong; Shi, Qingming; Fu, Xiaodong; Sun, Zhangyong; Li, Hui; Jie, Yuanping; (18 pag.)CN105859726; (2016); 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 4316-97-6, name is 4,6-Dichloro-5-methylpyrimidine. This compound has unique chemical properties. The synthetic route is as follows. Application In Synthesis of 4,6-Dichloro-5-methylpyrimidine

To a solution of 2-[2-fluoro-4-[[4-(trifluoromethyl)-2-pyridyl]oxy]phenyl]ethanamine hydrochloride (378 mg, 1 mmol) in N-methyl-2-pyrrolidone (5 mL) was added diisopropylethylamine (0.4 mL, 2.3 mmol). The solution was stirred for 5 min at room temperature at which time 4,6-dichloro-5- methylpyrimidine (150 mg, 0.8 mmol) was added. The reaction mixture was stirred at 80C overnight then allowed to cool to room temperature. Water was added and was extracted with MTBE (3x). The combined organic layers were washed with water, dried over Na2S04, and concentrated in vacuo. The residue was purified by flash silica column chromatography to provide 330 mg (0.80 mmol, 84%) of the light yellow solid product.

With the rapid development of chemical substances, we look forward to future research findings about 4316-97-6.

Reference:
Patent; BASF SE; BASF SCHWEIZ AG; GRAMMENOS, Wassilios; CRAIG, Ian Robert; BOUDET, Nadege; MUeLLER, Bernd; DIETZ, Jochen; LAUTERWASSER, Erica May Wilson; LOHMANN, Jan Klaas; MONTAG, Jurith; WO2013/113863; (2013); A1;,
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. 5604-46-6, name is 2-Amino-4,6-dichloropyrimidine-5-carbaldehyde, the common compound, a new synthetic route is introduced below. Recommanded Product: 5604-46-6

A mixture of 2-amino-4,6-dichloropyrimidine-5-carbaldehyde (A-1) (9.6 g, 50 mmol), THF (150 mL), and water (50 mL) at 50 C was treated with a solution of hydrazine hydrate (5.1 mL, 100 mmol) in water (50 mL) at room temperature while stirring under nitrogen. Ten mins after addition, the reaction mixture was poured into ice-cold water (250 mL). The THF was evaporated and the remaining aqueous suspension was filtered to give 4-chloro-lH-pyrazolo[3,4-d]pyrimidin-6-amine (A-2) (7.86 g, 93% yield). A small portion was recrystallized from DMF/ water. 1H NMR (500 MHz, DMSO) delta ppm 7.15 (s, 2H), 7.95 (s, 1H), 13.25 (s, 1H). MS (M+l): 170, 172 (1 CI).

The synthetic route of 5604-46-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK SHARP & DOHME CORP.; TING, Pauline, C.; MA, Shuguang; BLUMENKRANTZ, Neil; CHOWDBURY, Swapan; NEUSTADT, Bernard, R.; WO2012/135084; (2012); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 4595-61-3, 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 4595-61-3 as follows.

The titled compound was prepared according to the procedure of Method D using 3,4-difluoro-N’-hydroxybenzimidamide (Tyger) and pyrimidine-5-carbonyl chloride. The pyrimidine-5-carbonyl chloride was prepared by the reaction of pyrimidine-5-carboxylic acid (Maybridge, 138 mg, 1.0 mmol) with oxalyl chloride (Aldrich, 2 M, in CH2Cl2, 1.0 mL, 2.0 mmol) and a drop of dimethylformamide at room temperature over 1 hour with subsequent removal of volatiles under reduced pressure. 1H NMR (300 MHz, DMSO-J6) delta 7.72 (dt, J=10.5, 8.5 Hz, 1 H), 7.94 – 8.05 (m, 1 H), 8.11 (ddd, J=10.9, 7.7, 2.0 Hz, 1 H), 8.12 (none, 1 H), 9.51 (s, 1 H), 9.54 (s, 2 H) ppm; MS (DCIZNH3) m/z 261 (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,4595-61-3, its application will become more common.

Reference:
Patent; ABBOTT LABORATORIES; WO2009/148452; (2009); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia