Day: March 10, 2021

Adding a certain compound to certain chemical reactions, such as: 14331-54-5, 2,4-Dimethylpyrimidine, 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, Recommanded Product: 2,4-Dimethylpyrimidine, blongs to pyrimidines compound. Recommanded Product: 2,4-Dimethylpyrimidine

2-Chloro-4-methyl-pyrimidine. A mixture of 2,6-dichloropyrimidine (1.5 g, 10.07 mmol), trimethylaluminum (0.87 g, 12.08 mmol), tetrakis(triphenylphosphine)palladium(0) (0.81 g, 0.7 mmol) in THF (30 mL) was heated under reflux for several hours. The reultant mixture was quenched with addition of water. (Note: allowing reaction to go overnight was detrimental). The product mixture was extracted with ethyl acetate three times, dried over sodium sulfate, filtered and concentrated to give a dark yellow oil. The resultant oil was purified by flash chromatography on silica gel (hexane/ethyl acetate) to give title compound as a light yellow solid. 1H NMR (400 MHz, DMSO) delta 8.62-8.61 (d, j=5.1 Hz, 1 H), 7.47-7.46 (d, j=5.1 Hz, 1 H), 2.56 (s, 3H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,14331-54-5, 2,4-Dimethylpyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; Payne, Linda S.; Tran, Lekhanh O.; Zhuang, Linghang H.; Young, Steven D.; Egbertson, Melissa S.; Wai, John S.; Embrey, Mark W.; Fisher, Thorsten E.; Guare, James P.; Langford, H. Marie; Melamed, Jeffrey Y.; Clark, David L.; US2003/229079; (2003); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 1260169-02-5, 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 1260169-02-5, name is Ethyl 2-aminopyrazolo[1,5-a]pyrimidine-3-carboxylate. This compound has unique chemical properties. The synthetic route is as follows.

2-Aminopyrazolo [1,5-a] pyrimidine-3-carboxylic acidEthyl ester (1.60 g, 7.76 mmol),4-dimethylaminopyridine (0.19 g, 1.55 mmol)And triethylamine (3.25 mL, 23.28 mmol)Dissolved in dichloromethane (15 mL)And di-tert-butyl dicarbonate (3.30 mL, 15.52 mmol) was added thereto.After the resultant reaction solution was stirred at room temperature for 3 hours,Concentrate under reduced pressure.The resulting residue was purified by silica gel column chromatography (100% dichloromethane)The title compound was obtained as a yellow solid (1.24 g, 52.1%).

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 1260169-02-5, Ethyl 2-aminopyrazolo[1,5-a]pyrimidine-3-carboxylate.

Reference:
Patent; Guangdong Dongyangguang Pharmaceutical Co., Ltd.; Jiatuo Sciences Corporation; Xi Ning; (88 pag.)CN104650092; (2017); B;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 1193-21-1, 4,6-Dichloropyrimidine, 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, category: pyrimidines, blongs to pyrimidines compound. category: pyrimidines

4,6-dichloro-2-phenylpyrimidineN-Butyl lithium (3.22 g, 50.3 mmol, and 1.6N in hexane) was added dropwise to a stirred solution of bromobenzene (7.9 g, 50.3 mmol) in THF (70 mL) over a period of 30 min at -78 ¡ãC, and reaction was continued stirring for 2 h. The generated phenyl lithium was added dropwise to a stirred solution of 4, 6-dichloropyrimidine (5 g, 33.5 mmol) in THF (50 mL) over a period of 45 min at -78 0C, and reaction was continued stirring for 30 min. Then, the reaction mixture was slowly heated to 0 ¡ãC and quenched with water (100 ml), DDQ (7 g, 30. 8 mmol) dissolved in THF (70 mL) was added portionwise and stirred for 10 min. Then, the reaction mixture was washed with 10percent NaOH (50 mL), extracted with CH2Cl2 (3×100 mL), washed with brine (100 mL), dried (Na2SO4) and concentrated. The concentrated product was purified through silica column chromatography using pet. ether to afford 4,6-dichloro-2- phenylpyrmimidine (example 21, 2.6 g, 35 percent) as a white solid. Rf: 0.3 (100percent PE). 1H NMR (400 MHz, CD3OD): delta 8.41-8.39 (m, 2H), 7.60 (s, IH), 7.58-7.50 (m, 3H). m/e (M+l): 224.8.

The synthetic route of 1193-21-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MIIKANA THERAPEUTICS, INC.; WO2008/154026; (2008); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 6214-47-7, Adding some certain compound to certain chemical reactions, such as: 6214-47-7, name is Ethyl 2-(4-chloropyrimidin-5-yl)acetate,molecular formula is C8H9ClN2O2, 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 6214-47-7.

To a nitrogen de-gassed solution of ethyl 2-(4-chloropyrimidin-5-yi)acetate {1108) (0.823 g, 4.10 mmol) in dry DMF (15 mL) were added triethylamine (1.715 mL, 12.31 mmoi) followed by triphenylphosphine (0.124 g, 0.473 mmol), trans- dichlorobis(triphenyl-phosphine)pailadium(ll) (0.144 g, 0.205 mmoi), Cu(l)l (0,078 g, 0.410 mmol) and finally (triethyisilyi)acetylene (1.470 mL, 8.204 mmol). The reaction mixture was then heated under microwave irradiation at 120 C for 25 minutes, concentrated in vacuo and purified by silica gel chromatography (isoiera Biofage, 40 g Si cartridge, 0-30% EtOAc in petroleum benzine 40-60 C) to give the title compound (1109) (1.176 g, 94% yield) as a yellow-orange oil; 1H NMR (400 MHz, CDCI3) delta 9.08 (s, 1 H), 8.68 (s, 1 H), 4.18 (q, J = 7.1 Hz, 2H), 3.80 (s, 2H), 1.26 (t, J = 7.1 Hz, 3H), 1.10 – 1.01 (m, 9H), 0.77 – 0.67 (m, 6H) LCMS Method C: rt 6.64 min; m/z 305.1 [M+H]+.

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. 6214-47-7, Ethyl 2-(4-chloropyrimidin-5-yl)acetate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; CANCER THERAPEUTICS CRC PTY LTD; DEVLIN, Mark Graeme; STREET, Ian Philip; TONG, Warwick Bonner; WO2014/27199; (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. 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. Application In Synthesis of Ethyl 2,4-Dichloro-5-pyrimidinecarboxylate

DIPEA (8.76 mL, 50.31 mmol) was added dropwise to a mixture of (ls,4s)-4-amino-1-methylcyclohexan-1-ol (5.00 g, 38.70 mmol) and ethyl2,4-dichloropyrimidine-5-carboxylate (8.55g, 38.70 mmol) in acetonitrile (143 mL) at -5C over a period of 15 min under air. The reaction5 mixture was stirred for 2 h, then was slowly allowed to warm tort, concentrated in vacuo, dilutedwith EtOAc (200 mL), and washed with water then with sat. brine. The organic layer was driedover MgS04, filtered and concentrated in vacuo. The resulting crude mixture was suspended inDCM (20 mL ), and the resulting solid was isolated by filtration and was washed with DCM ( 5 mL)to afford title compound (3.8 g). The filtrate was purified by fcc, elution gradient 0 to 70% EtOAc10 inn-heptane, to afford additional title compound (5.3 g). Both batches were combined to afford thetitle compound (9.10 g, 75%) as a white solid; 1H NMR (400 MHz, DMSO) 1.13 (3H, s), 1.32 (3H,t), 1.43 (2H, td), 1.53 – 1.61 (2H, m), 1.69 (4H, tt), 3.85- 3.99 (lH, m), 4.15 (lH, s), 4.32 (2H, q),8.27 (lH, d), 8.62 (lH, s); m/zMH+ 314.

With the rapid development of chemical substances, we look forward to future research findings about 51940-64-8.

Reference:
Patent; ASTRAZENECA AB; CANCER RESEARCH TECHNOLOGY LIMITED; FINLAY, Maurice, Raymond, Verschoyle; GOLDBERG, Frederick, Woolf; HOWARD, Martin, Richard; TING, Attilla, Kuan, Tsuei; (145 pag.)WO2019/238929; (2019); 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 5305-45-3, name is 4,6-Dichloropyrimidine-5-carbonitrile. This compound has unique chemical properties. The synthetic route is as follows. SDS of cas: 5305-45-3

To a mixture of 22a (55 mg, 0.2 mmol) in THF (2 mL) was added NaH (16 mg 0.4 mmol) at 0 C, the mixture was stirred at 0 C for 30 min, then 4,6-dichloropyrimidine-5- carbonitrile (42 mg 0.24 mmol) was added, the reaction was stirred at 0 C- r.t for 2 h. The mixture was quenched by MeOH, concentrated and purified by flash column chromatography to give 22b as a yellow solid (50 mg, yield: 60%). MS (m/z): 412.9 (M+l)+.

With the rapid development of chemical substances, we look forward to future research findings about 5305-45-3.

Reference:
Patent; HUTCHISON MEDIPHARMA LIMITED; SU, Wei-Guo; DAI, Guangxiu; XIAO, Kun; JIA, Hong; VENABLE, Jennifer Diane; BEMBENEK, Scott Damian; WO2014/15523; (2014); 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. 2915-16-4, name is 2-Chloro-4,6-diphenylpyrimidine. This compound has unique chemical properties. The synthetic route is as follows. name: 2-Chloro-4,6-diphenylpyrimidine

To a 1 L flask was placed 11- (3- (dibenzo [b, d] furan-4-yl) phenyl) – 11,12-dihydroindolo [2,3- a] – carbazole (20 g), sodium hydride 4.8 g) and toluene (300 ml), and the mixture was stirred at 40 C. under a nitrogen atmosphere. After 1 hour, 2-chloro-4,6-diphenyl-1,3-pyrimidine (12.8 g) was added and stirring was continued at 80 F.The reaction was monitored by thin layer chromatography. After the reaction was completed, the reaction mixture was quenched with water (200 ml) and extracted using ethyl acetate (150 ml). The organic layer was extracted with water (3 ¡Á 100 ml) and dried over anhydrous sodium sulfate. For further purification, the collected ethyl acetate layer was passed through Celite column chromatography. Subsequently, the ethyl acetate layer was evaporated and dried under reduced pressure using a rotary evaporator. 100 ml of n-hexane was added, filtrated, and reduced pressure The residue was further precipitated by drying. As a yellow solid, 18 g (85%) of Compound F5 having an HPLC purity of 99% or more was obtained.

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, 2915-16-4, 2-Chloro-4,6-diphenylpyrimidine.

Reference:
Patent; E-RAY OPTOELECTRONICS TECHNOLOGY COMPANY LIMITED; BALAGANESAN, BANUMATHY; HUANG, HEHLUNG; GUO, HUNG MING; HSU, POWEI; (23 pag.)JP2017/31112; (2017); A;,
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. 33034-67-2, name is 2-Chloro-4-(trifluoromethyl)pyrimidine. This compound has unique chemical properties. The synthetic route is as follows. Safety of 2-Chloro-4-(trifluoromethyl)pyrimidine

Step C. 7-(4-Trifluoromethyl-pyrimidin-2-yl)-6,7,8,9-tetrahydro-5H-pyrimido[4,5-d]azepin-4-ol. A solution of 6,7,8,9-tetrahydro-5H-pyrimido[4,5-d]azepin-4-ol (60 mg, 0.30 mmol), 2-chloro-4-tritrifluoropyrimidine (36 muL, 0.30 mmol), and Et3N (0.11 mL, 0.81 mmol) in DMF (1.2 mL) was heated at 120¡ã C. for 2 h. The mixture was cooled to rt, diluted with water, and extracted with EtOAc. The combined organic layers were dried (Na2SO4) and concentrated to give the title compound (69 mg, 68percent), which was used without further purification.

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, 33034-67-2, 2-Chloro-4-(trifluoromethyl)pyrimidine.

Reference:
Patent; Allison, Brett D.; Branstetter, Bryan James; Breitenbucher, James Guy; Hack, Michael D.; Hawryluk, Natalie A.; Lebsack, Alec D.; McClure, Kelly J.; Merit, Jeffrey E.; US2007/225275; (2007); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 13162-27-1, Adding some certain compound to certain chemical reactions, such as: 13162-27-1, name is 2,4-Dichloro-6-methylpyrimidin-5-amine,molecular formula is C5H5Cl2N3, 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 13162-27-1.

The raw material 14 (2.63g), adding 263mg of Pd / C, adding triethylamine 3.5ml, anhydrous ethanol 88ml, water 4ml, 20psi hydrogen pressure reaction 8h, the raw material reaction is complete after the filter, spin dry solvent, Yellow solid, dry loading, purification to obtain white solid 15 (1.22g) yield 74.4%.

According to the analysis of related databases, 13162-27-1, the application of this compound in the production field has become more and more popular.

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

Reference of 52606-02-7 ,Some common heterocyclic compound, 52606-02-7, molecular formula is C7H8N2O3, 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.

Example 10 rac-5-[(4S*,5R*)-4,5-Bis-(4-chloro-phenyl)-4,5-dimethyl-4,5-dihydro-1 H-imidazol-2-yl]-2,4-dimethoxy-pyhmidineThe title compound was prepared using the procedure described by Ishihara, M. and Togo, H. Synlett 2006, 2, 227-230 and ibid Tetrahedron 2007, 63, 1474- 1480.Iodine (172 mg, 0.68 mg) was dissolved in tert-butanol (20 ml_) and potassium carbonate (300 mg, 2.2 mmol) was added. 2,4-Dimethoxy-5-formylpyhmidine (100 mg, 0.6 mmol, Frontier) and (rac)-2,3-Bis(4-chloro-phenyl)-butane-2,3- diamine (200 mg, 0.65 mmol) was added to the mixture. This was warmed to 65 0C for 2 h. This was cooled, diluted with ethyl ether (50 ml_) and filtered through CeI ite. After evaporating to dryness, the residue was purified by flash column chromatography (silica gel, eluting with 2-5% methanol/methylene chloride) to give rac-5-[(4S*,5R*)-4,5-bis-(4-chloro-phenyl)-4,5-dimethyl-4,5- dihydro-1 H-imidazol-2-yl]-2,4-dimethoxy-pyrimidine.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,52606-02-7, its application will become more common.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; WO2009/47161; (2009); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia